CN101929978A - Self-assembled modified nano gold spherical array bio-sensitive film and preparation method thereof - Google Patents
Self-assembled modified nano gold spherical array bio-sensitive film and preparation method thereof Download PDFInfo
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- CN101929978A CN101929978A CN2009100878867A CN200910087886A CN101929978A CN 101929978 A CN101929978 A CN 101929978A CN 2009100878867 A CN2009100878867 A CN 2009100878867A CN 200910087886 A CN200910087886 A CN 200910087886A CN 101929978 A CN101929978 A CN 101929978A
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Abstract
The invention discloses a self-assembled modified nano gold spherical array bio-sensitive film and a preparation method thereof. A nano gold particle spherical structure of which the surface is modified with a binary mixed self-assembled film is arranged on a self-assembled unimolecule layer modified gold electrode in an array form to fix biological macromolecules so as to form a bio-sensitive film. The bio-sensitive film is prepared by the following steps of: A) mixing two thiol solvents with different carbon chain lengths of which a functional group is carboxyl at one end according to an equal proportion so as to prepare thiol mixed solution; B) soaking a working electrode in the mixed solution of the step A; C) adding the same amount of or excessive thiol mixed solution into nano gold sol solution according to a molar ratio, and adding a surfactant to prepare mixed self-assembled film saturation modified nano gold sol; D) soaking the working electrode of the step B in the nano gold sol of the step C; and E) dripping solution of biological macromolecules on the surface of the working electrode of the step D, and standing to form the bio-sensitive film.
Description
Technical field
The invention belongs to electric potential type Immunosensors Technology And field, relate to a kind of in detail based on the bio-sensitive film and the method for making of mixing self-assembled modified nano gold spherical array.
Background technology
Along with development of biology, utilize the specificity combination of antigen-antibody, immunosensor has received extensive studies and concern with the advantage of its high selectivity and high selectivity.Immunosensor has fluorescence immunoassay sensor, optical fiber immunosensor, Enzyme linked immunosensor etc. at present.Fluorescence immunoassay sensor, optical fiber immunosensor, Enzyme linked immunosensor have been realized the biological chemistry trace detection, and make the clinical immune detection of micro-biomass signal become possibility.
The electric potential type immunosensor is based on the ion-selective electrode principle and grows up.With the electric signal of bio-identification reaction conversions, follow Nernst equation for being directly proportional with the logarithm of testing concentration.Thereby the selective permeation ion-conducting membrane of electric potential type ion-selective electrode can be designed to and the sensitive membrane for the treatment of the generation electric potential signal that measured ion is relevant.The electric potential type immunosensor with its response fast, and is accurately directly perceived, easy and simple to handle, is beneficial to integratedly and microminiaturized, is subjected to extensive concern.But the interference that signal noise ratio is low, be subject to other ions, signal drift etc. also are some problem demanding prompt solutions that the electric potential type immunosensor faces.The sensitive membrane of sensor is the key factor that influences these performances.
Biomacromolecule fixedly be the important step of immunosensor preparation.Though the absorption method of the big molecule fixing means of traditional biological is simple to operate, and is less to the biomacromolecule activity influence, owing to a little less than biomacromolecule and the carrier adhesion, more easily come off; Cross-linking method is poor to the directionality of biomacromolecule, causes the inactivation of biomacromolecule easily.
Self assembled monolayer combines with molecular link with biomacromolecule, stable performance, and biocompatibility is strong, can control the orientation of biomacromolecule.In addition, self assembled monolayer is the dielectric film that layer of surface has the special groups densification, with its selective permeation ion-conducting membrane as the electric potential type ion-selective electrode, can play the effect of good transmission specific ion signal, the non-specific signal of elimination.Yet the self assembly molecule layer of single component part causes bigger sterically hindered easily, hinders the fixed efficiency of biomacromolecule.
