CN113629183B - Phenylalanine dipeptidyl co-self-assembled product and preparation method and application thereof - Google Patents
Phenylalanine dipeptidyl co-self-assembled product and preparation method and application thereof Download PDFInfo
- Publication number
- CN113629183B CN113629183B CN202110713017.1A CN202110713017A CN113629183B CN 113629183 B CN113629183 B CN 113629183B CN 202110713017 A CN202110713017 A CN 202110713017A CN 113629183 B CN113629183 B CN 113629183B
- Authority
- CN
- China
- Prior art keywords
- phenylalanine
- dipeptide
- self
- dipeptidyl
- assembled
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 title claims abstract description 98
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 title claims abstract description 98
- 238000002360 preparation method Methods 0.000 title claims abstract description 21
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 108010016626 Dipeptides Proteins 0.000 claims abstract description 85
- 239000000243 solution Substances 0.000 claims abstract description 63
- 239000011259 mixed solution Substances 0.000 claims abstract description 39
- 239000000758 substrate Substances 0.000 claims abstract description 28
- 238000000034 method Methods 0.000 claims abstract description 25
- 230000008569 process Effects 0.000 claims abstract description 11
- 230000033228 biological regulation Effects 0.000 claims abstract description 10
- 239000012071 phase Substances 0.000 claims abstract description 9
- 230000001105 regulatory effect Effects 0.000 claims abstract description 9
- 239000007788 liquid Substances 0.000 claims abstract description 4
- 239000007791 liquid phase Substances 0.000 claims abstract description 4
- 239000007790 solid phase Substances 0.000 claims abstract description 4
- 239000002904 solvent Substances 0.000 claims description 17
- 229910052751 metal Inorganic materials 0.000 claims description 14
- 239000002184 metal Substances 0.000 claims description 14
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 13
- 229910052710 silicon Inorganic materials 0.000 claims description 13
- 239000010703 silicon Substances 0.000 claims description 13
- BYEAHWXPCBROCE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound FC(F)(F)C(O)C(F)(F)F BYEAHWXPCBROCE-UHFFFAOYSA-N 0.000 claims description 12
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 10
- 229910052709 silver Inorganic materials 0.000 claims description 10
- 239000004332 silver Substances 0.000 claims description 10
- JMCOUWKXLXDERB-WMZOPIPTSA-N Phe-Trp Chemical group C([C@H](N)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(O)=O)C1=CC=CC=C1 JMCOUWKXLXDERB-WMZOPIPTSA-N 0.000 claims description 9
- 239000007864 aqueous solution Substances 0.000 claims description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 6
- 239000011521 glass Substances 0.000 claims description 6
- 229920006267 polyester film Polymers 0.000 claims description 6
- 229920001721 polyimide Polymers 0.000 claims description 6
- -1 polytetrafluoroethylene Polymers 0.000 claims description 6
- 229920001343 polytetrafluoroethylene Polymers 0.000 claims description 6
- 239000004810 polytetrafluoroethylene Substances 0.000 claims description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- 238000001704 evaporation Methods 0.000 claims description 4
- AZWUECJEAZITEI-NDEPHWFRSA-N (2S)-2-(9H-fluoren-1-ylmethoxycarbonylamino)-3,3-diphenylpropanoic acid Chemical compound C1(=CC=CC=2C3=CC=CC=C3CC1=2)COC(=O)N[C@@H](C(C1=CC=CC=C1)C1=CC=CC=C1)C(=O)O AZWUECJEAZITEI-NDEPHWFRSA-N 0.000 claims description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 3
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 3
- 229910052802 copper Inorganic materials 0.000 claims description 3
- 239000010949 copper Substances 0.000 claims description 3
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052737 gold Inorganic materials 0.000 claims description 3
- 239000010931 gold Substances 0.000 claims description 3
- 229910052749 magnesium Inorganic materials 0.000 claims description 3
- 239000011777 magnesium Substances 0.000 claims description 3
- 229910052750 molybdenum Inorganic materials 0.000 claims description 3
- 239000011733 molybdenum Substances 0.000 claims description 3
- 229910052759 nickel Inorganic materials 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- 238000005303 weighing Methods 0.000 claims description 3
- 230000001276 controlling effect Effects 0.000 abstract description 5
- 238000011217 control strategy Methods 0.000 abstract description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- 239000000835 fiber Substances 0.000 description 12
- 238000001338 self-assembly Methods 0.000 description 12
- 238000003491 array Methods 0.000 description 9
- 238000002425 crystallisation Methods 0.000 description 9
- 230000008025 crystallization Effects 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 238000001878 scanning electron micrograph Methods 0.000 description 9
- 239000000178 monomer Substances 0.000 description 8
- 239000011261 inert gas Substances 0.000 description 7
- 239000002994 raw material Substances 0.000 description 7
- 239000012856 weighed raw material Substances 0.000 description 7
- 239000013078 crystal Substances 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 230000008901 benefit Effects 0.000 description 4
- 238000010586 diagram Methods 0.000 description 4
- 108090000765 processed proteins & peptides Proteins 0.000 description 4
- 238000002441 X-ray diffraction Methods 0.000 description 3
- 150000001413 amino acids Chemical class 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 238000002189 fluorescence spectrum Methods 0.000 description 3
- 125000001041 indolyl group Chemical group 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- 239000002121 nanofiber Substances 0.000 description 3
- PQLVXDKIJBQVDF-UHFFFAOYSA-N acetic acid;hydrate Chemical compound O.CC(O)=O PQLVXDKIJBQVDF-UHFFFAOYSA-N 0.000 description 2
- PBCJIPOGFJYBJE-UHFFFAOYSA-N acetonitrile;hydrate Chemical compound O.CC#N PBCJIPOGFJYBJE-UHFFFAOYSA-N 0.000 description 2
