Facile Synthesis of the Uryl Pendant Binaphthol Aldehyde and Its Selective Fluorescent Recognition of Tryptophan

Bulletin of the Korean chemical society

Lijun Tang¹  Zhilong Guo¹  Gongfan Wei¹  Raju Nandhakumar¹ 

关键词: Tryptophan;    Recognition;    Enantioselectivity;    Fluorescence;    Binaphthol;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

An easy and convenient synthetic route to (S)-2-hydroxy-2`-(3-phenyluryl-benzyl)-1,1`-binaphthyl-3-carboxaldehyde (1), capable of recognizing tryptophan by fluorescence has been developed. The binol carboxaldehyde 1 exhibited a high selectivity to L-tryptophan over other examined L-α-amino acids such as alanine, phenylalanine, glutamine, arginine, lysine, serine, threonine, aspartat, valine, histidine and cysteine, with a fluorescence “turn-on” signal. In addition, 1 displayed chiral discrimination with good enantioselectivity toward L-tryptophan over D-tryptophan through different fluorescence enhancement factors.

【 授权许可】

Unknown