Literature DB >> 11472953

Transformation of 2,2'-bimorphine to the novel compounds 10-alpha-S-monohydroxy-2,2'-bimorphine and 10,10'-alpha,alpha'-S,S'-dihydroxy-2,2'-bimorphine by Cylindrocarpon didymum.

P J Stabler1, P J Holt, N C Bruce.   

Abstract

Whole-cell suspensions of Cylindrocarpon didymum were observed to transform 2,2'-bimorphine to the compounds 10-alpha-S-monohydroxy-2,2'-bimorphine and 10,10'-alpha,alpha'-S,S'-dihydroxy-2,2'-bimorphine. Mass spectrometry and (1)H nuclear magnetic resonance spectroscopy confirmed the identities of these new morphine alkaloids.

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Year:  2001        PMID： 11472953      PMCID： PMC93077          DOI： 10.1128/AEM.67.8.3716-3719.2001

Source DB:  PubMed          Journal:  Appl Environ Microbiol        ISSN： 0099-2240            Impact factor:   4.792


  20 in total

1.  [Studies in the field of microbiological decomposition. XVII. Transformation of alkaloids in the morphine series by Trametes sanguinea. (2)].

Authors:  M YAMADA; K IIZUKA; S OKUDA; T ASAI; K TSUDA
Journal:  Chem Pharm Bull (Tokyo)       Date:  1962-10       Impact factor: 1.645

2.  [Studies in the field of microbiological decomposition. XVI. Decomposition of alkaloids of the morphine group by Trametes sanguinea].

Authors:  K IIZUKA; M YAMADA; J SUZUKI; I SEKI; K AIDA; S OKUDA; T ASAI; K TSUDA
Journal:  Chem Pharm Bull (Tokyo)       Date:  1962-01       Impact factor: 1.645

3.  Microbial degradation of the morphine alkaloids: identification of morphine as an intermediate in the metabolism of morphine by Pseudomonas putida M10.

Authors:  N C Bruce; C J Wilmot; K N Jordan; A E Trebilcock; L D Gray Stephens; C R Lowe
Journal:  Arch Microbiol       Date:  1990       Impact factor: 2.552

4.  Transformation of morphine by resting cells and cell-free systems of Arthrobacter sp.

Authors:  P Liras; W W Umbreit
Journal:  Appl Microbiol       Date:  1975-08

5.  Enzymatic transformation of morphine by hydroxysteroid dehydrogenase from Pseudomonas testosteroni.

Authors:  P Liras; S S Kasparian; W W Umbreit
Journal:  Appl Microbiol       Date:  1975-10

6.  Microbial degradation of the morphine alkaloids. Purification and characterization of morphine dehydrogenase from Pseudomonas putida M10.

Authors:  N C Bruce; C J Wilmot; K N Jordan; L D Stephens; C R Lowe
Journal:  Biochem J       Date:  1991-03-15       Impact factor: 3.857

7.  Morphine metabolism revisited: I. Metabolic activation of morphine to a reactive species in rats.

Authors:  M A Correia; J S Wong; E Soliven
Journal:  Chem Biol Interact       Date:  1984-05       Impact factor: 5.192

8.  Morphine metabolism revisited. II. Isolation and chemical characterization of a glutathionylmorphine adduct from rat liver microsomal preparations.

Authors:  M A Correia; G Krowech; P Caldera-Munoz; S L Yee; K Straub; N Castagnoli
Journal:  Chem Biol Interact       Date:  1984-09-01       Impact factor: 5.192

9.  Oxidation of morphine to 2,2'-bimorphine by cylindrocarpon didymum

Authors: 
Journal:  Appl Environ Microbiol       Date:  1998-10       Impact factor: 4.792

10.  Transformations of morphine alkaloids by Pseudomonas putida M10.

Authors:  M T Long; A M Hailes; G W Kirby; N C Bruce
Journal:  Appl Environ Microbiol       Date:  1995-10       Impact factor: 4.792
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