Microbial hydroxylation of steroids. 7. Hydroxylation of B-nortestosterone and related compounds by Rhizopus arrhizus ATCC 11145, and 13C nuclear magnetic resonance spectra of some B-norsteroids
Keyword(s):
The incubation of B-norandrost-4-ene-3-ones and B-nor-3β-hydroxyandrost-5-enes with Rhizopus arrhizus ATCC 11145 has been described. The products are consistent with a mechanism of oxidation at C-6 in which the stereochemistry of substitution at C-6 is controlled by stereoelectronic interactions in the substrate, and is not dictated by enzymic constraint during the reaction. The carbon-13 nuclear magnetic resonance spectra of several B-nor-Δ4 and Δ5 steroids have been presented.
1979 ◽
Vol 57
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pp. 3069-3072
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1993 ◽
Vol 41
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pp. 1173-1176
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2000 ◽
Vol 16
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pp. 225-237
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1982 ◽
Vol 30
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pp. 3932-3941
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1974 ◽
pp. 875
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1973 ◽
pp. 455
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