Gene/Protein
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Enzyme
Compound
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Target Concepts:
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Query: UMLS:C0271276 (
Hudson
)
1,066
document(s) hit in 31,850,051 MEDLINE articles (0.00 seconds)
Dehydration of 4-(D-galacto-
pentitol
-1-yl)-2-phenyl-2H-1,2,3-triazole with 20% methanolic sulfuric acid afforded the anomeric pairs of nucleosides, 4-(alpha-D-lyxopyranosyl)-2-phenyl-2H-1,2,3-triazole (major component) and its beta-anomer, as well as 4-(alpha-D-lyxofuranosyl)-2H-1,2,3-triazole and its beta-anomer. The four anomeric C-nucleosides were separated by chromatography, and their structure and anomeric configuration were determined by periodate oxidation, acylation, and NMR spectroscopy as well as mass spectrometry. The anomeric assignment from optical rotation was not in agreement with final structure assignment and represented a violation of the
Hudson
isorotation rules. NOE studies and X-ray diffraction measurements confirmed the anomeric configuration.
...
PMID:Acid-catalyzed dehydrative cyclization of 4-(D-galacto -pentitol-1-yl)-2-phenyl-2H-1,2,3-triazole. synthesis and anomeric configuration of D-lyxo-C-nucleoside analogs. 1121 62