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, Thomas Rosenau.

Journal Name: Letters in Organic Chemistry

Volume 7 , Issue 3 , 2010

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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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Article Details

Year: 2010
Page: [186 - 190]
Pages: 5
DOI: 10.2174/157017810791112478
Price: $65

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