CN109307682A - A method of phenylalanine enantiomer is identified based on binary self assembly - Google Patents

A method of phenylalanine enantiomer is identified based on binary self assembly Download PDF

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Publication number
CN109307682A
CN109307682A CN201811389210.9A CN201811389210A CN109307682A CN 109307682 A CN109307682 A CN 109307682A CN 201811389210 A CN201811389210 A CN 201811389210A CN 109307682 A CN109307682 A CN 109307682A
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Prior art keywords
assembly
self
phenylalanine
phe
binary
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CN201811389210.9A
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陶永新
张加
彭勇刚
储富强
秦勇
孔泳
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Changzhou University
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Changzhou University
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    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N23/00—Investigating or analysing materials by the use of wave or particle radiation, e.g. X-rays or neutrons, not covered by groups G01N3/00 – G01N17/00, G01N21/00 or G01N22/00
    • G01N23/22—Investigating or analysing materials by the use of wave or particle radiation, e.g. X-rays or neutrons, not covered by groups G01N3/00 – G01N17/00, G01N21/00 or G01N22/00 by measuring secondary emission from the material
    • G01N23/225—Investigating or analysing materials by the use of wave or particle radiation, e.g. X-rays or neutrons, not covered by groups G01N3/00 – G01N17/00, G01N21/00 or G01N22/00 by measuring secondary emission from the material using electron or ion
    • G01N23/2251—Investigating or analysing materials by the use of wave or particle radiation, e.g. X-rays or neutrons, not covered by groups G01N3/00 – G01N17/00, G01N21/00 or G01N22/00 by measuring secondary emission from the material using electron or ion using incident electron beams, e.g. scanning electron microscopy [SEM]
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01B—MEASURING LENGTH, THICKNESS OR SIMILAR LINEAR DIMENSIONS; MEASURING ANGLES; MEASURING AREAS; MEASURING IRREGULARITIES OF SURFACES OR CONTOURS
    • G01B11/00—Measuring arrangements characterised by the use of optical techniques
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01B—MEASURING LENGTH, THICKNESS OR SIMILAR LINEAR DIMENSIONS; MEASURING ANGLES; MEASURING AREAS; MEASURING IRREGULARITIES OF SURFACES OR CONTOURS
    • G01B11/00—Measuring arrangements characterised by the use of optical techniques
    • G01B11/24—Measuring arrangements characterised by the use of optical techniques for measuring contours or curvatures
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01B—MEASURING LENGTH, THICKNESS OR SIMILAR LINEAR DIMENSIONS; MEASURING ANGLES; MEASURING AREAS; MEASURING IRREGULARITIES OF SURFACES OR CONTOURS
    • G01B15/00—Measuring arrangements characterised by the use of electromagnetic waves or particle radiation, e.g. by the use of microwaves, X-rays, gamma rays or electrons
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01B—MEASURING LENGTH, THICKNESS OR SIMILAR LINEAR DIMENSIONS; MEASURING ANGLES; MEASURING AREAS; MEASURING IRREGULARITIES OF SURFACES OR CONTOURS
    • G01B15/00—Measuring arrangements characterised by the use of electromagnetic waves or particle radiation, e.g. by the use of microwaves, X-rays, gamma rays or electrons
    • G01B15/04—Measuring arrangements characterised by the use of electromagnetic waves or particle radiation, e.g. by the use of microwaves, X-rays, gamma rays or electrons for measuring contours or curvatures
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
    • G01N21/84—Systems specially adapted for particular applications

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Immunology (AREA)
  • Pathology (AREA)
  • Electromagnetism (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The present invention provides it is a kind of based on binary self assembly identification phenylalanine enantiomer method, with phenylalanine enantiomer (L/D-Phe) respectively with alpha-cyclodextrin double-core copper (Cu2- α-CD) self assembly, phenylalanine/alpha-cyclodextrin double-core copper binary self-assembly is prepared, scanning electron microscope (SEM) characterizes its morphology and size, by the difference of pattern and size, identifies phenylalanine enantiomer.

