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Letters in Organic Chemistry


ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Synthesis of Methyl 4-O-methyl-β-D-ribo-hex-3-ulopyranoside-1-13C and Methyl 4-O-methyl-β-D-ribo-hex-3-ulopyranoside-3-13C as Fragment Analogues of Oxidized Cellulose Units

Author(s): Karin Krainz, Andreas Hofinger, Thomas Dietz, Hans-Ulrich Suss, Antje Potthast and Thomas Rosenau

Volume 7, Issue 3, 2010

Page: [186 - 190] Pages: 5

DOI: 10.2174/157017810791112478

Price: $65


Model compounds of oxidized anhydroglucose units in cellulosic materials, carrying 13C isotopic labels at specific positions, have been synthesized starting from commercially available 1-13C-D-glucose (14.7%) and 3-13C-Dglucose (6.3%), respectively, over 10 linear steps. To ensure high yields, the synthetic route was optimized with non-labeled material beforehand. The labeled compounds are used in studies of chromophore formation, yellowing, brightness reversion and aging of cellulosics.

Keywords: Cellulose, aging, yellowing, brightness reversion, isotopic labeling, 3-keto-glucose

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