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    National Tsing Hua University Institutional Repository > 理學院 > 化學系 > 期刊論文 >  1,6-anhydro-beta-L-hexopyranoses as potent synthons in the synthesis of the disaccharide units of bleomycin A(2) and heparin


    Please use this identifier to cite or link to this item: http://nthur.lib.nthu.edu.tw/dspace/handle/987654321/56595


    Title: 1,6-anhydro-beta-L-hexopyranoses as potent synthons in the synthesis of the disaccharide units of bleomycin A(2) and heparin
    Authors: Hung SC;Thopate SR;Chi FC;Chang SW;Lee JC;Wang CC;Wen YS
    教師: 洪上程
    Date: 2001
    Publisher: American Chemical Society
    Relation: Journal- American Chemical Society,ACS American Chemical Society,Volume: 123,Issue: 13,Pages: 3153-3154 Published: APR 4 2001
    Keywords: L-ALTROSE
    EFFICIENT SYNTHESIS
    ANTITHROMBIN-III
    DNA CLEAVAGE
    L-HEXOSES
    L-IDOSE
    OLIGOSACCHARIDES
    DERIVATIVES
    Abstract: L-Hexoses are key components of numerous biologically potent oligosaccharides and glycopeptides. For example, bleomycin A2,1 a glycopeptide antibiotic with significant antitumor activity, contains a carbohydrate moiety consisting of a R1 f 2 linked 3-O-carbamoyl-D-mannopyranose with L-gulopyranose (Figure 1). Glycosaminoglycans, for example, heparin, heparan sulfate, and dermatan sulfate, play important roles in a diverse set of biological processes2 and have L-idopyranosiduronic acids as typical constituents. Finally, L-altrose is a key structural element of the extracellular polysaccharides from ButyriVibrio fibrisolVens strain CF3.3 Given the importance of L-hexoses4 in the field of
    glycobiology, and that these rare sugars are not readily accessible from natural sources, we have explored herein a novel and efficient route toward the synthesis of 1,6-anhydro-â-L-gulo, -ido and -altropyranosyl sugars. Finally, we show how these valuable building blocks can be used to prepare the disaccharide units of bleomycin A2 as well as heparin.
    URI: http://pubs.acs.org/
    http://nthur.lib.nthu.edu.tw/dspace/handle/987654321/56595
    Appears in Collections:[化學系] 期刊論文

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