CN108299474B - One-dimensional Zn functional complex and preparation method and application thereof - Google Patents
One-dimensional Zn functional complex and preparation method and application thereof Download PDFInfo
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- 238000002360 preparation method Methods 0.000 title abstract description 11
- 238000010668 complexation reaction Methods 0.000 title description 2
- 239000011701 zinc Substances 0.000 claims abstract description 41
- DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical compound C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 claims abstract description 36
- YNPNZTXNASCQKK-UHFFFAOYSA-N Phenanthrene Natural products C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 claims abstract description 28
- QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 claims abstract description 26
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000000243 solution Substances 0.000 claims abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000007787 solid Substances 0.000 claims abstract description 8
- 239000000725 suspension Substances 0.000 claims abstract description 8
- XIOUDVJTOYVRTB-UHFFFAOYSA-N 1-(1-adamantyl)-3-aminothiourea Chemical compound C1C(C2)CC3CC2CC1(NC(=S)NN)C3 XIOUDVJTOYVRTB-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229920000557 Nafion® Polymers 0.000 claims abstract description 4
- 238000001816 cooling Methods 0.000 claims abstract description 4
- 239000012153 distilled water Substances 0.000 claims abstract description 4
- 238000001035 drying Methods 0.000 claims abstract description 4
- 238000001914 filtration Methods 0.000 claims abstract description 4
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229910052737 gold Inorganic materials 0.000 claims abstract description 4
- 239000010931 gold Substances 0.000 claims abstract description 4
- 239000011259 mixed solution Substances 0.000 claims abstract description 4
- YCGAZNXXGKTASZ-UHFFFAOYSA-N thiophene-2,5-dicarboxylic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)S1 YCGAZNXXGKTASZ-UHFFFAOYSA-N 0.000 claims abstract description 4
- 238000005406 washing Methods 0.000 claims abstract description 4
- HIHKYDVSWLFRAY-UHFFFAOYSA-N thiophene-2,3-dicarboxylic acid Chemical compound OC(=O)C=1C=CSC=1C(O)=O HIHKYDVSWLFRAY-UHFFFAOYSA-N 0.000 claims abstract 2
- 238000001514 detection method Methods 0.000 claims description 6
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(I) nitrate Inorganic materials [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 5
- 229910014201 BMIMBF4 Inorganic materials 0.000 claims description 4
- QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 claims description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 3
- 229960004799 tryptophan Drugs 0.000 abstract description 13
- 238000006243 chemical reaction Methods 0.000 abstract description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract description 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000013078 crystal Substances 0.000 description 9
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 4
- 238000000634 powder X-ray diffraction Methods 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000012512 characterization method Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000003446 ligand Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 2
- AUNGANRZJHBGPY-SCRDCRAPSA-N Riboflavin Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-SCRDCRAPSA-N 0.000 description 2
- 238000012937 correction Methods 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 239000010439 graphite Substances 0.000 description 2
- 229910002804 graphite Inorganic materials 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 238000004088 simulation Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- KYNMONSTYCGIDJ-VIFPVBQESA-N (2s)-2-amino-3-(1h-indol-2-yl)propanoic acid Chemical compound C1=CC=C2NC(C[C@H](N)C(O)=O)=CC2=C1 KYNMONSTYCGIDJ-VIFPVBQESA-N 0.000 description 1
- -1 1-butyl-3-methylimidazolium tetrafluoroborate Chemical compound 0.000 description 1
- NWIYUAISDYJVMZ-UHFFFAOYSA-N 2,3-dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarboxylic acid Chemical compound O1CCOC2=C(C(=O)O)SC(C(O)=O)=C21 NWIYUAISDYJVMZ-UHFFFAOYSA-N 0.000 description 1
- 229930192334 Auxin Natural products 0.000 description 1
- 102000004506 Blood Proteins Human genes 0.000 description 1
- 108010017384 Blood Proteins Proteins 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- AUNGANRZJHBGPY-UHFFFAOYSA-N D-Lyxoflavin Natural products OCC(O)C(O)C(O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 206010029400 Nicotinic acid deficiency Diseases 0.000 description 1
- 208000002141 Pellagra Diseases 0.000 description 1
- 241000608924 Whitea Species 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 1
- 230000005260 alpha ray Effects 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 239000002363 auxin Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 239000002041 carbon nanotube Substances 0.000 description 1
