Literature DB >> 14627390

Effect of copper salts on peptide bond formation using peptide thioesters.

Raffaele Ingenito1, Holger Wenschuh.   

Abstract

[reaction: see text] In the present paper, systematic studies revealed that Cu(I) salts in general and Cu(II) salts under certain circumstances promote effective reaction between peptide thiol esters and the N-terminal amino function of a second peptide segment to give the native amide bond for both solution- and solid-phase syntheses. Chiral integrity was retained. Reaction conditions were optimized and applied to the synthesis of a small protein, the identity of which was confirmed by NMR analysis.

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Year:  2003        PMID: 14627390     DOI: 10.1021/ol035742m

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


  2 in total

1.  Catalytic ester-amide exchange using group (IV) metal alkoxide-activator complexes.

Authors:  Chong Han; Jonathan P Lee; Emil Lobkovsky; John A Porco
Journal:  J Am Chem Soc       Date:  2005-07-20       Impact factor: 15.419

2.  One-pot odourless synthesis of thioesters via in situ generation of thiobenzoic acids using benzoic anhydrides and thiourea.

Authors:  Mohammad Abbasi; Reza Khalifeh
Journal:  Beilstein J Org Chem       Date:  2015-07-28       Impact factor: 2.883

  2 in total

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