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Behavior of the 2-acetamido-2-deoxy-α-d-glucopyranosyl residue during sequential hydrazinolysis, N-reacetylation, reduction, and methylation of glycoasparagines

✍ Scribed by Jean-Claude Michalski; Jasna Peter-Katalinic; Heinz Egge; José Paz-Parente; Jean Montreuil; Gérard Strecker

Publisher: Elsevier Science
Year: 1984
Tongue: English
Weight: 637 KB
Volume: 134
Category: Article
ISSN: 0008-6215
DOI: 10.1016/0008-6215(84)85036-3

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✦ Synopsis

The products from the reaction were partly separated, and gas-liquid chromatographymass spectrometry and fast-atom-bombardment mass spectrometry indicated the presence of 8 by-products in addition to 2-acetamido-2-deoxyglucitol derivatives. It is postulated that these by-products are formed by a series of kinetically competitive processes starting from the key intermediate, 2-acetamido-2-deoxy-D-glucose hydrazone.

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