1985
DOI: 10.1128/aem.50.4.831-836.1985
|View full text |Cite
|
Sign up to set email alerts
|

Identification of transformation products arising from bacterial oxidation of codeine by Streptomyces griseus

Abstract: 14-Hydroxycodeine and norcodeine were rigorously identified as products arising from codeine oxidation by Streptomyces griseus ATCC 10137. Both products were routinely detected in extracted culture filtrates after growth of cells in the presence of codeine for 1 week. Under these conditions, about 4 mol% of the codeine starting material was consumed, with norcodeine and 14-hydroxycodeine representing the only identifiable transformation products (molar ratio, 4:1, respectively). Extraction of a series of cultu… Show more

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2
2

Citation Types

0
13
0

Year Published

1988
1988
2001
2001

Publication Types

Select...
5
2
1

Relationship

0
8

Authors

Journals

citations
Cited by 31 publications
(13 citation statements)
references
References 22 publications
0
13
0
Order By: Relevance
“…The ability of Streptomyces griseus (ATCC13273) to transform a wide range of xenobiotic substrates following growth on a medium enriched with soybean flour has been well documented (Sariaslani and Rosazza, 1983;Kunz et al. 1985;Sariaslani et al.…”
Section: Introductionmentioning
confidence: 99%
“…The ability of Streptomyces griseus (ATCC13273) to transform a wide range of xenobiotic substrates following growth on a medium enriched with soybean flour has been well documented (Sariaslani and Rosazza, 1983;Kunz et al. 1985;Sariaslani et al.…”
Section: Introductionmentioning
confidence: 99%
“…However, the synthesis of 14-hydroxymorphine from morphine has not been accomplished chemically, and present syntheses of derivatives hydroxylated at C-14 rely on thebaine, which is a minor component of opium poppy alkaloids, as a starting material. This has been attributed to the saturated and therefore unreactive nature of the carbon at C-14 in morphine and codeine, whereas in thebaine this carbon is olefinic and readily undergoes hydroxylation (12). Biologically catalyzed reactions would, therefore, greatly facilitate these syntheses since morphine and codeine could be utilized as starting materials.…”
Section: Resultsmentioning
confidence: 99%
“…Biologically catalyzed reactions would, therefore, greatly facilitate these syntheses since morphine and codeine could be utilized as starting materials. The oxidation of codeine to 14␤-hydroxycodeine by S. griseus (12) is the only reported transformation of this type by a bacterium in which the product has been fully identified by 1 H NMR and mass spectral analyses. Such a biotransformation with morphine as substrate has never been fully established.…”
Section: Resultsmentioning
confidence: 99%
See 1 more Smart Citation
“…The morphine alkaloids have attracted considerable attention owing to their analgaesic properties and, consequently, much effort in the past has been directed at the production of new morphine alkaloids by micro-organisms (lizuka et al, 1960Yamada et al, 1962Yamada et al, , 1963Liras & Umbreit, 1975;Gibson et al, 1984;Kunz et al, 1985;Spassov et al, 1986). It is therefore perhaps surprising that there have been few reports on the utilization by micro-organisms of these alkaloid compounds as sole carbon and energy sources.…”
Section: Introductionmentioning
confidence: 99%