Boc-phenylalanine Grafted Poly(3,4-propylenedioxythiophene) Film for Electrochemically Chiral Recognition of 3,4-Dihydroxyphenylalanine Enantiomers

Jun-Long Niu; Ke-Ke Chai; Mei-Xing Zeng; Tian-Tian Wang; Chun-Yan Zhang; Shuai Chen; Jing-Kun Xu; Xue-Min Duan

doi:10.1007/s10118-019-2211-6

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Boc-phenylalanine Grafted Poly(3,4-propylenedioxythiophene) Film for Electrochemically Chiral Recognition of 3,4-Dihydroxyphenylalanine Enantiomers

ARTICLE | Updated：2021-02-18

- Boc-phenylalanine Grafted Poly(3,4-propylenedioxythiophene) Film for Electrochemically Chiral Recognition of 3,4-Dihydroxyphenylalanine Enantiomers
- Chinese Journal of Polymer Science Vol. 37, Issue 5, Pages: 451-461(2019)
- Affiliations：
  
  a.Jiangxi Provincial Key Laboratory of Drug Design and Evaluation, School of Pharmacy, Jiangxi Science & Technology Normal University, Nanchang 330013, China
  b.School of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao 266042, China
- Author bio：
  
  chenshuai@ms.xjb.ac.cn (S.C.)
  xujingkun@jxstnu.edu.cn (J.K.X.)
  duanxuemin@126.com (X.M.D.)
- Funds：
- DOI：10.1007/s10118-019-2211-6
  CLC：
- Received：15 October 2018，
  
  Revised：2018-11-26，
  
  Accepted：11 December 2018，
  
  Online First：14 January 2019，
  
  Published：2019-05
- Accepted：
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Citation: Niu, J. L.; Chai, K. K.; Zeng, M. X.; Wang, T. T.; Zhang, C. Y.; Chen, S.; Xu, J. K.; Duan, X. M. Boc-phenylalanine grafted poly(3,4-propylenedioxythiophene) film for electrochemically chiral recognition of 3,4-dihydroxyphenylalanine enantiomers. Chinese J. Polym. Sci. 2019, 37, 451–461

Jun-Long Niu, Ke-Ke Chai, Mei-Xing Zeng, et al. Boc-phenylalanine Grafted Poly(3,4-propylenedioxythiophene) Film for Electrochemically Chiral Recognition of 3,4-Dihydroxyphenylalanine Enantiomers[J]. Chinese Journal of Polymer Science, 2019, 37(5): 451-461.
Citation: Niu, J. L.; Chai, K. K.; Zeng, M. X.; Wang, T. T.; Zhang, C. Y.; Chen, S.; Xu, J. K.; Duan, X. M. Boc-phenylalanine grafted poly(3,4-propylenedioxythiophene) film for electrochemically chiral recognition of 3,4-dihydroxyphenylalanine enantiomers. Chinese J. Polym. Sci. 2019, 37, 451–461 DOI： 10.1007/s10118-019-2211-6.

Jun-Long Niu, Ke-Ke Chai, Mei-Xing Zeng, et al. Boc-phenylalanine Grafted Poly(3,4-propylenedioxythiophene) Film for Electrochemically Chiral Recognition of 3,4-Dihydroxyphenylalanine Enantiomers[J]. Chinese Journal of Polymer Science, 2019, 37(5): 451-461. DOI： 10.1007/s10118-019-2211-6.

摘要

Abstract

To prepare chiral monomer with single chiral center and higher stereospecificity

a pair of amino-functionalized chiral 3

4-propylenedioxythiophene (ProDOT) derivatives

chiral (3

4-dihydro-2

-thieno[3

][1

dioxepin-3-yl)methyl 2-[(

tert

-butoxycarbonyl)amino]-3-phenylpropanoate (ProDOT-Boc-Phe)

were synthesized. Chiral poly[(3

4-dihydro-2

-thieno[3

][1

dioxepin-3-yl)methyl 2-[(

tert

-butoxycarbonyl)amino]-3-phenylpropanoate]

(PProDOT-Boc-Phe) modified electrodes were synthesized

via

potentiostatic polymerization of chiral ProDOT-Boc-Phe. Chiral PProDOT-Boc-Phe films displayed good reversible redox activities. The enantioselective recognition between chiral PProDOT-Boc-Phe modified glassy carbon electrodes and DOPA enantiomers was achieved by different electrochemical technologies

including cyclic voltammetry (CV)

square wave voltammetry (SWV)

and differential pulse voltammetry (DPV). (D)-PProDOT-Boc-Phe and (L)-PProDOT-Boc-Phe showed higher peak current responses toward L-DOPA and D-DOPA

respectively.

关键词

Keywords

references

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