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Triblock Peptide and Peptide Thioester Synthesis With Reactivity‐Differentiated Sulfonamides and Peptidyl Thioacids
Author(s) -
Crich David,
Sharma Indrajeet
Publication year - 2009
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.200903050
Subject(s) - peptide , sulfonamide , thioester , combinatorial chemistry , chemistry , native chemical ligation , peptide synthesis , reactivity (psychology) , computer science , biochemistry , chemical synthesis , stereochemistry , enzyme , medicine , in vitro , alternative medicine , pathology
One after the other : Triblock peptide synthesis was achieved at ambient temperature by sequential reaction of sulfonamide‐protected peptidyl thioacids first with highly reactive 2,4‐dinitrobenzenesulfonamides and second with more moderately reactive sulfonamides to produce the oligopeptides in good yields. The method is compatible with C‐terminal thioesters and thus presents a new approach for native chemical ligation strategies.