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Oxidation and metal-ion affinities of a novel cyclic tetrasaccharide

Permanent URL:
http://handle.nal.usda.gov/10113/36373
Abstract:
The cyclic tetrasaccharide, cyclo-{to 6)-α-D-Glcp-(1 to 3)-α-D-Glcp-(1 to 6)-α-D-Glcp-(1 to 3)-α-D-Glcp-(1 to}, was oxidized in high yield to a dicarboxylic acid, cyclo-{to 6)-α-D-Glcp-(1 to 3)-α-D-GlcpA-(1 to 6)-α-D-Glcp-(1 to 3)-α-D-GlcpA-(1 to}. The parent and oxidized compound were then screened for the ability to form stable complexes with 20 metal cations. Ion-exchange thin-layer chromatography was utilized to survey binding in aqueous and 50% methanolic solutions. The screening identified Pb2+, Fe2+ and Fe3+ as forming strong metal chelates with the oxidized cyclic tetrasaccharide. The stoichiometry of the oxidized cyclic tetrasaccharide and Pb2+ complex was determined to be 1:1 using aqueous gel-permeation chromatography. Perturbations between the free and complexed structure were examined using NMR spectroscopy. Molecular simulations were used to identify a probable structure of oxidized cyclic tetrasaccharide complexed with Pb2+.
Author(s):
Dunlap, Christopher A. , Cote, Gregory L. , Momany, Frank A.
Subject(s):
dietary carbohydrate , oligosaccharides , crosslinking , glycosidic linkages , metal ions , ion exchange chromatography , dicarboxylic acids , carbohydrate binding , chelating agents , lead , oxidation , nuclear magnetic resonance spectroscopy , gel permeation chromatography , chelation
Format:
p. 2367-2373.
Note:
Includes references
Source:
Carbohydrate research 2003 Oct. 31, v. 338, no. 22
Language:
English
Year:
2003
Collection:
Journal Articles, USDA Authors, Peer-Reviewed
File:
Download [PDF File]
Rights:
Works produced by employees of the U.S. Government as part of their official duties are not copyrighted within the U.S. The content of this document is not copyrighted.