Premium
Free‐Radical‐Based, Specific Desulfurization of Cysteine: A Powerful Advance in the Synthesis of Polypeptides and Glycopolypeptides
Author(s) -
Wan Qian,
Danishefsky Samuel J.
Publication year - 2007
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200704195
Subject(s) - chemistry , cysteine , combinatorial chemistry , native chemical ligation , aqueous medium , amino acid , functional group , organic chemistry , aqueous solution , biochemistry , enzyme , polymer
Being specific : The specific conversion of Cys (seleno‐Cys) into Ala by a free‐radical‐mediated reduction can be achieved in an aqueous medium under mild conditions (see scheme, PG=protecting group). The conversion can be achieved in the presence of all 20 natural amino acids as well as a range of functional groups. This native chemical ligation followed by the Cys into Ala conversion will enable the synthesis of complex peptides and glycopeptides.