Scope and limitation of side-chain assisted ligation

Liat Spasser; K S Ajish Kumar; Ashraf Brik

doi:10.1002/psc.1336

Scope and limitation of side-chain assisted ligation

J Pept Sci. 2011 Apr;17(4):252-5. doi: 10.1002/psc.1336. Epub 2011 Feb 3.

Authors

Liat Spasser¹, K S Ajish Kumar, Ashraf Brik

Affiliation

¹ Department of Chemistry, Ben-Gurion University of the Negev, Beer Sheva 84105, Israel.

PMID: 21391285
DOI: 10.1002/psc.1336

Abstract

Side-chain assisted ligation is an auxiliary-mediated ligation strategy in which a thiol bearing cyclohexane or cyclopentane is attached to the side-chain of Asp, Glu, Ser or Thr to function in a similar manner to Cys in a native chemical ligation. Following the ligation step, the auxiliary is removed, without product isolation, under alkaline conditions.

Publication types

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

MeSH terms

Amino Acid Sequence
Amino Acids / chemistry*
Hydrolysis
Molecular Sequence Data
Molecular Structure
Peptide Fragments / chemistry*
Sulfhydryl Compounds / chemistry*

Substances

Amino Acids
Peptide Fragments
Sulfhydryl Compounds