Because nano material has that specific surface area is big, absorption affinity is strong, biocompatibility is high, to biomacromolecule fixed efficiency height, and can improve the speed of biochemical reaction, be widely used in the biochemical analysis research.Yet nano Au particle surfactivity site is nonspecific, introduces the interference of non-special signal easily, makes the specificity of sensor weaken.And it is not good enough that golden nanometer particle is assembled in suprabasil dispersiveness, influences biomacromolecule in electrode surface fixing homogeneity and consistance.In addition, requirement has the characteristics of the ion transport of selection type according to the electric potential type sensor, and the electrochemical activity that nano Au particle is strong is unfavorable for the transmission of specific potential signal.
Summary of the invention
The object of the present invention is to provide a kind of based on the bio-sensitive film that mixes self-assembled modified nano gold spherical array.
Another purpose of the present invention is to provide a kind of method for preparing above-mentioned bio-sensitive film.
For achieving the above object, the bio-sensitive film of self-assembled modified nano gold spherical array provided by the invention, be to utilize finishing that the chondritic of the nanogold particle of binary mixed self assembled monolayers is arranged, array is arranged on the gold electrode of modifying through self assembled monolayer, and the big molecule of fixed biologically forms bio-sensitive film; Described bio-sensitive film is obtained by following method:
A) the mercaptan solvent of the different carbon chain lengths that is carboxyl with two kind of one end functional group mixes by equal proportion, makes the mercaptan mixed solution;
B) working electrode is placed the mixed solution of steps A soak;
C) in nano gold sol solution, add identical or excessive mercaptan mixed solution in molar ratio, add surfactant again, make nano gold sol by the saturated modification of mixed self assembled monolayers; Surfactant can be selected ethylene dichloride and N-hydroxy-succinamide for use;
D) nano gold sol of the working electrode of step B being put into step C soaks;
E) the working electrode face at step D drips biological macromolecule solns, leaves standstill, and forms bio-sensitive film.
The method of the above-mentioned bio-sensitive film of preparation provided by the invention, its key step is:
A) the mercaptan solvent of the different carbon chain lengths that is carboxyl with two kind of one end functional group mixes by equal proportion, makes the mercaptan mixed solution; Described two kind of one mercaptan that the end functional group is the different carbon chain lengths of carboxyl, wherein a kind of mercaptopropionic acid that is preferably, another kind are preferably undecyl acid of 11-sulfydryl or the acid of 16-sulfydryl cetyl; This mercaptan mixed solution is aqueous solution or ethanolic solution.
B) working electrode is placed the mixed solution of steps A soaked 5-10 hour;
C) in nano gold sol solution, add identical or excessive mercaptan mixed solution in molar ratio, be incorporated in the surfactant of thiol solution equimolar amounts again, make nano gold sol by the saturated modification of mixed self assembled monolayers;
D) nano gold sol of the working electrode of step B being put into step C soaked 2-3 hour;
E) the working electrode face at step D drips biological macromolecule solns, leaves standstill, and forms bio-sensitive film.
In among the preparation method of the present invention, dry up after before carrying out step D, earlier working electrode being cleaned and carry out step D again.
Among the preparation method of the present invention, when dripping biological macromolecule solns in step e, it is moist that the surface of working electrode keeps, the biological macromolecule solns behaviour immune globulin antibody solution or the glycosylated hemoglobin antibody-solutions of dropping.
Sensitive membrane based on mixed self assembled monolayers preparation " nano gold spherical array-biomacromolecule that gold electrode-self assembled monolayer-mixing is self-assembled modified " provided by the invention, electrode surface and nm of gold surface are all through self-assembled modified, the two not only has stable connection, and can form fine and close insulating film structure, play the shielding noise signal, improve the effect of sensor stability.Utilize nanogold particle big molecule of fixed biologically to greatest extent in limited miniature substrate simultaneously, fixing biomacromolecule space distribution and directionality are good, can keep the immunocompetence of biomacromolecule, help improving the detection sensitivity of sensor.