Description

A method of phenylalanine enantiomer is identified based on binary self assembly
Technical field
The invention belongs to molecular recognition fields, and in particular to a kind of to identify phenylalanine enantiomer based on binary self assembly Method.
Background technique
Chipal compounds have the similar optical isomer of physico-chemical property, their more difficult differentiations.Due to chiral different, isomery Body bioactivity may also be totally different, is one important in biochemical analysis, pharmaceutical chemistry or organic synthesis field chiral Recognition therefore Work.Past, the extensive utilization identification of the high-efficient liquid phase chromatogram technology based on chiral column or separating chiral enantiomer, disadvantage High cost, time-consuming and intricate operation, limit application to a certain extent.In addition, based on nuclear-magnetism, mass spectrum, it is infrared, ultraviolet and The chiral research of the instruments such as circular dichroism spectra generally relies on complicated chipal compounds.Electrochemistry chiral sensor method is simple Quickly, but to electroactive poor substance, such as: phenylalanine, there is also detect insensitive problem.The present invention relates to Binary self-assembly can be used for the chiral Recognition of phenylalanine, the self-assembly morphology and size that scanning electron microscope (SEM) obtains It can be used for identifying phenylalanine chirality.
Summary of the invention
It is a kind of based on binary self assembly identification phenylalanine enantiomer technical problem to be solved by the present invention lies in providing Method.
To achieve the above object, present invention provide the technical scheme that isomers of phenylalanine is double with alpha-cyclodextrin respectively Core copper (Cu2- α-CD) self assembly using micron self assembling body is obtained in aqueous solution passes through scanning electron microscope (SEM) or high power Optical microscopy observation assembling bodily form looks and size, utilize morphology and size difference identification phenylalanine enantiomer.
The specific steps of above-mentioned preparation method are as follows:
(1) 27.5mg Cu is weighed2- α-CD is dissolved in 10mL ultrapure water, 2 parts standby；
(2) 4.1mg L/D-Phe is weighed to be dissolved separately in 10mL ultrapure water；
(3) 10mL L/D-Phe solution is separately added into 10mL Cu2In-α-CD solution, stirred under 20~35 degrees Celsius 1 hour, then in 0~15 degree Celsius of lower 24~48h of self assembly.Obtain L/D-Phe and Cu2The binary self-assembly of-α-CD；
(4) by binary self-assembly (D/L-Phe/Cu2- α-CD) carry out SEM characterization.
The beneficial effects of the present invention are: it is different using binary self-assembly morphology and size, realize phenylalanine mapping The identification of body.
Detailed description of the invention
1 gained sample SEM of Fig. 1 embodiment figure
2 gained sample SEM of Fig. 2 embodiment figure
Specific embodiment
Present invention will be further explained below with reference to specific examples.It should be understood that these embodiments are merely to illustrate the present invention Rather than it limits the scope of the invention.
Embodiment 1
(1) 27.5mg Cu is weighed2- α-CD is dissolved in 10mL ultrapure water；
(2) 4.1mg L-Phe is weighed to be dissolved in 10mL ultrapure water；
(3) 10mL Cu is added in 10mL L-Phe solution2In-α-CD solution, 25 DEG C are stirred 1 hour, are then stood for 8 DEG C Self assembly 48h.Product is through high speed centrifugation, and after milli-Q water 3 times, freeze-drying obtains L-Phe and Cu2- α-CD binary is from group Fill body；
(4) SEM characterizes binary self-assembly (L-Phe/Cu2- α-CD) morphology and size.
Embodiment 2
(1) 27.5mg Cu is weighed2- α-CD is dissolved in 10mL ultrapure water；
(2) 4.1mg D-Phe is weighed to be dissolved in 10mL ultrapure water；
(3) 10mL Cu is added in 10mL D-Phe solution2In-α-CD solution, 25 DEG C are stirred 1 hour, are then stood for 8 DEG C Self assembly 48h.Product is through high speed centrifugation, and after milli-Q water 3 times, freeze-drying obtains D-Phe and Cu2- α-CD self assembly Binary self-assembly；
(4) SEM characterizes binary self-assembly (D-Phe/Cu2- α-CD) morphology and size.

