Literature DB >> 22302623

Synthesis of cyclic peptides and cyclic proteins via ligation of peptide hydrazides.

Ji-Shen Zheng1, Shan Tang, Ye Guo, Hao-Nan Chang, Lei Liu.   

Abstract

Intramolecular ligation of peptide hydrazides is reported to occur readily, causing the lactamization of fully unprotected peptides in an epimerization-free manner. This method relies on the routine procedures of Fmoc solid-phase peptide synthesis. It can be used to prepare cyclic peptides and cyclic proteins under simpler, mild conditions at lower costs.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2012        PMID: 22302623     DOI: 10.1002/cbic.201100580

Source DB:  PubMed          Journal:  Chembiochem        ISSN: 1439-4227            Impact factor:   3.164


  9 in total

1.  Chemical synthesis of proteins using peptide hydrazides as thioester surrogates.

Authors:  Ji-Shen Zheng; Shan Tang; Yun-Kun Qi; Zhi-Peng Wang; Lei Liu
Journal:  Nat Protoc       Date:  2013-11-14       Impact factor: 13.491

Review 2.  General lack of structural characterization of chemically synthesized long peptides.

Authors:  Jean A Boutin; André L Tartar; Alain van Dorsselaer; Hubert Vaudry
Journal:  Protein Sci       Date:  2019-03-25       Impact factor: 6.725

3.  Synthesis and folding of a mirror-image enzyme reveals ambidextrous chaperone activity.

Authors:  Matthew T Weinstock; Michael T Jacobsen; Michael S Kay
Journal:  Proc Natl Acad Sci U S A       Date:  2014-07-28       Impact factor: 11.205

4.  A Helping Hand to Overcome Solubility Challenges in Chemical Protein Synthesis.

Authors:  Michael T Jacobsen; Mark E Petersen; Xiang Ye; Mathieu Galibert; George H Lorimer; Vincent Aucagne; Michael S Kay
Journal:  J Am Chem Soc       Date:  2016-09-01       Impact factor: 15.419

Review 5.  Aligator: A computational tool for optimizing total chemical synthesis of large proteins.

Authors:  Michael T Jacobsen; Patrick W Erickson; Michael S Kay
Journal:  Bioorg Med Chem       Date:  2017-06-03       Impact factor: 3.641

6.  On the Utility of Chemical Strategies to Improve Peptide Gut Stability.

Authors:  Thomas Kremsmayr; Aws Aljnabi; Juan B Blanco-Canosa; Hue N T Tran; Nayara Braga Emidio; Markus Muttenthaler
Journal:  J Med Chem       Date:  2022-04-14       Impact factor: 8.039

7.  Spontaneous head-to-tail cyclization of unprotected linear peptides with the KAHA ligation.

Authors:  Florian Rohrbacher; Gildas Deniau; Anatol Luther; Jeffrey W Bode
Journal:  Chem Sci       Date:  2015-06-10       Impact factor: 9.825

8.  Structure of Vps4 with circular peptides and implications for translocation of two polypeptide chains by AAA+ ATPases.

Authors:  Han Han; James M Fulcher; Venkata P Dandey; Janet H Iwasa; Wesley I Sundquist; Michael S Kay; Peter S Shen; Christopher P Hill
Journal:  Elife       Date:  2019-06-11       Impact factor: 8.140

Review 9.  Phenylthiocarbamate or N-carbothiophenyl group chemistry in peptide synthesis and bioconjugation.

Authors:  Oleg Melnyk; Nathalie Ollivier; Soizic Besret; Patricia Melnyk
Journal:  Bioconjug Chem       Date:  2014-03-28       Impact factor: 4.774

  9 in total

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