Direct synthesis of N-terminal thiazolidine-containing peptide thioesters from peptide hydrazides. Issue 66 (8th June 2018)

• Record Type: Journal Article
• Authors: Sato, Kohei; Tanaka, Shoko; Yamamoto, Kazuki; Tashiro, Yosuke; Narumi, Tetsuo; Mase, Nobuyuki
• Is Part Of: Chemical communications. Volume 54:Issue 66(2018)
• Page Start: 9127
• Page End: 9130
• Publication Date: 2018-06-08
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c8cc03591a
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : We report a simple and promising synthetic method to oxidize peptide hydrazides containing N-terminal thiazolidine as a protected cysteine. Abstract : We report a simple and promising synthetic method to oxidize peptide hydrazides containing N-terminal thiazolidine as a protected cysteine. This yields the corresponding thioester via a peptide azide without decomposition of the thiazolidine ring. The newly developed protocol was validated by the synthesis of the bioactive peptide LacZα.