Evidence for molybdate complexes of ketoses and aldosesin the furanose form: a 13C and 1H NMR study

The formation of dimolybdate complexes of ketoses of the ribo and lyxo series and of aldoses of the lyxo series was investigated by 13C and 1H NMR spectroscopy. All these sugars possess two cis hydroxyl groups adjacent to the anomeric centre and form two different series of complexes involving the f...

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Published in:Carbohydrate research 1992-12, Vol.237, p.23-32
Main Authors: Sauvage, Jean-Paul, Chapelle, Stella, Verchère, Jean-François
Format: Article
Language:English
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Summary:The formation of dimolybdate complexes of ketoses of the ribo and lyxo series and of aldoses of the lyxo series was investigated by 13C and 1H NMR spectroscopy. All these sugars possess two cis hydroxyl groups adjacent to the anomeric centre and form two different series of complexes involving the furanose forms. The tridentate complexes of 2-ketoses involve the ring HO-3,4 and the cis exocyclic HO-1 of the β ( ribo series) or of the α ( lyxo series) anomer, whereas the trans anomeric HO-2 is not bound to molybdenum. In the lyxo series, the β anomers form tetradentate complexes involving HO-1,2,3,5 (aldoses) or HO-2,3,4,6 (ketoses), that appear similar to a β- d-lyxofuranose complex already characterized in the solid state. A mixture of tridentate and tetradentate species was obtained in the case of d-tagatose. The relative stabilities of the complexes are discussed.
ISSN:0008-6215
1873-426X
DOI:10.1016/S0008-6215(92)84230-P