Characteristics of the present invention are:
The present invention is based on nanogold particle surface binary and mix the chondritic of self assembly, the array bionical sensitive membrane of formation " nano gold spherical array-biomacromolecule that gold electrode-self assembled monolayer-mixing is self-assembled modified " of arranging on miniature gold electrode.Nm of gold is wrapped up fully by mixed self assembled monolayers can effectively suppress the reunion of nanogold particle in solution, presents the state that homogeneous phase distributes in solution, forms finely dispersed array structure thereby help nano gold spherical at electrode surface.The advantage of this nano gold spherical array structure is:
1) through the parcel fully and the modification of mixed self assembled monolayers, its surface has specific functional group, can effectively eliminate the non-specific site on nm of gold surface, increases the specificity of sensor;
2) this structure is utilized the big characteristics of nm of gold specific surface area, can increase the sensitivity of the fixed amount raising sensor of biomacromolecule;
3) the mixed self assembled monolayers irregular structure that forms in nm of gold surface can reduce sterically hinderedly, improves the load factor of biomacromolecule;
4) since electrode surface and nm of gold surface all through self-assembled modified, the two not only has stable connection, and can form fine and close insulating film structure, satisfies the requirement of electric potential type sensor, plays the shielding noise signal, improves the effect of sensor stability.
The present invention is based on and mix self-assembled modified nano gold spherical array sensitive membrane, not only can be used to develop the high stable and the high-sensitive bio-sensitive film that are applicable to the electric potential type immunosensor, and can be applied to the development of other type immunosensor.Good facilitation is played in the development of the immunosensor in fields such as, medical science clinical for being suitable for, biology, environment, agricultural, industry, analysis.
Description of drawings
Fig. 1 is miniature electric potential type immunosensor structural representation;
Fig. 2 is preparation method's process flow diagram of embodiment of the invention biomolecule sensitive membrane; Wherein
Fig. 2 a is the mixed self assembled monolayers that the nm of gold surface forms;
Fig. 2 b cleans the clean working electrode in back;
Fig. 2 c is that working electrode reaches the self-assembled film that forms at working electrode surface;
Fig. 2 d is that working electrode reaches at working electrode surface formation " nano gold spherical array that gold electrode-self assembled monolayer-mixing is self-assembled modified " film;
Fig. 2 e is that working electrode reaches in working electrode surface formation " nano gold spherical array-biomacromolecule that gold electrode-self assembled monolayer-mixing is self-assembled modified " biomolecule sensitive membrane.
Embodiment
Self assembled monolayer of the present invention is a mercaptoethylmaine, and mixed self assembled monolayers is made up of the thiol reagent of mercaptopropionic acid and the undecyl acid of 11-sulfydryl or two kinds of different carbon chain lengths of 16-sulfydryl cetyl acid.Surfactant is ethylene dichloride and N-hydroxy-succinamide.
Microbiosensor gold electrode sensitive membrane fixing means based on mixing self-assembled modified nano gold spherical array may further comprise the steps:
At first, with ethanol dissolution with solvents with the mercaptan of two kind of one end functional group different carbon chain lengths that is carboxyl, equal proportion is mixed.In nano gold sol solution, add enough excessive mercaptan mixed solution in molar ratio, stir 5-10 hour (h) and make nano gold sol by the saturated modification of mixed self assembled monolayers.Meanwhile, place an end functional group to be amino thiol solution as electrode metal working, soak 5-10h.
Ethylene dichloride and N-hydroxy-succinamide mixed solution are joined in the nano gold sol of mixed self assembled monolayers modified, in room temperature reaction 15min.To be the gold electrode washed with de-ionized water of the mercaptan modified of amino by an end functional group, and put into this mixed solution stirring at room after drying up and soak 2h.Take out and keep the electrode surface humidity, drip biological macromolecule solns, leave standstill 1-3h under 4 ℃ of conditions, biomacromolecule is adsorbed on the nano-gold film surface, forms " nano gold spherical array-biomacromolecule that gold electrode-self assembled monolayer-mixing is self-assembled modified " film.
