Citation: Meng-Xin Sun, Chuan-Zhi Ni, Fang-Qi Zhang, Yuan-Yuan Zhu, Jie Zeng, Shuang-Xi Gu. Chiral amino acid recognition in water: A BINOL-based fluorescent probe[J]. Chinese Chemical Letters, ;2023, 34(12): 108345. doi: 10.1016/j.cclet.2023.108345 shu

Chiral amino acid recognition in water: A BINOL-based fluorescent probe

Meng-Xin Sun ^a ,
Chuan-Zhi Ni ^a ,
Fang-Qi Zhang ^a ,
Yuan-Yuan Zhu ^{a, b, *,} ,
Jie Zeng ^{c, *,} ,
Shuang-Xi Gu ^{b, c, d, *,}

a.
School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, China
b.
Hubei Key Laboratory of Novel Reactor and Green Chemical Technology, Wuhan Institute of Technology, Wuhan 430205, China
c.
Pharmaceutical Research Institute, Wuhan Institute of Technology, Wuhan 430205, China
d.
Key Laboratory for Green Chemical Process of Ministry of Education, School of Chemical Engineering & Pharmacy, Wuhan Institute of Technology, Wuhan 430205, China

^☆

yyzhu531@163.com

jiezeng116964@163.com

shuangxigu@163.com

Received Date: 26 January 2023
Revised Date: 10 March 2023
Accepted Date: 14 March 2023
Available Online: 16 March 2023

Figures(11)

A novel BINOL-based fluorescence probe (S)-6 featuring a sodium sulfonate fragment at the 2′-position was designed and synthesized via simple synthetic procedures under mild reaction conditions. The water-soluble probe (S)-6 displays excellent enantioselective recognition toward 15 common amino acids, and it can be used for enantiomeric excess determination of amino acids. The fluorescence intensity of (S)-6 treated with amino acids reaches the maximum after standing for only 30 min at room temperature and remains stable in the following 5.5 h, which has great potential in the application of chiral fluorescence analysis due to its timeliness and outstanding fluorescent stability.
- Chiral recognition,
- Fluorescent probe,
- Amino acid,
- Water-soluble,
- Enantiomeric excess determination
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