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- W1804473732 abstract "This chapter focuses on the synthesis of nucleotide-linked 6-deoxyhexoses and related reactions. These reactions are complex in that they involve not only dehydration but also an intramolecular oxidation–reduction step to yield a 4-keto-6-deoxyhexose, which after subsequent epimerization and reduction of the 4-keto group, yields a nucleotide-linked 6-deoxyhexose. The chapter presents the example of the synthesis of dTDP-L-rhamnose from dTDP-D-glucose, concentrating primarily on the first step in the reaction, the dTDP-D-glucose oxidoreductase reaction. The proposed mechanism for the dTDP-D-glucose oxidoreductase was proposed, when it was found that enzymes of this type either required catalytic quantities of diphosphopyridine nucleotide (DPN) or appeared to contain enzyme-bound DPN. According to this mechanism, a 4-keto-hexose is formed in the first step, which is then converted to a 4-keto-5,6-glycoseen, and the double bond between C-5 and C-6 is then reduced by the DPNH formed in the oxidation of the hexose to a 4-ketohexose." @default.
- W1804473732 created "2016-06-24" @default.
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- W1804473732 date "1971-01-01" @default.
- W1804473732 modified "2023-09-27" @default.
- W1804473732 title "16 Dehydration in Nucleotide-Linked Deoxysugar Synthesis" @default.
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- W1804473732 doi "https://doi.org/10.1016/s1874-6047(08)60099-2" @default.
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