- 229910021393 carbon nanotube Inorganic materials 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000013256 coordination polymer Substances 0.000 description 1
- 229920001795 coordination polymer Polymers 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000013084 copper-based metal-organic framework Substances 0.000 description 1
- 238000002447 crystallographic data Methods 0.000 description 1
- 238000013480 data collection Methods 0.000 description 1
- 238000006356 dehydrogenation reaction Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000002050 diffraction method Methods 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000000835 electrochemical detection Methods 0.000 description 1
- 238000004146 energy storage Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000003278 haem Chemical class 0.000 description 1
- SEOVTRFCIGRIMH-UHFFFAOYSA-N indole-3-acetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CNC2=C1 SEOVTRFCIGRIMH-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 235000001968 nicotinic acid Nutrition 0.000 description 1
- 229960003512 nicotinic acid Drugs 0.000 description 1
- 239000011664 nicotinic acid Substances 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 230000010287 polarization Effects 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 150000004032 porphyrins Chemical class 0.000 description 1
- 238000001144 powder X-ray diffraction data Methods 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 235000019192 riboflavin Nutrition 0.000 description 1
- 229960002477 riboflavin Drugs 0.000 description 1
- 239000002151 riboflavin Substances 0.000 description 1
- 238000004467 single crystal X-ray diffraction Methods 0.000 description 1
- IFGCUJZIWBUILZ-UHFFFAOYSA-N sodium 2-[[2-[[hydroxy-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyphosphoryl]amino]-4-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoic acid Chemical compound [Na+].C=1NC2=CC=CC=C2C=1CC(C(O)=O)NC(=O)C(CC(C)C)NP(O)(=O)OC1OC(C)C(O)C(O)C1O IFGCUJZIWBUILZ-UHFFFAOYSA-N 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000011895 specific detection Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 230000001360 synchronised effect Effects 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 150000003577 thiophenes Chemical class 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/003—Compounds containing elements of Groups 2 or 12 of the Periodic Table without C-Metal linkages
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N27/00—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means
- G01N27/26—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means by investigating electrochemical variables; by using electrolysis or electrophoresis
- G01N27/28—Electrolytic cell components
- G01N27/30—Electrodes, e.g. test electrodes; Half-cells
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
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- Biochemistry (AREA)
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- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
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- Pathology (AREA)
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Abstract
The invention provides a one-dimensional Zn functional complex and a preparation method and application thereof. The molecular formula of the one-dimensional Zn functional complex is as follows: { Zn (L) (phen) ((H))2O)]nWherein L isThe hydrogen thiophenedicarboxylic acid, phen, is 1, 10-phenanthroline. The preparation method of the complex comprises the following steps: dissolving zinc nitrate hexahydrate, thiophene-2, 5-dicarboxylic acid and 1, 10-phenanthroline in a mixed solution of distilled water and N, N-Dimethylacetamide (DMA) in a volume ratio of 1:1:1 according to a molar ratio of 1: 1; placing in an oven at 85-95 deg.C for reaction for 48-72 hr, naturally cooling, filtering, and washing the obtained solid with DMA for 2-6 times to obtain white crystalline solid. The preparation method of the complex modified electrode comprises the following steps: and uniformly dispersing the complex in a Nafion solution to obtain a stable suspension, modifying the suspension on the surface of the gold electrode, and naturally drying to obtain the modified electrode. The modified electrode can be used for detecting L-tryptophan.
Description
Technical Field
The invention relates to a Zn functional complex, in particular to a one-dimensional Zn functional complex, a preparation method thereof, a modified electrode constructed by the complex and application of the electrode in L-tryptophan electrochemical detection.
Background
Tryptophan (also called β -indolylalanine, Tryptophan, Typ) is an important nutrient and an important precursor for biosynthesis of auxin in plants, can participate in the renewal of plasma protein in animals to promote the exertion of riboflavin, is also helpful for the synthesis of nicotinic acid and heme, is used as a preventive and therapeutic agent for pellagra medically, and is a hotspot for research in the fields of feed, food, medicine, agriculture and environmental monitoring.