- 239000012620 biological material Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000012512 characterization method Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000005684 electric field Effects 0.000 description 2
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 229920001184 polypeptide Polymers 0.000 description 2
- 102000004196 processed proteins & peptides Human genes 0.000 description 2
- XTUSEBKMEQERQV-UHFFFAOYSA-N propan-2-ol;hydrate Chemical compound O.CC(C)O XTUSEBKMEQERQV-UHFFFAOYSA-N 0.000 description 2
- OVARTBFNCCXQKS-UHFFFAOYSA-N propan-2-one;hydrate Chemical compound O.CC(C)=O OVARTBFNCCXQKS-UHFFFAOYSA-N 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000009210 therapy by ultrasound Methods 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229920001410 Microfiber Polymers 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000005670 electromagnetic radiation Effects 0.000 description 1
- 230000009881 electrostatic interaction Effects 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 108010012560 fluorenyl-9-methoxycarbonyl diphenylalanine Proteins 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- 238000010353 genetic engineering Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000003658 microfiber Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 230000010287 polarization Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 230000025078 regulation of biosynthetic process Effects 0.000 description 1
- 238000004626 scanning electron microscopy Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10N—ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10N30/00—Piezoelectric or electrostrictive devices
- H10N30/01—Manufacture or treatment
- H10N30/09—Forming piezoelectric or electrostrictive materials
- H10N30/098—Forming organic materials
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y15/00—Nanotechnology for interacting, sensing or actuating, e.g. quantum dots as markers in protein assays or molecular motors
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y40/00—Manufacture or treatment of nanostructures
-
- H—ELECTRICITY
- H02—GENERATION; CONVERSION OR DISTRIBUTION OF ELECTRIC POWER
- H02N—ELECTRIC MACHINES NOT OTHERWISE PROVIDED FOR
- H02N2/00—Electric machines in general using piezoelectric effect, electrostriction or magnetostriction
- H02N2/18—Electric machines in general using piezoelectric effect, electrostriction or magnetostriction producing electrical output from mechanical input, e.g. generators
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10N—ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10N30/00—Piezoelectric or electrostrictive devices
- H10N30/80—Constructional details
- H10N30/85—Piezoelectric or electrostrictive active materials
- H10N30/857—Macromolecular compositions
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Abstract
The invention relates to a phenylalanine dipeptidyl co-self-assembled product, a preparation method and application thereof, wherein the method comprises the following steps of: preparing a mixed solution of phenylalanine dipeptide and dipeptide; step 2: immersing the substrate in the mixed solution, and then lifting the substrate upwards from the solution along the direction vertical to the horizontal liquid level at a preset speed until the substrate is completely separated from the mixed solution, wherein a phenylalanine dipeptide based co-self-assembled array is formed at the three-phase interface of the gas phase, the liquid phase and the solid phase in the lifting process. The method can synthesize the ordered phenylalanine dipeptidyl co-self-assembled array on a large scale, and can obtain phenylalanine dipeptidyl co-self-assembled products with different dipeptide proportions by regulating and controlling the proportions of phenylalanine dipeptides and dipeptides in the assembling process, thereby realizing the regulation and control of the piezoelectric properties of the phenylalanine dipeptidyl co-self-assembled products, and providing a simple and feasible piezoelectric constant regulation and control strategy with low equipment cost.
Description
Technical Field
The invention belongs to the technical field of biological micro-nano structural materials and electronic intersection, and particularly relates to a phenylalanine dipeptidyl co-self-assembled product, and a preparation method and application thereof.
Background
In recent years, more and more biological materials have been found to have piezoelectric properties, such as bones, proteins, cellulose, phage, amino acids, polypeptides, and the like. The biological materials benefit from the advantages of piezoelectric property, biocompatibility, certain specific surface area and the like, and have great application prospects in the fields of biomedicine, genetic engineering, drug treatment, supercapacitors, nano generators, sensors and the like.
Phenylalanine dipeptide (FF) as a piezoelectric bio-peptide materialHas the advantages of easy preparation, diversified morphology, functionalization and excellent piezoelectric and optical properties, and is favored by researchers. The FF molecules can self-assemble into nano/micro tubes, nano/microwires, nano/microfibers, microcolumns, and flowers structures around water molecules in solution through hydrogen bonding, pi-pi stacking, van der waals, and electrostatic interactions. The FF self-assembled in solution has a non-centrosymmetric hexagonal crystal structure (P6 1 ) Its in-plane piezoelectric constant d 15 >60pm/V, out-of-plane piezoelectric constant d 33 About 9.9pm/V.
Despite the extensive research done by researchers on the synthesis and piezoelectric performance of FF, the regulation of synthesis and piezoelectric performance of ordered large-scale arrays is still limited. Research shows that an array with uniform polarization direction can be obtained by applying an electric field in the FF synthesis process, and the piezoelectric constant of the array is improved, but the FF array needs to be synthesized in a strong electric field, and the FF array with controllable piezoelectric property and morphology can not be synthesized in a natural environment.
