Peptide ligation-desulfurization chemistry at arginine

Lara R Malins; Katie M Cergol; Richard J Payne

doi:10.1002/cbic.201300049

Peptide ligation-desulfurization chemistry at arginine

Chembiochem. 2013 Mar 18;14(5):559-63. doi: 10.1002/cbic.201300049. Epub 2013 Feb 20.

Authors

Lara R Malins¹, Katie M Cergol, Richard J Payne

Affiliation

¹ School of Chemistry, The University of Sydney, Sydney, New South Wales 2006, Australia.

PMID: 23426906
DOI: 10.1002/cbic.201300049

Abstract

The utility of a new β-thiol arginine building block in ligation-desulfurization chemistry has been demonstrated through reactions and kinetic studies with a range of peptide thioesters. Application of the method is highlighted by a one-pot, kinetically controlled, rapid ligation to generate a 7 kDa MUC1 glycopeptide.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Arginine / chemical synthesis
Arginine / chemistry*
Esters
Glycopeptides / chemical synthesis
Glycopeptides / chemistry*
Kinetics
Mucin-1 / chemistry
Sulfhydryl Compounds / chemistry*

Substances

Esters
Glycopeptides
Mucin-1
Sulfhydryl Compounds
Arginine