Induction of benzo(a)pyrene hydroxylase in aspergillusochraceus TS: Evidences of multiple forms of cytochrome P-450

Dutta, Debjani; Ghosh, Dipak; Mishra, Ajit; Samanta, Timir B.

doi:10.1016/s0006-291x(83)80200-9

Cited by 31 publications

(15 citation statements)

References 15 publications

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“…In Aspergillus ochraceus induction of cytochrome P450-mediated progesterone 11␣-hydroxylase activity by progesterone resulted in full induction of the P450 activity, while CPR activity was induced threefold . Similar observations of coregulation of cytochrome P450 and CPR activities were reported for several other fungal P450 systems (Baillie, 1993;Bhatagnar et al, 1982;Dutta et al, 1983), suggesting that coregulation of P450 and CPR is a common feature in fungi. The regulation of expression of three fungal P450 systems has been studied.…”

Section: Regulation Of Fungal Cytochrome P450 Enzyme Systemssupporting

confidence: 82%

Cytochrome P450 Enzyme Systems in Fungi

Brink

Gorcom

Hondel

et al. 1998

Fungal Genetics and Biology

182

126

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Section: Regulation Of Fungal Cytochrome P450 Enzyme Systemssupporting

confidence: 82%

Cytochrome P450 Enzyme Systems in Fungi

Brink

Gorcom

Hondel

et al. 1998

Fungal Genetics and Biology

182

126

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“…crobial sources are also responsible for the detoxification by S a R = H 6 hydroxylation of endogenous organic material (I I), and are b R = OH implicated in the metabolism of arenes to arene oxides (12).…”

Section: Introductionmentioning

confidence: 99%

Microbial hydroxylation of steroids. 9. Epoxidation of Δ⁶-3-ketosteroids by Rhizopusarrhizus ATCC 11145, and the mechanism of the 6β hydroxylase enzyme

Holland¹,

Chenchaiah²,

Thomas³

et al. 1984

Can. J. Chem.

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A series of A"3-ketosteroids has been incubated with the C-6P hydroxylating fungus Rhizopus arrhizus ATCC 1 1145. Ring A aromatic steroids are not metabolized by this fungus, nor are 3-chloro-and 3-(N-pyrrolideno)-androsta-3,Sdienes.A'.'-3-~etosteroids are epoxidized at the 6.7 position by R. arrhizus with P stereochemistry; in contrast, both 5a-and 5P-A"3-ketosteroids are epoxidized with a stereochemistry by fungal and peracid reagents. The results of this and previous studies now make it possible to define the nature of the hydroxylating/epoxidizing species of the 6P hydroxylase enzyme of R. arrhizrts. Evidence is presented for a stepwise reaction mechanism in both cases. Improved methods of synthesis are described for 6-methylene-testosterone and estra-4,6-dien-l7P-ol-3-one.HERBERT L. HOLLAND, P. CHINNA CHENCHAIAH, EVERTON M. THOMAS, BEATRIX MADER et MICHAEL J. DENNIS. Can. J. Chem. 62, 2740Chem. 62, (1984.On a procede i l'incubation d'une serie de Ah ceto-3 steroi'des en presence du champignon Rhizopus arrhizus ATCC 1 1 145 qui provoque des rtactions d'hydroxylation en C-6P. Les steroi'des comportant un cycle A aromatique ainsi que les chloro-3 ou (N-pyrro1ideno)-3 androstadiknes-3,5 ne sont pas mCtabolisCs par ce champignon. Sous I'influence du R. arrhizus, les A4.6 ctto-3 steroi'des subissent une reaction d'epoxydation en position 6,7 et la sterkochimie de la reaction est P; par opposition, les Ah ctto-3 steroi'des tant de la serie 5 a que de la serie 5P subissent des rkactions d'epoxydation dont la stdrtochimie est a tant sous I'action des champignons que des peracides. Grice aux resultats de la presente etude ainsi que ces obtenus anttrieurement, il est maintenant possible de definir la nature des espkces, presentes dans I'enzyme hydroxylase 6P du R. arrhizus, qui provoquent les reactions d'hydroxylation et d'epoxydation. Dans chacun de ces cas, on presente des donnkes qui suggkrent un micanisme rkactionnel par Ctapes. On decrit des methodes ameliorees de synthkse pour la mCthylkne-6 testosterone ainsi que pour I'estradiene-4,6 01-17P one-3.[Traduit par le journal]

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“…A cytochrome P-450 linked monooxygenase catalyzed 11α-hydroxylation of progesterone in Aspergillus ochraceus TS. The different classical inducers of cytochrome P-450 induce the benzo(a)pyrene hydroxylase activity to varying degree and suggests the existence of multiple forms of cytochrome P-450 in this fungus [9][10] . The present paper reports the presence of standard cytochrome P-450 mediated biotransformation enzymes cytochrome c reductase and hexane oxidase in Aspergillus ochraceus (NCIM 1146), and their inducible nature by using various inducers.…”

Section: Introductionmentioning

confidence: 84%

Study of mixed function oxidase system in Aspergillus ochraceus (NCIM 1146)

2007

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Aspergillus ochraceus (NCIM-1146) has shown the ability to degrade cholesterol, camphor and naphthalene, when 96 h grown mycelium incubated in medium containing these organic compounds. Presence of higher level of electron transport components and biotransformation enzyme activity were observed in Aspergillus ochraceus, when grown in potato dextrose medium for 96 h. The enzyme activity preferred NADPH as a cofactor and shows inhibition in the presence of CO, indicating cytochrome P-450 mediated reactions. A signifi cant increase in the levels of electron transport components and biotransformation enzyme activity were observed in presence of different inducers (viz. cholesterol, camphor, naphthalene, veratrole, phenobarbital, n-hexane, kerosene and saffola oil) when compared with mycelium incubated in same way with similar conditions for 2 min incubation. Analyses of the products of cholesterol and camphor using HPLC and GCMS confi rm the degradation of these compounds.

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Induction of benzo(a)pyrene hydroxylase in aspergillusochraceus TS: Evidences of multiple forms of cytochrome P-450

Cited by 31 publications

References 15 publications

Cytochrome P450 Enzyme Systems in Fungi

Cytochrome P450 Enzyme Systems in Fungi

Microbial hydroxylation of steroids. 9. Epoxidation of Δ⁶-3-ketosteroids by Rhizopusarrhizus ATCC 11145, and the mechanism of the 6β hydroxylase enzyme

Study of mixed function oxidase system in Aspergillus ochraceus (NCIM 1146)

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Induction of benzo(a)pyrene hydroxylase in aspergillusochraceus TS: Evidences of multiple forms of cytochrome P-450

Cited by 31 publications

References 15 publications

Cytochrome P450 Enzyme Systems in Fungi

Cytochrome P450 Enzyme Systems in Fungi

Microbial hydroxylation of steroids. 9. Epoxidation of Δ6-3-ketosteroids by Rhizopusarrhizus ATCC 11145, and the mechanism of the 6β hydroxylase enzyme

Study of mixed function oxidase system in Aspergillus ochraceus (NCIM 1146)

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Microbial hydroxylation of steroids. 9. Epoxidation of Δ⁶-3-ketosteroids by Rhizopusarrhizus ATCC 11145, and the mechanism of the 6β hydroxylase enzyme