Document Detail


Selective (R)-3-hydroxylation of FA by Stenotrophomonas maltophilia.
MedLine Citation:
PMID:  11942484     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Soil samples were screened for microorganisms selectively transforming FA. One of the isolated strains was identified as the bacterium Stenotrophomonas maltophilia by its phenotypic features and genotypic characterization by sequencing the ribosomal RNA gene. Using linoleic acid as substrate resulted in the formation of two major compounds. After liquid chromatographic isolation and separation, their structures were elucidated by HPLC-tandem MS, GC-MS, and NMR techniques to be 3-hydroxy-Z6-dodecenoic acid and 3-hydroxy-Z5,Z8-tetradecadienoic acid. In additional experiments, other FA, such as a-linolenic, oleic, palmitoleic, myristoleic, and cis-vaccenic acids, were converted to 3-hydroxylated metabolites of shorter chain lengths as well. Determination of the enantiomeric composition revealed highly enriched (R)-hydroxylation (88-98% enantiomeric excess).
Authors:
Kerstin Weil; Patrick Gruber; Frank Heckel; Dag Harmsen; Peter Schreier
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Lipids     Volume:  37     ISSN:  0024-4201     ISO Abbreviation:  Lipids     Publication Date:  2002 Mar 
Date Detail:
Created Date:  2002-04-10     Completed Date:  2002-10-10     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0060450     Medline TA:  Lipids     Country:  United States    
Other Details:
Languages:  eng     Pagination:  317-23     Citation Subset:  IM    
Affiliation:
Lehrstuhl für Lebensmittelchemie, Universität Würzburg, Germany.
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MeSH Terms
Descriptor/Qualifier:
Chromatography, High Pressure Liquid
Fatty Acids / metabolism*
Genotype
Hydroxylation
Magnetic Resonance Spectroscopy
Phenotype
Spectrometry, Mass, Electrospray Ionization
Stenotrophomonas maltophilia / genetics,  metabolism*
Chemical
Reg. No./Substance:
0/Fatty Acids

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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