Synthesis of new β(2,2)-amino acids with carbohydrate side chains: impact on the synthesis of peptides

Gangavaram V M Sharma; Karnekanti Rajender; Gattu Sridhar; Post Sai Reddy; Marumudi Kanakaraju

doi:10.1016/j.carres.2014.01.026

Synthesis of new β(2,2)-amino acids with carbohydrate side chains: impact on the synthesis of peptides

Carbohydr Res. 2014 Mar 31:388:8-18. doi: 10.1016/j.carres.2014.01.026. Epub 2014 Feb 10.

Authors

Gangavaram V M Sharma¹, Karnekanti Rajender², Gattu Sridhar², Post Sai Reddy², Marumudi Kanakaraju²

Affiliations

¹ Organic and Biomolecular Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India. Electronic address: esmvee@iict.res.in.
² Organic and Biomolecular Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.

PMID: 24594528
DOI: 10.1016/j.carres.2014.01.026

Abstract

The study describes the synthesis of new geminally disubstituted C-linked carbo-β(2,2)-amino acids (β(2,2)-Caas) with different carbohydrate side chains, and their use in the synthesis of β(2,2)-peptides. The study infers that the side chain has an influence on the synthesis of peptides and their conformational behaviour.

Keywords: Carbohydrate side chain; Geminally disubstituted; β(2,2)-Amino acids; β(2,2)-Peptides.

Publication types

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

MeSH terms

Amino Acids / chemical synthesis*
Carbohydrates / chemistry*
Peptides / chemical synthesis*
Protein Folding
Protein Stability
Protein Structure, Secondary
Stereoisomerism

Substances

Amino Acids
Carbohydrates
Peptides