Citation: Jing-Jing Zhang, Si-Ying Wang, Pan Zhang, Shu-Chen Fan, Hai-Tao Dai, Yin Xiao, Yong Wang. Engineering a cationic supramolecular charge switch for facile amino acids enantiodiscrimination based on extended-gate field effect transistors[J]. Chinese Chemical Letters, ;2022, 33(8): 3873-3878. doi: 10.1016/j.cclet.2021.11.081 shu

Engineering a cationic supramolecular charge switch for facile amino acids enantiodiscrimination based on extended-gate field effect transistors

Jing-Jing Zhang ^a ,
Si-Ying Wang ^a ,
Pan Zhang ^a ,
Shu-Chen Fan ^a ,
Hai-Tao Dai ^b ,
Yin Xiao ^{c, *,} ,
Yong Wang ^{a, *,}

a.
School of Science, Tianjin Key Laboratory of Molecular Optoelectronic Science, Department of Chemistry, Collaborative Innovation Center of Chemical Science and Engineering, Tianjin University, Tianjin 300072, China
b.
Tianjin Key Laboratory of Low Dimensional Materials, Physics and Preparing Technology, Department of Physics, School of Science, Tianjin 300072, China
c.
School of Chemical Engineering and Technology, Tianjin Engineering Research Center of Functional Fine Chemicals, Tianjin University, Tianjin 300072, China

xiaoyin@tju.edu.cn

wangyongtju@tju.edu.cn

Received Date: 13 September 2021
Revised Date: 26 October 2021
Accepted Date: 25 November 2021
Available Online: 2 December 2021

Figures(4)

Chiral recognition of essential amino acids (EAAs) is a huge challenge that keeps plaguing analytical scientists due to their cryptochirality and limited steric interaction sites. Inspired by the superior enantioselectivity of functional supramolecular cyclodextrins (CDs) and strong signal amplification ability of field effect transistors (FETs), this work firstly reports a cationic supramolecular charge switch for facile enantiodiscrimination of EAAs based on extended-gate organic FET (EG-OFET). The cationic phenylcarbamoylated-CD single isomer acts as a charge switch via interacting with different enantiomers and the weak stereo-differentiation intermolecular interaction signals between the cationic perphenylcarbamoylated CDs and EAAs on the EG can be strongly and rapidly amplified through an OFET. Efficient chiral differentiation of six EAAs, including phenylalanine, tryptophan, leucine, isoleucine, lysine and valine, are successfully achieved without any derivation process and the detection limit for D-phenylalanine is down to 10⁻¹³ mol/L. We believe that this study provides a new and facile sensing perspective for natural amino acids and may afford deeper understanding of molecular chirality.
- Enantiodiscrimination,
- EG-OFET,
- Cyclodextrins,
- Chirality amplification,
- Amino acids
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