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Synthesis of [6″-3H]-, (6″-2H)- and (2-2H)-maltotriose

✍ Scribed by Bernd Sauerbrei; Jutta Niggemann; Stefan Gröger; Sungsook Lee; Heinz G. Floss

Publisher: Elsevier Science
Year: 1996
Tongue: English
Weight: 698 KB
Volume: 280
Category: Article
ISSN: 0008-6215
DOI: 10.1016/0008-6215(95)00315-0

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✦ Synopsis

To prepare labeled precursors for biosynthetic studies, methods for the specific introduction of tritium and deuterium into the reducing and the terminal glucose unit of maltotriose were developed. Thus [6"-3H]- and (6"-2H)-maltotriose (17) and (18) were prepared via selective methoxytritylation, deprotection and subsequent modified Pfitzner-Moffatt oxidation, followed by reduction with sodium borotritiide or sodium borodeuteride, respectively. A simple two step procedure utilizing the Lobry de Bruyn/van Ekenstein transformation gave (2-2H)maltotriose (20).

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