Multivalent presentation of carbohydrates by 314-helical peptide templates: synthesis, conformational analysis using CD spectroscopy and saccharide recognition. Issue 46 (29th September 2015)

• Record Type: Journal Article
• Authors: Pawar, Nitin J.; Diederichsen, Ulf; Dhavale, Dilip. D.
• Is Part Of: Organic & biomolecular chemistry. Volume 13:Issue 46(2015)
• Page Start: 11278
• Page End: 11285
• Publication Date: 2015-09-29
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c5ob01673h
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A tetrameric glycoconjugate template, SSFT1, was coupled with a variety of six aminooxy sugars to achieve multivalent glycoconjugates2–7 . Abstract : A well defined 314 -helical tetravalent β-galactopeptide site-specific functionalised template (SSFT)1 was prepared containingd -galactose units, with free anomeric carbons as the aldehyde tags, and was explored via ligation with different aminoxy sugars (α-/β-d -glucose, α/β-d -galactose, α-d -mannose and β-d -lactose) to get 314 -helical carbohydrate-functionalised multivalent glycoconjugates2–7 . Preliminary recognition studies of tetramannosyl glycoconjugate4 with a specific lectin (concanavalin A) using fluorescence anisotropy showed an increase in binding affinity and the multivalency effect was found to be increased by 6.5 times per glycan.