Chemical Modifications of Peptide Sequences via S-Alkylation Reaction
Enrica Calce, Marilisa Leone, Luca Monfregola, and Stefania De Luca
Org. Lett., Article ASAP
DOI: 10.1021/ol402637d
Publication Date (Web): October 3, 2013
Copyright © 2013 American Chemical Society
A chemoselective, convenient, and mild synthetic strategy to modify peptides on a cysteine sulfhydryl group is described. It simply requires activated molecular sieves to selectively promote S-alkylation in the presence of peptide nucleophilic functionalities. The procedure is easy to perform, fast, and provides high yields even in the case of poor electrophilic groups. Moreover, the method allows an efficient one-pot poly alkylation, proving that the sulfhydryl reactivity does not rely on its specific position within the peptide sequence.
Keyword: Peptide Analysis Services