Disclosure of Invention
In order to solve the problems in the prior art, the invention provides a phenylalanine dipeptidyl co-self-assembled product, and a preparation method and application thereof. The technical problems to be solved by the invention are realized by the following technical scheme:
the invention provides a preparation method of a phenylalanine dipeptidyl co-self-assembled product, which comprises the following steps:
step 1: preparing a mixed solution of phenylalanine dipeptide and dipeptide;
step 2: immersing a substrate in the mixed solution, and then lifting the substrate upwards from the solution along the direction vertical to the horizontal liquid level at a preset speed until the substrate is completely separated from the mixed solution, wherein a phenylalanine dipeptide based co-self-assembled array is formed at the three-phase interface of a gas phase, a liquid phase and a solid phase in the lifting process;
alternatively, step 2': naturally evaporating and crystallizing the mixed solution in a container to obtain phenylalanine dipeptidyl co-self-assembled powder;
and the phenylalanine dipeptidyl co-self-assembled products with different dipeptide proportions are obtained by regulating and controlling the proportions of the phenylalanine dipeptides and the dipeptides in the mixed solution, so that the piezoelectric properties of the phenylalanine dipeptidyl co-self-assembled products are regulated and controlled.
In one embodiment of the invention, the dipeptide is phenylalanine-tryptophan dipeptide, cyclic phenylalanine-tryptophan dipeptide, or N-fluorenylmethoxycarbonyl diphenylalanine;
the solvent of the mixed solution is hexafluoroisopropanol water solution, methanol water solution, ethanol water solution, acetone water solution, isopropanol water solution, acetonitrile water solution or acetic acid water solution.
In one embodiment of the present invention, the step 1 includes:
step 11: weighing phenylalanine dipeptide and dipeptide according to a preset proportion;
step 12: preparing a solvent of the mixed solution;
step 13: dissolving the weighed phenylalanine dipeptide and dipeptide into a solvent to reach a preset concentration, and uniformly dispersing the phenylalanine dipeptide and dipeptide into the solvent by using an ultrasonic machine to obtain the mixed solution.
In one embodiment of the present invention, in the step 11, the mass ratio of phenylalanine dipeptide to dipeptide is that dipeptide (phenylalanine dipeptide+dipeptide) =0% to 40%.
In one embodiment of the invention, the phenylalanine dipeptide and dipeptide are dissolved in the solvent at a concentration of 5mg/mL to 15mg/mL.
In one embodiment of the present invention, the substrate comprises a silicon wafer, a glass sheet, a polyimide film, a polytetrafluoroethylene film, a polyester film, a metal-clad silicon wafer, a metal-clad glass sheet, a metal-clad polyimide film, a metal-clad polytetrafluoroethylene film, or a metal-clad polyester film, wherein the metal is one of gold, silver, magnesium, molybdenum, nickel, or copper.
In one embodiment of the present invention, in the step 2, the pulling speed of the substrate is 5 to 20 μm/min.
In one embodiment of the invention, the preparation temperature of the phenylalanine dipeptidyl co-self-assembled product is 5-60 ℃.
The invention provides a phenylalanine dipeptidyl co-self-assembled product, which is prepared by the preparation method according to any one of the above embodiments.
The invention provides an application of the phenylalanine dipeptidyl co-self-assembled product in a piezoelectric nano-generator.
Compared with the prior art, the invention has the beneficial effects that:
1. the preparation method of the phenylalanine dipeptidyl co-self-assembled product can synthesize an ordered phenylalanine dipeptidyl co-self-assembled array on a large scale, and can obtain phenylalanine dipeptidyl co-self-assembled products with different dipeptide proportions by regulating the proportions of phenylalanine dipeptides and dipeptides in a mixed solution in the assembling process, thereby realizing the regulation and control of the piezoelectric properties of the phenylalanine dipeptidyl co-self-assembled products, and providing a simple and feasible piezoelectric constant regulation and control strategy with low equipment cost.
2. According to the preparation method of the phenylalanine dipeptidyl co-self-assembled product, when the content of the dipeptide is low in the co-self-assembly process, the crystallization capacity of the co-self-assembled body depends on the content of the dipeptide; when the dipeptide monomer content is higher, the crystallization capability of the co-self-assembly body depends on the content of the matrix phenylalanine dipeptide, so that the phenylalanine dipeptide-based fiber co-self-assembly products with different morphologies and array densities can be obtained by regulating and controlling different dipeptide contents in the mixed solution.
3. The phenylalanine dipeptide based co-self-assembled product has different optical properties, can realize the regulation and control of fluorescence luminous intensity and emission wavelength position through co-self-assembly, and has great potential in organic photoelectric application.
The foregoing description is only an overview of the present invention, and is intended to be implemented in accordance with the teachings of the present invention, as well as the preferred embodiments thereof, together with the following detailed description of the invention, given by way of illustration only, together with the accompanying drawings.
Drawings
FIG. 1 is a flow chart of a method for preparing a phenylalanine dipeptidyl co-self-assembled product according to the embodiment of the present invention;
FIG. 2 is a schematic flow chart of a method for preparing a phenylalanine dipeptidyl co-self-assembled product according to the embodiment of the present invention;
FIG. 3 is an SEM image of phenylalanine dipeptidyl co-self-assembled product provided by the example of the present invention;
FIG. 4 is a statistical graph of array coverage of phenylalanine dipeptidyl co-self-assembled products provided by the examples of the present invention;
FIG. 5 is an XRD pattern of a phenylalanine dipeptidyl co-self-assembled product provided by the examples of the present invention;
FIG. 6 is a fluorescence spectrum of phenylalanine dipeptidyl co-self-assembled product provided by the example of the present invention;
FIG. 7 is a statistical graph of the maximum measured effective piezoelectric constants of phenylalanine dipeptidyl co-self-assembled products provided by the examples of the present invention;
FIG. 8 is a graph showing voltage and current output of a nanogenerator assembled from phenylalanine dipeptidyl co-self-assembled products provided by an embodiment of the present invention;
fig. 9 is a graph of voltage comparison output statistics of a nano-generator according to an embodiment of the present invention.
