Source:http://linkedlifedata.com/resource/pubmed/id/18476699
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
11
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pubmed:dateCreated |
2008-6-4
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pubmed:abstractText |
The resorcylic acid lactones zearalenone ( 1), alpha-zearalenol ( 2), beta-zearalenol ( 3), alpha-zearalanol (zeranol) ( 4), beta-zearalanol (taleranol) ( 5), and zearalanone ( 6) were converted to their glucuronides on a preparative scale in good yields. Reactions were conducted with bovine uridine 5'-diphosphoglucuronyl transferase (UDPGT) as catalyst and uridine 5'-diphosphoglucuronic acid (UDPGA) as cofactor. The glucuronides were isolated by column chromatography and characterized by NMR spectroscopy and mass spectrometry. Although the principal products were 4- O-glucuronides (i.e., linkage through a phenolic hydroxyl), significant quantities of the 6'- O-glucuronides (i.e., linkage through the aliphatic hydroxyl) of alcohols 2, 4, and 5 were also isolated. In the case of 3, the 2- O-glucuronide was isolated as the minor product. Overall isolated yields of glucuronides, performed on a 20-50 mg scale, were typically ca. 80% based on the resorcylic acid lactone starting material. LC-UV-MS (2) analysis of purified specimens revealed MS (2) fragmentations useful for defining the point of attachment of the glucuronide moiety to the zearalenone nucleus.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:month |
Jun
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pubmed:issn |
0021-8561
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
11
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pubmed:volume |
56
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
4032-8
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pubmed:meshHeading |
pubmed-meshheading:18476699-Animals,
pubmed-meshheading:18476699-Cattle,
pubmed-meshheading:18476699-Glucuronides,
pubmed-meshheading:18476699-Glucuronosyltransferase,
pubmed-meshheading:18476699-Magnetic Resonance Spectroscopy,
pubmed-meshheading:18476699-Models, Molecular,
pubmed-meshheading:18476699-Zearalenone
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pubmed:year |
2008
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pubmed:articleTitle |
Preparative enzymatic synthesis of glucuronides of zearalenone and five of its metabolites.
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pubmed:affiliation |
HortResearch Ltd., Ruakura Research Centre, Private Bag 3123, Hamilton, New Zealand.
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pubmed:publicationType |
Journal Article
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