L-Fucose, one of the eight essential monosaccharide?s, is biosynthesized from GDP-D-mannose by the following three-step reaction sequence,
Question:
L-Fucose, one of the eight essential monosaccharide?s, is biosynthesized from GDP-D-mannose by the following three-step reaction sequence, where (H)P?guano sine diphosphate (a ribonucleoside diphosphate; Section 28.1):
(a) Step 1 involves an oxidation to a ketone, a dehydration to an enone, and a conjugate reduction. The step requires NAD+, hut no NADPH Is formed as a final reaction product. Propose a mechanism.
(b) Step 2 accomplishes two epimerizations and utilizes acidic and basic sites in the enzyme hut does not require a coenzyme. Propose a mechanism.
(c) Step 3 requires NADPH as coenzyme. Show the mechanism.
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a Oxidation by NADP elimination and conjugate reduction by NADPH give the observed product No...View the full answer
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