Detailed Description
In order to further illustrate the technical means and effects adopted by the invention to achieve the preset aim, the following is a detailed description of a phenylalanine dipeptidyl co-self-assembled product, a preparation method and application thereof according to the invention with reference to the attached drawings and the specific embodiments.
The foregoing and other features, aspects, and advantages of the present invention will become more apparent from the following detailed description of the preferred embodiments when taken in conjunction with the accompanying drawings. The technical means and effects adopted by the present invention to achieve the intended purpose can be more deeply and specifically understood through the description of the specific embodiments, however, the attached drawings are provided for reference and description only, and are not intended to limit the technical scheme of the present invention.
Example 1
Referring to fig. 1 and 2, fig. 1 is a flowchart of a preparation method of a phenylalanine dipeptidyl co-self-assembled product according to an embodiment of the present invention; FIG. 2 is a schematic flow chart of a method for preparing a phenylalanine dipeptidyl co-self-assembled product according to the embodiment of the invention. As shown in the figure, the preparation method of the phenylalanine dipeptidyl co-self-assembled product of the embodiment comprises the following steps: the method comprises the following steps:
step 1: preparing a mixed solution of phenylalanine dipeptide (FF) and dipeptide;
alternatively, the dipeptide is phenylalanine-tryptophan dipeptide (FW), cyclic phenylalanine-tryptophan dipeptide (Cyclo-FW) or N-fluorenylmethoxycarbonyl diphenylalanine (Fmoc-FF).
The solvent of the mixed solution is hexafluoroisopropanol water solution, methanol water solution, ethanol water solution, acetone water solution, isopropanol water solution, acetonitrile water solution or acetic acid water solution.
Specifically, step 1 includes:
step 11: weighing phenylalanine dipeptide and dipeptide according to a preset proportion;
step 12: preparing a solvent of the mixed solution;
step 13: dissolving the weighed phenylalanine dipeptide and dipeptide into a solvent to reach a preset concentration, and uniformly dispersing the phenylalanine dipeptide and dipeptide into the solvent by using an ultrasonic machine to obtain a mixed solution.
In this embodiment, in step 11, the mass ratio of phenylalanine dipeptide to dipeptide is that of dipeptide (phenylalanine dipeptide+dipeptide) =0% to 40%. The concentration of phenylalanine dipeptide and dipeptide dissolved in the solvent is 5 mg/mL-15 mg/mL.
In the case of preparing a solvent of the mixed solution, the volume ratio of hexafluoroisopropanol, methanol, ethanol, acetone, isopropanol, acetonitrile or acetic acid to water is 10:1 to 1:1.
Step 2: immersing a substrate in the mixed solution, and then lifting the substrate upwards from the solution along the direction vertical to the horizontal liquid level at a preset speed until the substrate is completely separated from the mixed solution, wherein a phenylalanine dipeptide based co-self-assembled array is formed at the three-phase interface of a gas phase, a liquid phase and a solid phase in the lifting process;
alternatively, the substrate comprises a silicon wafer, a glass sheet, a polyimide film, a polytetrafluoroethylene film, a polyester film, a metal-coated silicon wafer, a metal-coated glass sheet, a metal-coated polyimide film, a metal-coated polytetrafluoroethylene film or a metal-coated polyester film, wherein the metal is one of gold, silver, magnesium, molybdenum, nickel or copper.
The metal is coated on the substrate, so that the method can be applied to growth of various substrates.
In this embodiment, in step 2, the pulling speed of the substrate is 5 to 20 μm/min.
It should be noted that, in other embodiments, step 2' may be used instead of the pulling method in step 2 to prepare the phenylalanine dipeptidyl co-self-assembled product, specifically,
step 2': and naturally evaporating and crystallizing the mixed solution in a container to obtain phenylalanine dipeptidyl co-self-assembled powder.
It should be noted that, the order of the phenylalanine dipeptidyl co-self-assembled product obtained by the Czochralski method is better, and the order of the phenylalanine dipeptidyl co-self-assembled product prepared by natural evaporation is poorer.
In this example, the preparation temperature of the phenylalanine dipeptidyl co-self-assembled product was 5 to 60 ℃.
The preparation method of the phenylalanine dipeptidyl co-self-assembled product can synthesize an ordered phenylalanine dipeptidyl co-self-assembled array on a large scale, and in the assembling process, the phenylalanine dipeptidyl co-self-assembled products with different dipeptide proportions can be obtained by regulating the proportions of phenylalanine dipeptides and dipeptides in the mixed solution, so that the regulation of the piezoelectric characteristics of the phenylalanine dipeptidyl co-self-assembled product is realized, and a simple and feasible piezoelectric constant regulation strategy with low equipment cost is provided.
The preparation method is simple, can be synthesized in natural environment, and when the content of the dipeptide is low in the process of co-self-assembly, the crystallization capacity of the co-self-assembly body depends on the content of the dipeptide; when the content of dipeptide monomer is higher, the crystallization capability of the co-self-assembly body depends on the content of matrix phenylalanine dipeptide, so that phenylalanine dipeptide-based fiber co-self-assembly products with different morphologies and array densities can be obtained by regulating and controlling different dipeptide contents in mixed solution
Further, taking phenylalanine-tryptophan dipeptide as an example, the principle of preparation of the phenylalanine dipeptidyl co-self-assembled product of this example will be described.
