Glycosylated foldamers to probe the carbohydrate-carbohydrate interaction

Graham L Simpson; Andrew H Gordon; David M Lindsay; Netnepa Promsawan; Matthew P Crump; Keith Mulholland; Barry R Hayter; Timothy Gallagher

doi:10.1021/ja0614565

Glycosylated foldamers to probe the carbohydrate-carbohydrate interaction

J Am Chem Soc. 2006 Aug 23;128(33):10638-9. doi: 10.1021/ja0614565.

Authors

Graham L Simpson¹, Andrew H Gordon, David M Lindsay, Netnepa Promsawan, Matthew P Crump, Keith Mulholland, Barry R Hayter, Timothy Gallagher

Affiliation

¹ School of Chemistry, University of Bristol, Bristol, BS8 1TS, UK.

PMID: 16910632
DOI: 10.1021/ja0614565

Abstract

The synthesis of a triglycosylated helical foldamer based on a combination of cyclopentyl- and pyrrolidinyl-based amino acids is described. This structure is stable in water, maintaining as it does a series of carbohydrate units in proximity to one another, and represents the basis of a new approach to the study of carbohydrate-carbohydrate interactions.

Publication types

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

MeSH terms

Carbohydrates / chemistry*
Glycosylation
Models, Molecular
Molecular Structure
Peptides / chemistry*
Protein Folding

Substances

Carbohydrates
Peptides