Claims (4)

1. a kind of method based on binary self assembly identification phenylalanine enantiomer, it is characterised in that: phenylalanine enantiomer point Binary self-assembly (D/L-Phe/Cu is not formed with alpha-cyclodextrin double-core copper2- α-CD), pass through scanning electron microscope (SEM) or optics Micro- sem observation self assembly morphology and size efficiently identifies phenylalanine enantiomer using its difference.
2. a kind of method based on binary self assembly identification phenylalanine enantiomer according to claim 1, feature exist In: specific steps include:
(1) 27.5mg Cu is weighed2- α-CD is dissolved in 10mL ultrapure water；
(2) 4.1mg L/D-Phe is weighed to be dissolved separately in 10mL ultrapure water；
(3) 10mL phenylalanine mapping liquid solution is separately added into 10mL Cu2In-α-CD solution, stirring 0.1~1 hour, 0~ 15 degrees Celsius of 24~48h of standing self assembly.Product is through high speed centrifugation, and after milli-Q water 3 times, freeze-drying obtains D/L-Phe With Cu2The binary self-assembly of-α-CD self assembly；
(4) the binary self-assembly (D/L-Phe/Cu that will be obtained2- α-CD) carry out SEM characterization.
3. a kind of method based on binary self assembly identification phenylalanine enantiomer according to claim 1 or 2, feature Be: in the step (3), self assembly temperature is 0-15 DEG C, and in this temperature range, pattern changes unobvious.
4. a kind of method based on binary self assembly identification phenylalanine enantiomer according to claim 1 or 2, feature It is: L-Phe/Cu2- α-CD self-assembly and D-Phe/Cu2- α-CD self-assembly, there are significant differences for morphology and size.
CN201811389210.9A 2018-11-21 2018-11-21 A method of phenylalanine enantiomer is identified based on binary self assembly Pending CN109307682A (en)

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0975084A (en) * 1995-09-07 1997-03-25 Agency Of Ind Science & Technol Modified cyclodextrin-synthesizing enzyme and its production and production of cyclodextrin with the enzyme
WO2007044602A1 (en) * 2005-10-07 2007-04-19 Baylor University Methods for determining enantiomeric purity with varying chiral analyte concentration
CN101363191A (en) * 2008-09-08 2009-02-11 浙江理工大学 Method for preparing chiral recognition functional fiber
WO2012127273A1 (en) * 2011-03-21 2012-09-27 University Of Calcutta Apparatus and methods for chirality detection
CN108844982A (en) * 2018-06-26 2018-11-20 常州大学 A method of Tryptophan enantiomer is identified based on ternary self-assembly system

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0975084A (en) * 1995-09-07 1997-03-25 Agency Of Ind Science & Technol Modified cyclodextrin-synthesizing enzyme and its production and production of cyclodextrin with the enzyme
WO2007044602A1 (en) * 2005-10-07 2007-04-19 Baylor University Methods for determining enantiomeric purity with varying chiral analyte concentration
CN101363191A (en) * 2008-09-08 2009-02-11 浙江理工大学 Method for preparing chiral recognition functional fiber
WO2012127273A1 (en) * 2011-03-21 2012-09-27 University Of Calcutta Apparatus and methods for chirality detection
CN108844982A (en) * 2018-06-26 2018-11-20 常州大学 A method of Tryptophan enantiomer is identified based on ternary self-assembly system

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
刘育 等: "超分子体系中的分子识别研究Ⅲ-环糊精双核铜配合物对芳香氨基酸的手性识别", 《科学通报》 *

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Application publication date: 20190205