During self-assembly, FF molecules form hexamers around water molecules through hydrogen bonds, which accumulate into van der waals radii about along the long axis of the structure through peptide backbone hydrogen bondsThe hydroxyl and carboxyl of the amino acid are surrounded in the channel, the water molecule is embedded into the channel through hydrogen bond to play a role in stabilizing the structure, and the oxygen atom in the water molecule forms hydrogen bond with the hydrogen atom in the FF molecule, so that the strong influence of the electronic property on the structure is eliminated. These stacked hexamers are clustered into a honeycomb structure, resulting in a nanofiber structure. As FF monomers further accumulate, these nanofibers grow to form a micron-sized fibrous structure. Therefore, FF fibers are formed at the gas-liquid-solid three-phase interface in the pulling process, and an ordered fiber array is obtained. Due to the hydrophobic nature of the peptide material, one dipeptide tends to adsorb to another dipeptide for aggregation growth. In addition, since FW has a molecular structure similar to FF and has charged groups, i.e., hydroxyl and carboxyl, it can be co-self-assembled with FF to form a co-self-assembled body.
Different co-self assemblies are obtained by regulating and controlling the proportion of different FW and FF monomers, and the FW contains indole rings and has larger molecular mass, so that the asymmetry of the crystal structure of the FF is increased, and the regulation and control of the piezoelectric performance are realized. Due to the thermodynamic and kinetic differences of the co-self-assembly of different proportions of monomers, when the FW content is low, the crystallization amount of the co-self-assembly body depends on the amount of the added FW monomers; at high FW monomer content, the number of co-self-assembled crystals depends on the number of matrix FF monomers, and thus control of array arrangement density can be achieved. Thus realizing the double regulation and control of the piezoelectric property and the morphology.
Example two
In this example, a method for producing a phenylalanine-tryptophan dipeptide-based co-self-assembled product of the first example will be described by taking phenylalanine-tryptophan dipeptide as a dipeptide and hexafluoroisopropanol aqueous solution as a solvent for the mixed solution.
1. FF with FW content 0 was prepared comprising the steps of:
1) 48mg of FF raw material was weighed into a beaker in a glove box of inert gas.
2) The above-mentioned weighed raw materials were dissolved in a mixed solution of 4.5mL of hexafluoroisopropanol and 1.5mL of water to a concentration of 8mg/mL, the obtained solution was designated as solution No. 1, and the solution was placed in an ultrasonic machine for 5 minutes to uniformly disperse the materials in the solution.
3) 1 silver-coated silicon wafer was immersed in solution No. 1.
4) The substrate was slowly pulled out perpendicular to the solution horizontal plane at a speed of 10 μm/min to obtain a horizontal FF array, designated FF.
2. A FW/FF co-self-assembled array with FW content of 5% was prepared comprising the steps of:
1) 45.6mg of FF and 2.4mg of FW raw materials are weighed respectively in a glove box of inert gas and put into a beaker respectively, so that the mass ratio of FW to FF is as follows: (ff+fw) =5%.
2) The above-mentioned weighed raw materials were dissolved in a mixed solution of 4.5mL of hexafluoroisopropanol and 1.5mL of water to a concentration of 8mg/mL, the obtained solution was designated as solution No. 2, and the solution was placed in an ultrasonic machine for 5 minutes to uniformly disperse the materials in the solution.
3) 1 silver-coated silicon wafer was immersed in solution No. 2.
4) The substrate was slowly pulled out at a speed of 10 μm/min perpendicular to the solution horizontal plane to obtain FW/FF co-self-assembled arrays of different ratio contents, designated 5% FW.
3. A FW/FF co-self-assembled array with a FW content of 10% was prepared comprising the steps of:
1) 43.2mg of FF and 4.8mg of FW raw materials are weighed respectively in a glove box of inert gas and put into a beaker respectively, so that the mass ratio of FW to FF is as follows: (ff+fw) =10%.
2) The above-mentioned weighed raw materials were dissolved in a mixed solution of 4.5mL of hexafluoroisopropanol and 1.5mL of water to a concentration of 8mg/mL, the obtained solution was designated as solution No. 3, and the solution was placed in an ultrasonic machine for 5 minutes to uniformly disperse the materials in the solution.
3) 1 silver-coated silicon wafer was immersed in solution No. 3.
4) The substrate is slowly pulled out at a speed of 10 mu m/min and perpendicular to the direction of the solution horizontal plane, so that FW/FF co-self-assembled arrays with different proportion contents are obtained, and the FW/FF co-self-assembled arrays are named as 10% FW.
4. A FW/FF co-self-assembled array with a FW content of 15% was prepared comprising the steps of:
1) 40.8mg of FF and 7.2mg of FW raw materials are weighed respectively in a glove box of inert gas and put into a beaker respectively, so that the mass ratio of FW to FF is as follows: (ff+fw) =15%.
2) The above-mentioned weighed raw materials were dissolved in a mixed solution of 4.5mL of hexafluoroisopropanol and 1.5mL of water to a concentration of 8mg/mL, the obtained solution was designated as solution No. 4, and the solution was placed in an ultrasonic machine for 5 minutes to uniformly disperse the materials in the solution.
3) 1 silver-coated silicon wafer was immersed in solution No. 4.
4) The substrate was slowly pulled out perpendicular to the solution horizontal plane at a speed of 10 μm/min to obtain FW/FF co-self-assembled arrays of different ratio contents, designated 15% FW.
5. A FW/FF co-self-assembled array with a FW content of 20% was prepared comprising the steps of:
1) 38.4mg of FF and 9.6mg of FW raw materials are weighed respectively in a glove box of inert gas and put into a beaker respectively, so that the mass ratio of FW to FF is as follows: (ff+fw) =20%.
2) The above-mentioned weighed raw materials were dissolved in a mixed solution of 4.5mL of hexafluoroisopropanol and 1.5mL of water to a concentration of 8mg/mL, the obtained solution was designated as solution No. 5, and the solution was put into an ultrasonic machine for ultrasonic treatment for 5 minutes to uniformly disperse the materials in the solution.
