Literature DB >> 21517126

Acid-catalyzed tandem thiol switch for preparing peptide thioesters from mercaptoethyl esters.

Khee Dong Eom1, James P Tam.   

Abstract

An efficient method compatible with Fmoc synthesis for preparing peptide thioesters via an acid-catalyzed tandem "thiol switch" of esters is described first by an intramolecular O-S acyl shift and then by an intermolecular S-S exchange, with concurrent deblocking of side chain protection groups.

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Year:  2011        PMID: 21517126     DOI: 10.1021/ol2007204

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


  1 in total

1.  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

  1 in total

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