The functional complex is a rapidly developed coordination polymer with inorganic and organic characteristics. The material is another important porous material after zeolite and carbon nano-tube, and has an adjustable framework structure and good performance, so that the material has wide attention in the application fields of energy sources, catalysis, adsorption, energy storage and the like. In recent years, in the electrochemical field, a functional complex is modified on the surface of an electrode by researchers as a novel material to prepare a plurality of electrochemical sensors, and the electrochemical sensors are applied to detection and identification of a plurality of biological and environment-related substances. In 2015, a southern development major school task group takes Cu-MOFs prepared by taking thiophene derivative 2, 5-dicarboxylic acid-3, 4-ethylenedioxythiophene as a ligand as a modified substrate to prepare an electrochemical biosensor, so that the synchronous detection of tryptophan and ascorbic acid is realized, and a good detection effect is obtained. Same year, group of o.m.yaghi topics[20]The Co functional complex based on porphyrin ligand is nanoModifying on electrode after chemical reaction, and adding CO in water system2Electrocatalytic reduction to CO was achieved with a yield of 76%. In view of the potential application prospect of the functional complex in the electrochemical field, the development and design of a novel functional complex applied to the preparation and research of an electrochemical biosensor are one of the hotspots of research of researchers nowadays.
Disclosure of Invention
Based on the background, the invention aims to provide a one-dimensional Zn functional complex and a preparation method and application thereof.
The invention provides a one-dimensional Zn functional complex, which has the molecular formula: { Zn (L) (phen) ((H))2O)]nL is dehydro-thiophene diacid, phen is 1, 10-phenanthroline.
The invention provides a preparation method of a one-dimensional Zn functional complex, which comprises the following steps:
dissolving zinc nitrate hexahydrate, thiophene-2, 5-dicarboxylic acid and 1, 10-phenanthroline in a mixed solution of distilled water and N, N-Dimethylacetamide (DMA) in a volume ratio of 1:1:1 according to a molar ratio of 1: 1; placing in an oven at 85-95 deg.C for reaction for 48-72 hr, naturally cooling, filtering, washing the obtained solid with DMA for 2-6 times to obtain white crystalline solid { Zn (L) (phen) ((H))2O)]n}。
{Zn(L)(phen)(H2O)]nThe preparation method of the modified electrode comprises the following steps:
{Zn(L)(phen)(H2O)]ndispersing in Nafion solution to obtain stable suspension, applying the suspension on the surface of gold electrode, and naturally drying to obtain { Zn (L) ((phen)) (H)2O)]nAnd modifying the electrode.
{Zn(L)(phen)(H2O)]nThe modified electrode can be used for detecting L-tryptophan.
(H) a compound of { Zn (L) (phen)2O)]nThe method for detecting the L-tryptophan by the modified electrode comprises the following steps:
with { Zn (L) (phen) ((H))2O)]nUsing modified electrode as working electrode, Ag+/AgNO3The electrode is used as a reference electrode and a platinum wire electrode is used as an auxiliary electrodeAnd (3) auxiliary electrodes which form a three-electrode system, are connected to an electrochemical workstation, and detect the L-tryptophan in a DMF-BMIMBF4 solution (pH 6.8).
The DMF-BMIMBF4 solution was prepared by mixing N, N-Dimethylformamide (DMF) and 1-butyl-3-methylimidazolium tetrafluoroborate (0.5 mol/L). The pH of the solution was determined by a pH acidimeter.
The invention has the beneficial effects that: the invention prepares the functional complex { Zn (L) (phen) (H) for the first time2O)]nAnd carrying out structural characterization on the functional complex, preparing a novel electrode based on the modification of the functional complex, and detecting the L-tryptophan. The modified electrode has good response to L-tryptophan. The modified electrode is simple to prepare, low in price and obvious in detection effect.
Drawings
FIG. 1 shows { Zn (L) (phen) (H)2O)]nAnalyzing the obtained molecular structure diagram by single crystal X-ray diffraction.
FIG. 2 shows { Zn (L) (phen) (H)2O)]nX-ray powder diffraction pattern of (E) } vs. single crystal simulation data.
FIG. 3 shows { Zn (L) (phen) (H)2O)]nAnd (6) detecting the L-tryptophan by using the modified electrode.
