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Transformations of morphine, codeine and their analogues by Bacillus sp

Madyastha, KM and Reddy, GVB and Sridhar, GR (1998) Transformations of morphine, codeine and their analogues by Bacillus sp. In: Indian Journal of Chemistry - Section B: Organic and Medicinal Chemistry, 37 (8). pp. 749-753.

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A bacterial strain belonging to the genus Bacillus isolated by enrichment culture technique using morphine as a sole source of carbon transforms morphine and codeine into 14-hydroxymorphinone and 14-hydroxycodeinone as major and 14-hydroxymorphine and 14-hydroxycodeine as minor metabolites, respectively. When the N-methyl group in morphine and codeine are replaced by higher alkyl groups, the organism still retains its ability to carry out 14-hydroxylation as well as oxidation of the C-6-hydroxyl group in these N-variants, although the level of metabolites formed are considerably low. The organism readily transforms dihydromorphine and dihydrocodeine into only dihydromorphinone and dihydrocodeinone, respectively; suggesting that the 7,8-double bond is a necessary structural feature to carry out 14-hydroxylation reaction. The cell free extract (20,000 x g supernatant), prepared from morphine grown cells, transforms morphine into 14-hydroxymorphinone in the presence of NAD(+), but fails to show activity against testosterone. However, the cell free extract prepared from testosterone grown cells contains significant levels of 17 beta- hydroxysteroid dehydrogenase but shows no activity against morphine.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to National Institute of Science Communication and Information Resources.
Keywords: Pseudomonas-Putida M10;Microbial-Degradation; Identification;Purification;Alkaloidspseudomonas-Putida M10;Microbial-Degradation;Identification;Purification; Alkaloids.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Ms Mary Ranjeetha
Date Deposited: 12 Jul 2011 07:44
Last Modified: 12 Jul 2011 07:44
URI: http://eprints.iisc.ac.in/id/eprint/38791

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