Construction of cellulose-based highly sensitive extended-gate field effect chiral sensor

Anal Bioanal Chem. 2023 Jul;415(18):4245-4254. doi: 10.1007/s00216-022-04306-x. Epub 2022 Sep 14.

Abstract

Chiral recognition is an emerging field of modern chemical analysis, and the development of health-related fields depends on the production of enantiomers. Cellulose is a kind of natural polymer material with certain chiral recognition ability. Limited by the chiral recognition ability of natural cellulose itself, more cellulose derivatives have been gradually developed for chiral recognition and separation. Based on the difference in action between cellulose derivatives and enantiomers, this work synthesized cellulose-tris(4-methylphenylcarbamate) (CMPC) chiral recognition mediators and a CMPC-functionalized extended-gate organic field effect transistor (EG-OFET) was constructed for the first time. Three chiral molecules were selected as model analytes to evaluate the enantiomeric recognition ability of the platform, including threonine (Thr), 2-chloromandelic acid (CA), and 1,2-diphenylethylenediamine (DPEA). The detection limit for 1,2-diphenylethylenediamine (DPEA) is down to 10-13 M. Through the amplification effect of the EG-OFET platform, the difference in the interaction between CMPC and three chiral molecules with different structures is converted into a current signal output. At the same time, the enantiomer discrimination mechanism of CMPC was further studied by means of spectroscopy and nuclear magnetic resonance.

Keywords: Amino acids; Cellulose; Chirality amplification; EG-OFET.

MeSH terms

  • Cellulose* / chemistry
  • Ethylenediamines*
  • Polymers
  • Stereoisomerism

Substances

  • Cellulose
  • 1,2-dianilinoethane
  • Ethylenediamines
  • Polymers