3) 1 silver-coated silicon wafer was immersed in solution No. 5.
4) The substrate is slowly pulled out at a speed of 10 mu m/min and perpendicular to the direction of the solution horizontal plane, so that FW/FF co-self-assembled arrays with different proportion contents are obtained, and the FW/FF co-self-assembled arrays are named as 20% FW.
6. A FW/FF co-self-assembled array with a FW content of 300% was prepared comprising the steps of:
1) 33.6mg of FF and 14.4mg of FW raw materials are weighed respectively in a glove box of inert gas and put into a beaker respectively, so that the mass ratio of FW to FF is as follows: (ff+fw) =30%.
2) The above-mentioned weighed raw materials were dissolved in a mixed solution of 4.5mL of hexafluoroisopropanol and 1.5mL of water to a concentration of 8mg/mL, the obtained solution was designated as a solution No. 6, and the solution was put into an ultrasonic machine for ultrasonic treatment for 5 minutes to uniformly disperse the materials in the solution.
3) 1 silver-coated silicon wafer was immersed in solution No. 6.
4) The substrate was slowly pulled out perpendicular to the solution horizontal plane at a speed of 10 μm/min to obtain FW/FF co-self-assembled arrays of different ratio contents, designated as 30% FW.
7. A FW/FF co-self-assembled array with a FW content of 40% was prepared comprising the steps of:
1) 28.8mg of FF and 19.2mg of FW raw materials are weighed respectively in a glove box of inert gas and put into a beaker respectively, so that the mass ratio of FW to FF is as follows: (ff+fw) =40%.
2) The above-mentioned weighed raw materials were dissolved in a mixed solution of 4.5mL of hexafluoroisopropanol and 1.5mL of water to a concentration of 8mg/mL, the obtained solution was designated as solution No. 7, and the solution was placed in an ultrasonic machine for 5 minutes to uniformly disperse the materials in the solution.
3) 1 silver-coated silicon wafer was immersed in solution No. 7.
4) The substrate was slowly pulled out perpendicular to the solution horizontal plane at a speed of 10 μm/min to obtain FW/FF co-self-assembled arrays of different ratio contents, designated 40% FW.
For various characterizations of the samples of the above examples, please refer to fig. 3, fig. 3 is an SEM image of the phenylalanine dipeptidyl co-self-assembled product provided in the present invention, wherein (a) is an SEM image of FF, (b) is an SEM image of 5% fw, (c) is an SEM image of 10% fw, (d) is an SEM image of 15% fw, (e) is an SEM image of 20% fw, (f) is an SEM image of 30% fw, and (g) is an SEM image of 40% fw. As shown, the morphology of the 7 products of this example was observed by Scanning Electron Microscopy (SEM), and it can be seen from the figure that the pure FF array was distributed in a hexagonal fibrous order on the substrate with a fiber diameter of about 5-25 microns. When 5% FW is added, the fiber density becomes dense and the diameter is reduced to 10-20 microns. As the FW content increases to 10% and 15%, the density of the fibers continues to increase and the size of the fiber diameter also gradually decreases. When the FW content was increased to 20%, 30% and 40%, the structure of the fibers did not change significantly, but the fibers became sparse and the areal density was gradually decreased.
Referring to fig. 4, fig. 4 is a statistical diagram of the coverage area of the array of phenylalanine dipeptidyl co-self-assembled products provided by the embodiment of the present invention, and as shown in the figure, the coverage area of 7 products of the embodiment is counted, and as the content of FW increases, the coverage area gradually increases. When the FW content was 15%, the coverage area ratio was 94.7% at the maximum. As the FW content increases, its coverage area gradually decreases, and as the FW content increases to 40%, its coverage area ratio is only 42%. This is because at low FW content, crystallization of the co-self-assembled fibers depends on how much FW is added. When the FW content is higher than 15%, the crystallization of the fiber thereof depends on the degree of crystallization of own FF, and at this time the FF content is reduced, so that the crystallization amount is reduced.
Referring to fig. 5, fig. 5 is an XRD pattern of the phenylalanine dipeptidyl co-self-assembled product provided in the embodiment of the present invention, wherein (b) is a partially enlarged view of (a). As shown in the figure, X-ray diffraction (XRD) characterization was performed on 7 products of this example, and it can be seen from the figure that FF has a non-centrosymmetric hexagonal structure (P6 1 ) With increasing FW content, the diffraction peak of the co-self-assembled crystal shifts to the leftWhen 40% FW is added to the solution, the diffraction peak of its (7-10) crystal plane is shifted by 0.37 °, because of the addition of FW, the interplanar spacing thereof increases.
Referring to fig. 6, fig. 6 is a fluorescence spectrum of the phenylalanine dipeptidyl co-self-assembled product provided in the embodiment of the present invention, and as shown in the figure, the 7 products in the embodiment are further characterized by fluorescence spectrum test, and it can be seen from the figure that when excited with a wavelength of 260nm, pure FF has a main emission peak at-292 nm and a secondary emission peak at 304 nm. When 5% FW is added, its emission peak wavelength shifts to 313nm, the intensity of its peak increases, since the indole ring in FW has a stronger emission peak and a longer emission wavelength. As the content of FW increases, its diffraction peak continues to red shift (red shift indicates a phenomenon in which electromagnetic radiation of an object increases in wavelength for some reason), but its peak intensity decreases because as FW is added, its asymmetry increases and defects increase, thereby restricting movement of water molecules between its aromatic and indole rings.