The bio-sensitive film fixing means based on the self-assembled modified nano gold spherical array of mixing that the present invention proposes is used for the preparation of electric potential type immunity microsensor, now reaches embodiment in conjunction with the accompanying drawings and further specifies as follows:
Based on the miniature electric potential type immunosensor of the bio-sensitive film that mixes self-assembled modified nano gold spherical array, as shown in Figure 1:
This sensor adopts micro-nano process technology preparation, " nano gold spherical array-biomacromolecule that gold electrode-self assembled monolayer-mixing is self-assembled modified " the biomolecule sensitive membrane c that comprises miniature working electrode a and contrast electrode b and fix on the gold thin film working electrode.
At first, with ethanol dissolution with solvents with the mercaptan of two kind of one end functional group different carbon chain lengths that is carboxyl, equal proportion is mixed.Add enough excessive mercaptan mixed solution in nano gold sol solution in molar ratio, stirring 5-10h makes the nano gold sol (Fig. 2 (a)) by the saturated modification of mixed self assembled monolayers.Meanwhile, electrode (Fig. 2 b) is made in metal working placed an end functional group to be amino thiol solution, soaking 5-10h becomes " gold electrode-self assembled monolayer " film (Fig. 2 c).
Ethylene dichloride and N-hydroxy-succinamide mixed solution are joined in the nano gold sol of mixed self assembled monolayers modified, in room temperature reaction 15min.To by an end functional group gold electrode washed with de-ionized water of the mercaptan modified of amino, put into after drying up and take out after this mixed solution stirring at room is soaked 2h, and be " nano gold spherical array that gold electrode-self assembled monolayer-mixing is self-assembled modified " film (Fig. 2 d).Keep the electrode surface humidity, drip biological macromolecule solns, leave standstill 1-3h under 4 ℃ of conditions, biomacromolecule is adsorbed on the nano-gold film surface, forms " nano gold spherical array-biomacromolecule that gold electrode-self assembled monolayer-mixing is self-assembled modified " film (Fig. 2 e).
Embodiment 1
Below with the preparation method of the routine explanation of being determined as of human immunoglobulin(HIg) based on the bio-sensitive film fixing means that mixes self-assembled modified nano gold spherical array.
Based on the miniature electric potential type immunosensor of the bio-sensitive film that mixes self-assembled modified nano gold spherical array, as shown in Figure 1:
This sensor adopts micro-nano process technology preparation, " nano gold spherical array-biomacromolecule that gold electrode-self assembled monolayer-mixing is self-assembled modified " the biomolecule sensitive membrane c that comprises miniature working electrode a and contrast electrode b and fix on the gold thin film working electrode.
Process flow diagram based on the bio-sensitive film that mixes self-assembled modified nano gold spherical array, as shown in Figure 2: at first mercaptopropionic acid and two kinds of sulfhydryl compounds of 11-sulfydryl undecyl acid are dissolved in respectively in deionized water or the ethanol solution, all be configured to the solution of concentration 10mmol/l, mix.The nano gold sol of getting 10nmol/l adds in mercaptopropionic acid and the 11-sulfydryl undecyl acid mixed solution and mixed by 1: 1, stirs 5-10h and makes nano gold sol by the saturated modification of mixed self assembled monolayers (Fig. 2 a).
Meanwhile, obtained clean working electrode surface (Fig. 2 b) at working electrode surface in 30 seconds with each sonicated of acetone, ethanol and deionized water; Working electrode is placed 10mmol/l mercaptoethylmaine solution, soak 5-10h, form 3-sulfydryl propylamine self-assembled film (Fig. 2 c) in gold electrode surfaces.
With concentration is room temperature reaction 15min in the ethylene dichloride of 40mg/ml and the nano gold sol that the N-hydroxy-succinamide mixed solution joins modified.The gold electrode washed with de-ionized water of sulfydryl propylamine is crossed in self assembly, put into this mixed solution stirring at room after drying up and soak 2h, obtain " nano gold spherical array that gold electrode-self assembled monolayer-mixing is self-assembled modified " film (Fig. 2 d).Take out electrode, keep the electrode surface humidity, drip the human immunoglobulin(HIg) antibody-solutions, under 4 ℃ of conditions, left standstill 1-3 hour, antibody is adsorbed on the nano-gold film surface, forms " nano gold spherical array-biomacromolecule that gold electrode-self assembled monolayer-mixing is self-assembled modified " film (Fig. 2 e).
