Document Detail

Isolation and characterization of a lipoxygenase from Pseudomonas 42A2 responsible for the biotransformation of oleic acid into ( S )-( E )-10-hydroxy-8-octadecenoic acid.
MedLine Citation:
PMID:  15028873     Owner:  NLM     Status:  MEDLINE    
The isolation of a new lipoxygenase-like (LOX-like) enzyme from Pseudomonas 42A2 and its characterization is described. The enzyme, located in the periplasm of the cell, which contained 0.55 mol of Fe2+ per mol of protein, is monomeric and has a molecular mass of 45 kDa. In the presence of oxygen, the enzyme converts oleic acid into (E)-10-hydroperoxy-8-octadecenoic acid (HPOD), which decomposes to the corresponding (E)-10-hydroxy-8-octadecenoic acid (HOD). The absolute configuration of this acid was determined as S on the basis of exciton-coupled CD data, and specific rotation and NMR analysis of the corresponding p -bromobenzoate derivative. The reaction in vivo leads to the dihydroxy derivative (E)-7,10-dihydroxy-8-octadecenoic acid (DHOD), so that the three hydroxy-fatty acids can be isolated from the culture medium. The activity of the enzyme was optimal between 25 and 30 degrees C and 44% of its activity still remained at 55 degrees C. Its optimal pH is 8.5-9; and the presence of magnesium ions increased LOX activity by 1.5. The activity of the LOX is highest in unsaturated fatty acids containing double bonds in position 9 (oleic, linoleic and linolenic acids), linoleic acid being preferred (100% activity) over linolenic (60.4%) and oleic acids (46%). However, kinetic studies showed that the affinity of the enzyme is similar for the three substrates.
M Busquets; V Deroncelé; J Vidal-Mas; E Rodríguez; A Guerrero; A Manresa
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Antonie van Leeuwenhoek     Volume:  85     ISSN:  0003-6072     ISO Abbreviation:  Antonie Van Leeuwenhoek     Publication Date:  2004 Feb 
Date Detail:
Created Date:  2004-03-18     Completed Date:  2004-07-16     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0372625     Medline TA:  Antonie Van Leeuwenhoek     Country:  Netherlands    
Other Details:
Languages:  eng     Pagination:  129-39     Citation Subset:  IM    
Departamento de Bioquímica i Biologia Molecular, Facultat de Química, Universitat de Barcelona, Martí i Franqués 1, Barcelona 08028, Spain.
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MeSH Terms
Cell Fractionation
Electrophoresis, Polyacrylamide Gel
Enzyme Stability
Hydrogen-Ion Concentration
Lipoxygenase / chemistry,  isolation & purification*,  metabolism*
Oleic Acid / metabolism*
Oleic Acids / metabolism
Pseudomonas / enzymology*
Reg. No./Substance:
0/10-hydroxy-8-octadecenoic acid; 0/Oleic Acids; 112-80-1/Oleic Acid; EC
Erratum In:
Antonie Van Leeuwenhoek. 2004 Aug;86(2):201

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