Referring to fig. 7, fig. 7 is a statistical chart of the maximum measured effective piezoelectric constants of the phenylalanine dipeptidyl co-self-assembled product provided by the embodiment of the present invention, and the 7 products of the present embodiment were tested by a piezoelectric force microscope because of the change of FF crystal structure caused by the introduction of FW, as shown in the figure. The maximum value of the effective piezoelectric constant of the pure FF tested is 25.7pm V -1 As FW is added, its piezoelectric constant increases, since FW increases the non-central symmetry of the structure. When the FW content was 20%, the maximum piezoelectric constant was 35.5pm V -1 。
Example III
The implementation provides a phenylalanine dipeptidyl co-self-assembled product, which is prepared according to the preparation method in the first embodiment.
Example IV
The application performance of the phenylalanine dipeptidyl co-self-assembled product in the second embodiment in the piezoelectric nano-generator is detected.
Referring to fig. 8, fig. 8 is a graph of current and voltage output of a nano-generator assembled from phenylalanine dipeptidyl co-self-assembled products provided by the embodiment of the invention, and 7 products in the second embodiment are assembled into a piezoelectric nano-generator, which outputs voltage and current statistical distribution diagrams, wherein (a) is a voltage statistical diagram, and (b) is a current statistical diagram. As shown, when 47N cyclic pressure is applied, the voltage and current output values of the FF-based nano-generator are 1.2V and 12.3nA, respectively, and as the FW content increases, the output voltage and current thereof also gradually increases, and the voltage and current values of the 15% FW-based nano-generator output are highest, reaching 3.2V and 17.2nA.
Referring to fig. 9, fig. 9 is a graph of voltage comparison output statistics of a nano-generator provided by the embodiment of the present invention, and it can be seen from the graph that the voltage value of the piezoelectric nano-generator assembled by 7 products in the second embodiment is higher than the values of most of amino acids and polypeptides.
It should be noted that, in this document, the terms "comprises," "comprising," or any other variation thereof, are intended to cover a non-exclusive inclusion, such that an article or apparatus that comprises a list of elements does not include only those elements but may include other elements not expressly listed. Without further limitation, an element defined by the phrase "comprising one … …" does not exclude the presence of other like elements in an article or apparatus that comprises the element.
The foregoing is a further detailed description of the invention in connection with the preferred embodiments, and it is not intended that the invention be limited to the specific embodiments described. It will be apparent to those skilled in the art that several simple deductions or substitutions may be made without departing from the spirit of the invention, and these should be considered to be within the scope of the invention.
Claims (8)
1. A method for preparing a phenylalanine dipeptidyl co-self-assembled product, which is characterized by comprising the following steps:
step 1: preparing a mixed solution of phenylalanine dipeptide and dipeptide;
step 2: immersing a substrate in the mixed solution, and then lifting the substrate upwards from the solution along the direction vertical to the horizontal liquid level at a preset speed until the substrate is completely separated from the mixed solution, wherein a phenylalanine dipeptide based co-self-assembled array is formed at the three-phase interface of a gas phase, a liquid phase and a solid phase in the lifting process;
alternatively, step 2': naturally evaporating and crystallizing the mixed solution in a container to obtain phenylalanine dipeptidyl co-self-assembled powder;
the method comprises the steps of obtaining phenylalanine dipeptidyl co-self-assembled products with different dipeptide proportions by regulating the proportions of phenylalanine dipeptides and dipeptides in the mixed solution, so as to realize the regulation of the piezoelectric characteristics of the phenylalanine dipeptidyl co-self-assembled products;
the dipeptide is phenylalanine-tryptophan dipeptide, annular phenylalanine-tryptophan dipeptide or N-fluorenylmethoxycarbonyl diphenylalanine;
in the step 2, the lifting speed of the substrate is 5-20 mu m/min, and the preparation temperature of the phenylalanine dipeptidyl co-self-assembled product is 5-60 ℃.
2. The method for producing phenylalanine dipeptidyl co-self-assembled product according to claim 1, wherein the solvent of the mixed solution is hexafluoroisopropanol aqueous solution, methanol aqueous solution, ethanol aqueous solution, acetone aqueous solution, isopropanol aqueous solution, acetonitrile aqueous solution or acetic acid aqueous solution.
3. The method for preparing phenylalanine dipeptidyl co-self-assembled product according to claim 2, wherein the step 1 comprises:
step 11: weighing phenylalanine dipeptide and dipeptide according to a preset proportion;
step 12: preparing a solvent of the mixed solution;
step 13: dissolving the weighed phenylalanine dipeptide and dipeptide into a solvent to reach a preset concentration, and uniformly dispersing the phenylalanine dipeptide and dipeptide into the solvent by using an ultrasonic machine to obtain the mixed solution.
4. The method according to claim 3, wherein in the step 11, the mass ratio of phenylalanine dipeptide to dipeptide is [ phenylalanine dipeptide+dipeptide ] = 0% -40%.
5. The method for producing a phenylalanine dipeptidyl co-self-assembled product according to claim 3, wherein the concentration of phenylalanine dipeptide and dipeptide dissolved in a solvent is 5mg/mL to 15mg/mL.
6. The method of preparing a phenylalanine dipeptidyl co-self-assembled product according to claim 1, wherein the substrate comprises a silicon wafer, a glass sheet, a polyimide film, a polytetrafluoroethylene film, a polyester film, a metal-coated silicon wafer, a metal-coated glass sheet, a metal-coated polyimide film, a metal-coated polytetrafluoroethylene film, or a metal-coated polyester film, wherein the metal is one of gold, silver, magnesium, molybdenum, nickel, or copper.
