摘要
A coumarin-based compound(1) was designed and synthesized as a new turn-on fluorescent probe for the detection of cysteine. The probe exhibited higher selectivity towards the target molecule over other thiol and amino acids at pH 7.2 in aqueous media CH_3CN-HEPES(0.02 mol/L, pH 7.2, 1:9, v/v). The reaction mechanism is attributed to the cysteine-induced S_NAr substitution-rearrangement reaction. Remarkable enhancement of up to 20-fold in fluorescence intensity was achieved in the detection of cysteine. When applied for the fluorescence imaging of cysteine, the compound 1 emitted a green fluorescence in Hi5 cell cytoplasm. The in vivo imaging of Caenorhabditis elegans had further confirmed the cysteine detection by compound 1.
A coumarin-based compound(1) was designed and synthesized as a new turn-on fluorescent probe for the detection of cysteine. The probe exhibited higher selectivity towards the target molecule over other thiol and amino acids at pH 7.2 in aqueous media CH_3CN-HEPES(0.02 mol/L, pH 7.2, 1:9, v/v). The reaction mechanism is attributed to the cysteine-induced S_NAr substitution-rearrangement reaction. Remarkable enhancement of up to 20-fold in fluorescence intensity was achieved in the detection of cysteine. When applied for the fluorescence imaging of cysteine, the compound 1 emitted a green fluorescence in Hi5 cell cytoplasm. The in vivo imaging of Caenorhabditis elegans had further confirmed the cysteine detection by compound 1.
基金
supported by the National Natural Science Foundation of China (Nos. 21462050 and 21672185)
the Foundation of the Department of Science and Technology of Yunnan Province of China (Nos. 2013HB062, 2014HB008, 2016FB020,2016FB023)
the Program for Excellent Youth Talents, Yunnan University (No. XT412003)