Detailed Description
Example 1: synthesis and characterization of one-dimensional Zn functional complex
Dissolving 0.059g of zinc nitrate hexahydrate, 0.034g of thiophene-2, 5-dicarboxylic acid and 0.036g of phenanthroline in 4mL of distilled water and 4mL of N, N-Dimethylacetamide (DMA) mixed solution, placing the mixture into a closed container, placing the closed container into a 90 ℃ oven for reacting for 48 hours, naturally cooling, filtering, washing the obtained solid with DMA for 2-6 times to obtain a white crystalline solid, namely { Zn (L) (phen) (H)2O)]n}。
The functional complex { Zn (L) (phen) (H)2O)]nCharacterization of properties:
(1) measurement of Single Crystal Structure
The crystal structure is determined by Supernova X-ray single crystal diffractometer and Mo K α ray monochromatized by graphiteIs a source of incident radiation, inDiffraction points are collected in a scanning mode, unit cell parameters are obtained through least square method correction, a crystal structure is obtained through direct solution of a difference Fourier electron density diagram by using a SHELXL-97 method, and Lorentz and polarization effect correction are carried out. All H atoms were synthesized by difference Fourier and determined by ideal position calculations. The crystal determination data are shown in table 1.
TABLE 1{ Zn (L) (phen) ((H))2O)]nCrystallographic data of }
FIG. 1 shows the compound { Zn (L) (phen) (H)2O)]nThe smallest structural unit diagram obtained by single crystal diffraction analysis shows that the compound molecule contains a zinc ion and a dehydrogenation ligand L-One coordinating water and phenanthroline molecule.
(2) Powder X-ray diffraction measurement
Powder X-ray diffraction data were collected on a Rigaku D/Max-2500 diffractometer at an operating voltage of 40kV and a current of 100mA, using graphite monochromated copper target X-rays as the source of incident radiation during the test. Density data collection Using a 2 θ/θ scan pattern, continuous scans were performed over a range of 3 ° to 60 ° at a scan rate of 8 °/second and a span of 0.02 °/time. Experimental data fitting the program Cerius2 was used and the software Mercury 3.9 was used for powder X-ray diffraction spectrum simulation transformation of single crystal structures.
FIG. 2 shows { Zn (L) (phen) (H)2O)]nPowder X-ray diffraction patterns of the complexes were compared to simulated single crystal data.
Example 2{ Zn (L) (phen) (H)2O)]nPreparation of modified electrodes
Weigh 0.020g { Zn (L) (phen) ((H))2O)]nAdding the complex into 0.4mL of Nafion solution under the ultrasonic condition to obtain whiteA colored suspension. Dropping 10 μ L of the suspension on the surface of a clean gold electrode, and naturally drying for 12 hours to obtain { Zn (L) (phen) ({ H) ((L))2O)]nAnd modifying the electrode.
Example 3{ Zn (L) (phen) (H)2O)]nDetection of L-Tryptophan by modified electrode
The { Zn (L) (phen) (H) obtained by the invention2O)]nAnd the modified electrode is used for detecting the L-tryptophan, and the specific detection method is as follows: the prepared { Zn (L) (phen) (H)2O)]nUsing modified electrode as working electrode, Ag+/AgNO3The electrode is used as a reference electrode, the platinum wire electrode is used as an auxiliary electrode to form a three-electrode system, and the three-electrode system is connected to an electrochemical workstation and is arranged in a DMF-BMIMBF4L-tryptophan was detected in solution (pH 6.8). The modified electrode responded well to L-tryptophan as shown in FIG. 3.
Claims (1)
1. A kind ofL-a method for the detection of tryptophan comprising the steps of:
(1) preparing a one-dimensional Zn functional complex: dissolving zinc nitrate hexahydrate, thiophene-2, 5-dicarboxylic acid and 1, 10-phenanthroline in a mixed solution of distilled water and N, N-dimethylacetamide according to a molar ratio of 1:1: 1; reacting in oven at 85-95 deg.C for 48-72 hr, naturally cooling, filtering, washing the obtained solid with DMA for 2-6 times to obtain white crystalline solid which is one-dimensional Zn functional complex with molecular formula of { Zn (L) (phen) ({ Zn (L)) (H)2O)]n}, wherein: l is dehydrogenated thiophenedioic acid, phen is 1, 10-phenanthroline;
(2) preparing a one-dimensional Zn functional complex modified electrode: uniformly dispersing the one-dimensional Zn functional complex prepared in the step (1) in a Nafion solution to obtain a stable suspension, applying the suspension on the surface of a gold electrode, and naturally drying to obtain a one-dimensional Zn functional complex modified electrode;
(3) taking the one-dimensional Zn functional complex modified electrode prepared in the step (2) as a working electrode, and Ag+/AgNO3The electrode is used as a reference electrode, a platinum wire electrode is used as an auxiliary electrode to form a three-electrode system, and the three-electrode system is connected to an electrochemical workstation and placed in a DMF-BMIMBF4 solutionMiddle pairL-tryptophan.
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