7. A phenylalanine dipeptidyl co-self-assembled product, characterized in that it is prepared according to the preparation method of any one of claims 1-6.
8. The use of the phenylalanine dipeptidyl co-self-assembled product according to claim 7 in a piezoelectric nano-generator.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110713017.1A CN113629183B (en) | 2021-06-25 | 2021-06-25 | Phenylalanine dipeptidyl co-self-assembled product and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110713017.1A CN113629183B (en) | 2021-06-25 | 2021-06-25 | Phenylalanine dipeptidyl co-self-assembled product and preparation method and application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN113629183A CN113629183A (en) | 2021-11-09 |
| CN113629183B true CN113629183B (en) | 2023-09-05 |
Family
ID=78378458
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202110713017.1A Active CN113629183B (en) | 2021-06-25 | 2021-06-25 | Phenylalanine dipeptidyl co-self-assembled product and preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN113629183B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114957384B (en) * | 2022-04-14 | 2023-11-14 | 湖北泓肽生物科技有限公司 | Synthesis method of dipeptide-4 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20100060645A (en) * | 2008-11-28 | 2010-06-07 | 한국과학기술원 | Method for preparing peptide nanostructures using solid phase self-assembly |
| CN110635028A (en) * | 2019-09-12 | 2019-12-31 | 深圳大学 | Self-powered resistive random access memory and preparation method thereof |
| CN110867510A (en) * | 2019-11-20 | 2020-03-06 | 北京工业大学 | Piezoelectric hydrogel short peptide nano material and preparation method thereof |
| WO2020252833A1 (en) * | 2019-06-19 | 2020-12-24 | 南京航空航天大学 | Multifunctional flexible piezoelectric composite thin film having ordered structure and manufacturing method therefor |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9790254B2 (en) * | 2015-05-10 | 2017-10-17 | Ramot At Tel-Aviv University Ltd. | Self-assembled peptide nanostructures |
-
2021
- 2021-06-25 CN CN202110713017.1A patent/CN113629183B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20100060645A (en) * | 2008-11-28 | 2010-06-07 | 한국과학기술원 | Method for preparing peptide nanostructures using solid phase self-assembly |
| WO2020252833A1 (en) * | 2019-06-19 | 2020-12-24 | 南京航空航天大学 | Multifunctional flexible piezoelectric composite thin film having ordered structure and manufacturing method therefor |
| CN110635028A (en) * | 2019-09-12 | 2019-12-31 | 深圳大学 | Self-powered resistive random access memory and preparation method thereof |
| CN110867510A (en) * | 2019-11-20 | 2020-03-06 | 北京工业大学 | Piezoelectric hydrogel short peptide nano material and preparation method thereof |
Non-Patent Citations (1)
| Title |
|---|
| "Diphenylalanine Peptide Nanotube Energy Harvesters";Ju-Hyuck Lee等;《ACS NANO》;第12卷;8138-8144页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN113629183A (en) | 2021-11-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US7157068B2 (en) | Varied morphology carbon nanotubes and method for their manufacture | |
| Fu et al. | Aligned polythiophene micro‐and nanotubules | |
| Miyazawa | Synthesis and properties of fullerene nanowhiskers and fullerene nanotubes | |
| JP3991602B2 (en) | Carbon nanotube structure manufacturing method, wiring member manufacturing method, and wiring member | |
| Huang et al. | Hierarchical, interface-induced self-assembly of diphenylalanine: formation of peptide nanofibers and microvesicles | |
| Zhou et al. | Transmission electron microscopy study of Si nanowires | |
| Yang et al. | Controllable fabrication of soap-bubble-like structured polyacrylic acid nano-nets via electro-netting | |
| US20110017921A1 (en) | Carbon nanotube film composite structure, transmission electron microscope grid using the same, and method for making the same | |
| US20110027486A1 (en) | Method for preparing transmission electron microscope sample | |
| TW201144212A (en) | Group IV metal or semiconductor nanowire fabric | |
| CN1359352A (en) | Macroscopic ordered assembly of carbohn manotubes | |
| CN113629183B (en) | Phenylalanine dipeptidyl co-self-assembled product and preparation method and application thereof | |
| Song et al. | Temperature regulated supramolecular structures via modifying the balance of multiple non-covalent interactions | |
| Hu et al. | Self-assembly of constrained cyclic peptides controlled by ring size | |
| Ioni et al. | Synthesis of Al2O3 nanoparticles for their subsequent use as fillers of polymer composite materials | |
| US20080003165A1 (en) | Fullerene Hollow Structure Needle Crystal and C60-C70 Mixed Fine Wire, and Method for Preparation Thereof | |
| Lei et al. | Self-catalytic sol− gel synergetic replication of uniform silica nanotubes using an amino acid amphiphile dynamically growing fibers as template | |
| US6787230B2 (en) | Ultrafine inorganic fiber, and a process of preparing for the same | |
| KR20060013510A (en) | Nano-fiber or nano-tube comprising v group transition metal dichalcogenide crystals, and method for preparation thereof | |
| Chen et al. | Three-dimensional “star of David”-shaped fullerene (C60) microstructures: Controlled synthesis, photoluminescence, and photoelectrochemical properties | |
| CN113201858A (en) | Preparation method of flexible ultrafine porous carbon nanofiber-loaded oxide quantum dots | |
| CN110760939A (en) | Nano fiber with rough surface structure and preparation method thereof | |
| US20110008571A1 (en) | Substrate having fullerene thin wires and method for manufacture thereof | |
| Park et al. | Growth of nanograins in TiO2 nanofibers synthesized by electrospinning | |
| WO2005115915A1 (en) | Fibrous carbon fine particles and production method therefor |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |