Journal
ORGANIC LETTERS
Volume 7, Issue 22, Pages 4891-4894Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol0517877
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Funding
- NIAID NIH HHS [AI 33706, R01 AI033706] Funding Source: Medline
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[GRAPHICS] The synthesis of the carbasugar analogue of 1,4-anhydro-beta-D-galactopyranose, a proposed intermediate in the reaction catalyzed by uridine diphosphate-alpha-D-Galp mutase, in racemic form via Diels-Alder and Barton decarboxylation chemistry is reported. This compound was found not to inhibit the mutase from Mycobacterium tuberculosis, indicating that the enzyme does not possess a 1,4-anhydro-beta-D-galactopyranose binding pocket.
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