Embodiment 2
Below with the preparation method of the routine explanation of being determined as of glycosylated hemoglobin based on the bio-sensitive film fixing means that mixes self-assembled modified nano gold spherical array.Glycosylated hemoglobin is the golden index that diabetes detect.
Based on the miniature electric potential type immunosensor of the bio-sensitive film that mixes self-assembled modified nano gold spherical array, as shown in Figure 1:
This sensor adopts micro-nano process technology preparation, " nano gold spherical array-biomacromolecule that gold electrode-self assembled monolayer-mixing is self-assembled modified " the biomolecule sensitive membrane c that comprises miniature working electrode a and contrast electrode b and fix on the gold thin film working electrode.
Process flow diagram based on the bio-sensitive film that mixes self-assembled modified nano gold spherical array, as shown in Figure 2: at first mercaptopropionic acid and two kinds of sulfhydryl compounds of 16-sulfydryl cetyl acid are dissolved in respectively in deionized water or the ethanol solution, all be configured to the solution of concentration 10mmol/l, mix.The nano gold sol of getting 10nmol/l adds in mercaptopropionic acid and the 16-sulfydryl cetyl acid mixed solution and mixed by 1: 1, stirs 5-10h and makes nano gold sol by the saturated modification of mixed self assembled monolayers (Fig. 2 a).
Meanwhile, obtained clean working electrode surface (Fig. 2 b) at working electrode surface in 30 seconds with each sonicated of acetone, ethanol and deionized water; Working electrode is placed 10mmol/l mercaptoethylmaine solution, soak 5-10h, form mercaptoethylmaine self-assembled film (Fig. 2 c) in gold electrode surfaces.
With concentration is room temperature reaction 15min in the ethylene dichloride of 40mg/ml and the nano gold sol that the N-hydroxy-succinamide mixed solution joins modified.The gold electrode washed with de-ionized water of mercaptoethylmaine is crossed in self assembly, put into this mixed solution stirring at room after drying up and soak 2h, obtain " nano gold spherical array that gold electrode-self assembled monolayer-mixing is self-assembled modified " film (Fig. 2 d).Take out electrode, keep the electrode surface humidity, drip the glycosylated hemoglobin antibody-solutions, under 4 ℃ of conditions, left standstill 1-3 hour, antibody is adsorbed on the nano-gold film surface, forms " nano gold spherical array-biomacromolecule that gold electrode-self assembled monolayer-mixing is self-assembled modified " film (Fig. 2 e).
Claims (7)
1. the bio-sensitive film of a self-assembled modified nano gold spherical array, utilize finishing that the chondritic of the nanogold particle of binary mixed self assembled monolayers is arranged, array is arranged on the gold electrode of modifying through self assembled monolayer, and the big molecule of fixed biologically forms bio-sensitive film;
Described bio-sensitive film is obtained by following method:
A) the mercaptan solvent of the different carbon chain lengths that is carboxyl with two kind of one end functional group mixes by equal proportion, makes the mercaptan mixed solution;
B) working electrode is placed the mixed solution of steps A soak;
C) in nano gold sol solution, add identical or excessive mercaptan mixed solution in molar ratio, add surfactant again, make nano gold sol by the saturated modification of mixed self assembled monolayers;
D) nano gold sol of the working electrode of step B being put into step C soaks;
E) the working electrode face at step D drips biological macromolecule solns, leaves standstill, and forms bio-sensitive film.
2. the method for the bio-sensitive film of the described self-assembled modified nano gold spherical array of preparation claim 1, its key step is:
A) the mercaptan solvent of the different carbon chain lengths that is carboxyl with two kind of one end functional group mixes by equal proportion, makes the mercaptan mixed solution;
B) working electrode is placed the mixed solution of steps A soaked 5-10 hour;
C) add identical or excessive mercaptan mixed solution in molar ratio in nano gold sol solution, the surfactant of adding and thiol solution equimolar amounts is made the nano gold sol by the saturated modification of mixed self assembled monolayers again;
D) nano gold sol of the working electrode of step B being put into step C soaked 2-3 hour;
E) the working electrode face at step D drips biological macromolecule solns, leaves standstill, and forms bio-sensitive film.
