Literature DB >> 16435861

Cysteine-derived s-protected oxazolidinones: potential chemical devices for the preparation of peptide thioesters.

Yusuke Ohta1, Saori Itoh, Akira Shigenaga, Saori Shintaku, Nobutaka Fujii, Akira Otaka.   

Abstract

[reaction: see text]. An N-S acyl-transfer-mediated preparation of peptide thioesters using the S-protected oxazolidinone derived from cysteine has been developed and applied to the synthesis of a 32-mer biologically active peptide by native chemical ligation protocols.

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Year:  2006        PMID： 16435861     DOI： 10.1021/ol052755m

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  3 in total

1.  An efficient Fmoc-SPPS approach for the generation of thioester peptide precursors for use in native chemical ligation.

Authors:  Juan B Blanco-Canosa; Philip E Dawson
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

2.  Native N-glycopeptide thioester synthesis through N→S acyl transfer.

Authors:  Bhavesh Premdjee; Anna L Adams; Derek Macmillan
Journal:  Bioorg Med Chem Lett       Date:  2011-05-25       Impact factor: 2.823

3.  Development of a Chemical Methodology for the Preparation of Peptide Thioesters Applicable to Naturally Occurring Peptides Using a Sequential Quadruple Acyl Transfer System.

Authors:  Yusuke Tsuda; Akira Shigenaga; Kohei Tsuji; Masaya Denda; Kohei Sato; Keisuke Kitakaze; Takahiro Nakamura; Tsubasa Inokuma; Kohji Itoh; Akira Otaka
Journal:  ChemistryOpen       Date:  2015-04-28       Impact factor: 2.911
  3 in total

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