Source:http://linkedlifedata.com/resource/pubmed/id/21257189
Switch to
Predicate | Object |
---|---|
rdf:type | |
lifeskim:mentions | |
pubmed:issue |
2
|
pubmed:dateCreated |
2011-3-28
|
pubmed:abstractText |
Soybean lipoxygenase-1 (SBLO-1) catalyzes the oxygenation of 1,4-dienes to produce conjugated diene hydroperoxides. The best substrates are anions of fatty acids; for example, linoleate is converted to 13(S)-hydroperoxy-9(Z),11(E)-octadecadienoate. The manner in which SBLO-1 binds substrates is uncertain. In the present work, it was found that SBLO-1 will oxygenate linoleyltrimethylammonium ion (LTMA) to give primarily13(S)-hydroperoxy-9(Z),11(E)-octadecadienyltrimethylammonium ion. The rate of this process is about the same at pH 7 and pH 9 and is about 30% of the rate observed with linoleate at pH 9. At pH 7, SBLO-1 oxygenates linoleyldimethylamine (LDMA) to give primarily 13(S)-hydroperoxy-9(Z),11(E)-octadecadienyldimethylamine. The oxygenation of LDMA occurs at about the same rate as LTMA at pH 7, but more slowly at pH 9. The results demonstrate that SBLO-1 will readily oxygenate substrates in which the carboxylate of linoleate is replaced with a cationic group, and the products of these reactions have the same stereo- and regiochemistry as the products obtained from fatty acid substrates.
|
pubmed:language |
eng
|
pubmed:journal | |
pubmed:citationSubset |
IM
|
pubmed:chemical | |
pubmed:status |
MEDLINE
|
pubmed:month |
Apr
|
pubmed:issn |
1090-2120
|
pubmed:author | |
pubmed:copyrightInfo |
Copyright © 2011 Elsevier Inc. All rights reserved.
|
pubmed:issnType |
Electronic
|
pubmed:volume |
39
|
pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
94-100
|
pubmed:meshHeading |
pubmed-meshheading:21257189-Cations,
pubmed-meshheading:21257189-Hydrogen-Ion Concentration,
pubmed-meshheading:21257189-Linoleic Acid,
pubmed-meshheading:21257189-Lipoxygenase,
pubmed-meshheading:21257189-Soybeans,
pubmed-meshheading:21257189-Stereoisomerism,
pubmed-meshheading:21257189-Substrate Specificity
|
pubmed:year |
2011
|
pubmed:articleTitle |
Cationic substrates of soybean lipoxygenase-1.
|
pubmed:affiliation |
Department of Chemistry, Bucknell University, Lewisburg, PA 17837, United States.
|
pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
|