Analysis of the component aldehyde and alcohols in borohydride-reduced dialdehydes from hexosamine derivatives

Autor:	Kazunori Mukai, Susumu Honda, Kazuaki Kakehi
Rok vydání:	1979
Předmět:	chemistry.chemical_classification Anomer Ethanethiol Borohydride Biochemistry Aldehyde Analytical Chemistry carbohydrates (lipids) chemistry.chemical_compound chemistry Environmental Chemistry Organic chemistry Monosaccharide Hemiacetal Derivatization Spectroscopy
Zdroj:	Analytica Chimica Acta. 111:227-234
ISSN:	0003-2670
DOI:	10.1016/s0003-2670(01)93265-9
Popis:	Unlike the dialdehydes formed from neutral monosaccharide residues, the dialdehydes from hexosamine residues are resistant to acidified ethanethiol, leaving the hemiacetal bond intact. However, the borohydride-reduced dialdehydes are readily split into the component aldehyde and alcohols; gas Chromatographic analysis of their derivatives is useful for structural studies of hexosamine-containing carbohydrates. Investigation by these sequential derivatization reactions indicated that anomeric methyl 2-acetamido-2-deoxy- d -glucopyranosides were oxidized in normal Malapradian fashion, whereas 2-acetamido-2-deoxy- d -glucose was over-oxidized. The rate of oxidation of 2-acetamido-D-glucitol was very rapid; the oxidation product can also be analyzed by the direct dithioacetal method (mercaptalation followed by trimethylsilylation).
Databáze:	OpenAIRE
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