Fluorogenic tagging of peptides via Cys residues using thiol-specific vinyl sulfone affinity tags |
| |
Authors: | Gergely B. Cseré p,Zsuzsa Baranyai,Dá vid Komá romy,Kata Horvá ti,Szilvia Bősze,Pé ter Kele |
| |
Affiliation: | 1. “Lendület” Chemical Biology Research Group, Hungarian Academy of Sciences, Research Centre for Natural Sciences, Institute of Organic Chemistry, Magyar tudósok körútja 2, Budapest H-1117, Hungary;2. MTA-ELTE Research Group of Peptide Chemistry, Pázmány Péter sétány 1a, Budapest H-1117, Hungary |
| |
Abstract: | Fluorescent tagging of Cys-containing peptides is presented herein. The procedure follows a two-step sequential reaction scheme using thiol specific bifunctional chemical reporters and fluorogenic labels. Vinyl-sulfone bearing chemical reporters have been synthesized and demonstrated to selectively modify cysteine under physiological conditions in the presence of other nucleophilic amino acids. Bifunctional chemical reporters decorated with a terminal alkyne moiety, suitable for modification with azide containing fluorogenic labels were also synthesized. Such fluorogenic (turn on) labels in combination with these new vinyl-sulfone tags can be used generally in fluorescent modulation schemes of thiol-bearing biomolecules. |
| |
Keywords: | Fluorogenic dyes Vinyl-sulfones Thiol-ene chemistry Bioorthogonal tagging Fluorescence |
本文献已被 ScienceDirect 等数据库收录! |
|