A chiral helical self-assembly for electrochemical recognition of tryptophan enantiomers

Autor: Jiapei Yang, Datong Wu, Gao-Chao Fan, Linzheng Ma, Yongxin Tao, Yong Qin, Yong Kong
Jazyk: angličtina
Rok vydání: 2019
Předmět:
Zdroj: Electrochemistry Communications, Vol 104, Iss , Pp - (2019)
Druh dokumentu: article
ISSN: 1388-2481
DOI: 10.1016/j.elecom.2019.06.004
Popis: Molecular self-assembly has been regarded as a promising strategy for the construction of chiral sensing devices. Here, (1R,2R)-N,N-didodecylcyclohexane-1,2-dicarboxamide (DDC) was synthesized and then self-assembled in alcohol, and a chiral helical structure could be formed owing to the intermolecular hydrogen bond and the polarity effect of solvent. The chirality of the resultant helical self-assembly was confirmed by circular dichroism (CD) spectra, and then the chiral helical self-assembly was used for electrochemical recognition of tryptophan (Trp) enantiomers. Due to the higher affinity of the self-assembly toward L-Trp than D-Trp, which was revealed by hydrophilicity evaluation, efficient recognition of the Trp enantiomers (IL-Trp/ID-Trp = 8.74) was achieved. Keywords: Chirality, Self-assembly, Chiral helical structure, Electrochemical recognition, Tryptophan enantiomers
Databáze: Directory of Open Access Journals