Premium
Synthesis, binding ability, and cell cytotoxicity of fluorescent probes for l ‐arginine detection based on naphthalene derivatives: Experiment and theory
Author(s) -
Li Jie,
Zhang Yang,
Chen Yanmei,
Shang Xuefang,
Ti Tongyu,
Chen Hongli,
Wang Tianyun,
Zhang Jinlian,
Xu Xiufang
Publication year - 2018
Publication title -
journal of molecular recognition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.401
H-Index - 79
eISSN - 1099-1352
pISSN - 0952-3499
DOI - 10.1002/jmr.2657
Subject(s) - chemistry , alanine , amino acid , valine , phenylalanine , aspartic acid , isoleucine , arginine , glycine , stereochemistry , histidine , schiff base , tryptophan , serine , methionine , cytotoxicity , leucine , biochemistry , in vitro , enzyme
Inspired by biological related parts, Schiff base derivatives and functional groups of chemical modification can provide efficient detection method of amino acids. Therefore, we have designed and prepared 4 compounds based on Schiff base derivatives involving ─NO 2 , ─OH, and naphthyl group. Results indicated that compound 4 containing 2 nitro groups showed strong sensitivity and high selectivity for arginine (Arg) among normal 18 kinds of standard amino acids (alanine, valine, leucine, isoleucine, methionine, aspartic acid, glutamic acid, arginine, glycine, serine, asparagine, phenylalanine, histidine, tryptophan, proline, lysine, glutamine, and cysteine). Theoretical investigation also approved the strong binding ability of compound 4 for Arg. In addition, compound 4 displayed high combining ability of Arg and low cytotoxicity of MCF‐7 cell in the 0 to 150 μg mL −1 of concentration range; it can be used for Arg in vivo detection of fluorescent probe.