Diverse organo-peptide macrocycles via a fast and catalyst-free oxime/intein-mediated dual ligation

Maragani Satyanarayana; Francesca Vitali; John R Frost; Rudi Fasan

doi:10.1039/c1cc13533c

Diverse organo-peptide macrocycles via a fast and catalyst-free oxime/intein-mediated dual ligation

Chem Commun (Camb). 2012 Feb 1;48(10):1461-3. doi: 10.1039/c1cc13533c. Epub 2011 Sep 7.

Authors

Maragani Satyanarayana¹, Francesca Vitali, John R Frost, Rudi Fasan

Affiliation

¹ Department of Chemistry, University of Rochester, Rochester, NY, USA.

PMID: 21897951
DOI: 10.1039/c1cc13533c

Abstract

Macrocyclic Organo-Peptide Hybrids (MOrPHs) can be prepared from genetically encoded polypeptides via a chemoselective and catalyst-free reaction between a trifunctional oxyamino/amino-thiol synthetic precursor and an intein-fusion protein incorporating a bioorthogonal keto group.

Publication types

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

MeSH terms

Inteins*
Macrocyclic Compounds / chemistry*
Molecular Structure
Oximes / chemistry*
Peptides / chemistry*

Substances

Macrocyclic Compounds
Oximes
Peptides