Microbial transformation of steroids XIX. Transformation of Steroids byMycobacterium flavum

Čapek, A.; Hanc, O

doi:10.1007/bf02928239

Cited by 5 publications

(2 citation statements)

References 2 publications

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“…The above results indicate that, from the taxonomic aspect, transformation of progesterone can be used as one of the stable biochemical characteristics, in the classification of the genus Streptomyces, as previously demonstrated for the genera Actinomyces (VONDROVA and CAPEK 1963), Penicillium (CAPEK and HANC 1962), Aspergillus (DULANEY et al 1955, ISMAIL andZOHRI 1994), Fusurium (CAPEK and HANC 1960), Alternaria, Stemphyliurn, Cladosporium (CAPEK et al 1974) and several others.…”

Section: Gi- Dehjdmpivgesfronesupporting

confidence: 72%

Transformation reactions of progesterone by different species of Streptomyces

Atta

Zohri

1995

J. Basic Microbiol.

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A systematic study of transformation reactions of the genus Streptomyces with respect to the progesterone molecule was undertaken. The types of transformation reactions by different Streptomyces species were evaluated from the point of view of taxonomy. The isolates tested were divided according to the transformation types into six groups: (1) a group of species transform progesterone to 16 alpha-hydroxyprogesterone; (2) a group of species transform progesterone to 6 beta-hydroxyprogesterone; (3) a group of species transform progesterone to 6 beta, 11 alpha-dihydroxyprogesterone; (4) a group of species dehydrogenate progesterone in C1-2 position; (5) a group of species transform progesterone to 3 derivatives namely 6 beta-hydroxyprogesterone, 6 beta, 11 alpha-dihydroxyprogesterone and dehydrogenation in position C1-2; (6) a group of species with no capacity to transform progesterone into another steroid derivative. From the point of view of Streptomyces classification, the transformation reaction of progesterone fulfil all the requirements of taxonomic feature of Streptomyces. These appear to be specific properties and common to all the strains of individual Streptomyces species tested.

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Section: Gi- Dehjdmpivgesfronesupporting

confidence: 72%

Transformation reactions of progesterone by different species of Streptomyces

Atta

Zohri

1995

J. Basic Microbiol.

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“…A second possibility could be an ongoing transformation process (serial), which further transforms prednisolone and prednisone. These assumptions are supported by studies, which observed no remaining product after 2 days/1 week of incubation [35,36]. In another experiment, D 4 -cortisol instead of cortisol was incubated with N. simplex in urinary matrix.…”

Section: Optimising the In Vitro Incubation Proceduresmentioning

confidence: 83%

Investigations of the microbial transformation of cortisol to prednisolone in urine samples

Bredehöft

Baginski

Parr

et al. 2012

The Journal of Steroid Biochemistry and Molecular Biology

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Steroids

1964

Biotech & Bioengineering

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The numerous patents listed in Table I issued during 1962 indicated increasing sophistication in carrying out steroid transformations by using such techniques as cell-free enzyme systems, simultaneous and consecutive use of more than one microorganism, and the use of mold spores in a nongerminating environment. These techniques undoubtedly are being used in some commercial applications. The entire field of microbial transformations of steroids was surveyed32 in a review with 172 refs. 1,2-DehydrogenationMycobacterium jlavum was the fastest dehydrogenating strain of 248 strains from the genera Fusarium, Streptonayces, Nocardia, and Mycobacterium examined.* Further examination indicated that 17a-hydroxylation with side-chain cleavage at this position also occurred.? Other reports of 1,2-dehydrogenation include A4;3-0x0 steroids by Volutella ciliata, Ramularia robusta, and Hypomyces solani39 and 11/3,21-dihydroxy-4,17(2O)-pregnadiene-3-one by Septonzyxa a f l n i~.~~" A kinetic study of the dehydrogenation using enzymes isolated from Septomyxa aflnis indicated that the reaction was product inhibited.12 Dehydrogenation of 16&methyl-5a-dehydrocortisone to 16B-methyl prednisolone was carried out by Corynebacterium simple^.^^^ Compound S was dehydrogenated by Stereunz fasciaturn to yield 17a,20/3,21-trihydroxy-l,4-pregnadiene-3-one, and 17a-methyl-testosterone was also converted to its corresponding 1,2dehydrogenated deri~ative.6~ An Actinoplanes species converted dehydroepiandrosterone to androsta-1,4-diene-3,17-dione and prolonged contact was followed by 6a-and GP-hydro~ylation.~~ -HydroxyIationA process for 1 l-hydroxlation of 17 a-hydroxycortexone using Absidia orchidis and the separation of both ll-epimers was described.2fiFifty per cent conversion yields of Compound S to hydrocortisone by Curvularia lunata were reported for pilot scale studies.YO A variety of hallucinogenic fungi were shown capable of 11 a-hydroxylating Compound S when grown submerged.'* In a study of the progesterone transforming characteristics of 191 strains of Penicillium, 11 a-hydroxylation, 15P-hydroxyIation, and side-chain cleavage were the three main transformations indicated.6

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Microbial transformation of steroids XIX. Transformation of Steroids byMycobacterium flavum

Cited by 5 publications

References 2 publications

Transformation reactions of progesterone by different species of Streptomyces

Transformation reactions of progesterone by different species of Streptomyces

Investigations of the microbial transformation of cortisol to prednisolone in urine samples

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