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Microbial introduction of a 16α-hydroxyl function into the steriod nucleus

✍ Scribed by Dr. M. Iida; T. Shinozuka; H. Iizuka

Publisher
John Wiley and Sons
Year
2007
Tongue
English
Weight
264 KB
Volume
19
Category
Article
ISSN
0233-111X

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✦ Synopsis

Microbial introduction of a 16whydroxyl function into the steroid nucleus (EiuLqeqcrtcqrii u t i i 18. 12. JYih')

Tlie iritiodrrction of a 1Ka-liydroxyl function into t h r strroid nucleiis n as studied in resting ~~~1 1 s o f Ntrrpfonryces roseochrotnogenes N RKI, l3-1233. The oxidation product of dehydroepiandrostt~r~ri~, (DHEA) u as identified as 16a hydroxy DHEA by using thin-!ayer and gas-liquid chromatograph). A linear relation between cell concentration and 1Ga-OH-DHEA formation uas observed. 16a-Hydroxylase showed good activity at pH 8.0 for lea-OH-DHEA formation. The enzyme shomcti good activity a t 3.1 x lo-' 31 DHEA. The oxidation products of pregncnolonr, 4-androstene-3.17-dione, estrone, and 5-androstene-3/~.17/1'-diol ds well as of other substrates \ere identified as the I Ga-hydroxy steroid, respectively. Tlie rates of microbial 1Ga-hydroxylation were as follon s: 76.!4y0 for DHEA. 50.4O/, for pregnenolone. 43.9OL for 4-androstene-3,17-dione, 34.39, for cstrone, arid 19.6:, for 5-androstene-3/1,17B-diol. The organism tested catalyzcs I6a-liydroxylation of a I+ idc variety of steroids.

📜 SIMILAR VOLUMES

Introduction of a 16α-hydroxyl function
Introduction of a 16α-hydroxyl function into estrone by Streptomyces roseochromogenes
✍ Dr. M. Iida; H. Iizuka 📂 Article 📅 2007 🏛 John Wiley and Sons 🌐 English ⚖ 271 KB

## Abstract __Streptomyces roseochromogenes__ (NRRL B‐1233) converted estrone predominantly into its 16α‐hydroxyl derivative. Chemical and spectroscopic (UV, IR, NMR, MS) methods were used in establishing the structure and stereochemistry of the oxidation product. The product was assigned as 16α‐hy