Bis(2-sulfanylethyl)amino native peptide ligation.
The reaction of a peptide featuring a bis(2-sulfanylethyl)amino (SEA) group on its C-terminus with a cysteinyl peptide in water at pH 7 and 37 °C leads to the chemoselective and regioselective formation of a native peptide bond. This method called SEA ligation enriches the native peptide ligation repertoire available to the peptide chemist. Preparation of an innovative solid support which allows the straightforward synthesis of peptide SEA fragments using standard Fmoc/tert-butyl solid phase peptide synthesis procedures is also described.
CNRS UMR 8161, Univ Lille Nord de France, Institut Pasteur de Lille, IFR 142 Molecular and Cellular Medicine, 1 rue du Pr Calmette 59021 Lille Cedex, France.
Nathalie
N
Ollivier
Julien
J
Dheur
Reda
R
Mhidia
Annick
A
Blanpain
Oleg
O
Melnyk
D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis* / Q000737:chemistry
D010455:Peptides; D013438:Sulfhydryl Compounds