3. preparation method as claimed in claim 2, wherein, two kind of one mercaptan that the end functional group is the different carbon chain lengths of carboxyl described in the steps A, wherein a kind of is mercaptopropionic acid, another kind is undecyl acid of 11-sulfydryl or the acid of 16-sulfydryl cetyl.
4. preparation method as claimed in claim 2, wherein, the mercaptan mixed solution in the steps A is aqueous solution or ethanolic solution.
5. preparation method as claimed in claim 2, wherein, the surfactant among the step C is ethylene dichloride and N-hydroxy-succinamide.
Before carrying out step D, will dry up after the working electrode cleaning.
6. preparation method as claimed in claim 2, wherein, when dripping biological macromolecule solns in the step e, it is moist that the surface of working electrode keeps.
7. preparation method as claimed in claim 2, wherein, biological macromolecule solns behaviour immune globulin antibody solution or glycosylated hemoglobin antibody-solutions that step e drips.
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| CN102608186A (en) * | 2012-03-30 | 2012-07-25 | 山东理工大学 | Method for manufacturing immunosensor for detecting pesticide residue |
| CN102928596A (en) * | 2012-10-18 | 2013-02-13 | 上海交通大学 | Giant magneto-impedance effect biosensor for detecting serum tumor markers |
| CN102955034A (en) * | 2011-08-15 | 2013-03-06 | 吴至行 | Detection chip and detection method for glycosylated hemoglobin |
| CN103063842A (en) * | 2013-01-04 | 2013-04-24 | 山东理工大学 | Preparation method of immunosensor for detecting Carbofuran pesticide residues |
| CN105911101A (en) * | 2016-04-08 | 2016-08-31 | 中南大学 | Simple sensitive membrane performance detection method |
| US9950079B2 (en) | 2015-09-03 | 2018-04-24 | International Business Machines Corporation | Functionalization of nanoparticles with polythioaminal thiol-containing polymers |
| CN108627556A (en) * | 2018-05-16 | 2018-10-09 | 常州大学 | A kind of preparation method of the nonionic surfactant self assembly Calixarene Derivatives composite material of Tryptophan enantiomer for identification |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102955034A (en) * | 2011-08-15 | 2013-03-06 | 吴至行 | Detection chip and detection method for glycosylated hemoglobin |
| CN102608186A (en) * | 2012-03-30 | 2012-07-25 | 山东理工大学 | Method for manufacturing immunosensor for detecting pesticide residue |
| CN102928596A (en) * | 2012-10-18 | 2013-02-13 | 上海交通大学 | Giant magneto-impedance effect biosensor for detecting serum tumor markers |
| CN103063842A (en) * | 2013-01-04 | 2013-04-24 | 山东理工大学 | Preparation method of immunosensor for detecting Carbofuran pesticide residues |
| US9950079B2 (en) | 2015-09-03 | 2018-04-24 | International Business Machines Corporation | Functionalization of nanoparticles with polythioaminal thiol-containing polymers |
| US10485875B2 (en) | 2015-09-03 | 2019-11-26 | International Business Machines Corporation | Nanoparticles functionalized with sulfur-containing polymers |
| CN105911101A (en) * | 2016-04-08 | 2016-08-31 | 中南大学 | Simple sensitive membrane performance detection method |
| CN105911101B (en) * | 2016-04-08 | 2018-09-11 | 中南大学 | A kind of film properties detection method of simple and sensitive |
| CN108627556A (en) * | 2018-05-16 | 2018-10-09 | 常州大学 | A kind of preparation method of the nonionic surfactant self assembly Calixarene Derivatives composite material of Tryptophan enantiomer for identification |
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Application publication date: 20101229 |