Source:http://linkedlifedata.com/resource/pubmed/id/16549090
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
3
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pubmed:dateCreated |
2006-5-29
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pubmed:abstractText |
Epichlorohydrin (a probable human carcinogen) was allowed to react with adenosine and the adducts were characterized by NMR and UV spectroscopy, and mass spectrometry. The adduct initially formed was 1-(3-chloro-2-hydroxypropyl)-adenosine, which subsequently ring closures to 1,N(6)-(2-hydroxypropyl)-adenosine at neutral and basic conditions. At acid conditions, the N-1 adduct undergoes a slow deamination to yield 1-(3-chloro-2-hydroxypropyl)-inosine. Minor adducts identified were 7-(3-chloro-2-hydroxypropyl)-adenosine and 3-(3-chloro-2-hydroxypropyl)-adenosine which are easily deglycosylated, and an adduct where the epichlorohydrin residue was attached to the sugar moiety of adenosine. A diadduct, 1,N(6)-(2-hydroxypropyl)-N(6)-(3-chloro-2-hydroxypropyl)-adenosine was also identified. The reaction of epichlorohydrin with calf thymus DNA gave 1,N(6)-(2-hydroxypropyl)-deoxyadenosine and 3-(3-chloro-2-hydroxypropyl)-adenine (major adduct).
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/2'-deoxyadenosine,
http://linkedlifedata.com/resource/pubmed/chemical/Adenosine,
http://linkedlifedata.com/resource/pubmed/chemical/DNA,
http://linkedlifedata.com/resource/pubmed/chemical/Deoxyadenosines,
http://linkedlifedata.com/resource/pubmed/chemical/Epichlorohydrin,
http://linkedlifedata.com/resource/pubmed/chemical/calf thymus DNA
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pubmed:status |
MEDLINE
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pubmed:month |
Jun
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pubmed:issn |
0045-2068
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
34
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
115-30
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:16549090-Adenosine,
pubmed-meshheading:16549090-Animals,
pubmed-meshheading:16549090-Cattle,
pubmed-meshheading:16549090-Chromatography, High Pressure Liquid,
pubmed-meshheading:16549090-DNA,
pubmed-meshheading:16549090-Deoxyadenosines,
pubmed-meshheading:16549090-Epichlorohydrin,
pubmed-meshheading:16549090-Magnetic Resonance Spectroscopy,
pubmed-meshheading:16549090-Mass Spectrometry,
pubmed-meshheading:16549090-Molecular Structure,
pubmed-meshheading:16549090-Reference Standards,
pubmed-meshheading:16549090-Sensitivity and Specificity,
pubmed-meshheading:16549090-Spectrophotometry, Ultraviolet
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pubmed:year |
2006
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pubmed:articleTitle |
Reaction of epichlorohydrin with adenosine, 2'-deoxyadenosine and calf thymus DNA: identification of adducts.
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pubmed:affiliation |
Department of Organic Chemistry, Abo Akademi University, Biskopsgatan 8, FIN-20500 Turkul Abo, Finland.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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