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Carbohydrate−Carbohydrate Recognition Between Lewis X Blood Group Antigens, Mediated by Calcium Ions
Author(s) -
Gege Christian,
Geyer Armin,
Schmidt Richard R.
Publication year - 2002
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200208)2002:15<2475::aid-ejoc2475>3.0.co;2-m
Subject(s) - chemistry , anomer , cooperativity , carbohydrate , calcium , trisaccharide , nuclear magnetic resonance spectroscopy , carbohydrate chemistry , bivalent (engine) , stereochemistry , titration , covalent bond , organic chemistry , biochemistry , metal
Bivalent Lewis X (Le X ) oligosaccharides were synthesised in order to study the conformational details of carbohydrate clusters by NMR spectroscopy. To this end, two Le X trisaccharide moieties ( 1 ) were covalently linked through the 6‐hydroxy group or through the anomeric oxygen of GlcNAc to yield dimers 2 and 3 , respectively. The two Le X halves of the model saccharide 2 exhibited cooperativity in calcium binding. Three different lactosides served as control compounds for NMR titration with calcium chloride. (© Wiley‐VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)