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Synthesis of vinyl sulfide analogs of 2,3-oxidosqualene and their inhibition of 2,3-oxidosqualene lanosterol-cyclases

โœ Scribed by Yi Feng Zheng; Dharmpal S. Dodd; Allan C. Oehlschlager; Peter G. Hartman


Publisher
Elsevier Science
Year
1995
Tongue
French
Weight
925 KB
Volume
51
Category
Article
ISSN
0040-4020

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Synthesis and enzymatic cyclization of (
โœ Brian J. Robustell; Ikuro Abe; Glenn D. Prestwich ๐Ÿ“‚ Article ๐Ÿ“… 1998 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 266 KB

A convergent asymmetric synthesis led to (3S)-14-fluoro-2,3-oxidosqualene (14-FOS, 16), which was cyclized by bacterial squalene:hopane cyclase to a monocarbocyclic product with a bridged ether and a 2:3 mixture of bicyclic alcohols. 14-FOS was neither a substrate nor an inhibitor for vertebrate oxi