Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
4
pubmed:dateCreated
1992-3-2
pubmed:abstractText
Acrolein reacts with deoxycytidine 5'-monophosphate at physiological pH to form one major adduct. A second minor adduct can be detected when a 3-fold excess of acrolein is present in the reaction mixture. The products were separated by ion-pair HPLC on two reverse-phase columns connected in series using triethylammonium formate as ion-pair reagent. The major adduct was characterized as 3-(5'-monophospho-2'-deoxyribosyl)-7,8, 9-trihydro-7-hydroxy-pyrimido [3,4-c]pyrimidin-2-one (3,N4-propanodeoxcytidine 5'-monophosphate). This mixture of diastereomers was formed by addition of C1 of acrolein to the exocyclic amino group at the 4-position of cytidine, followed by ring closure between C3 of acrolein and N3 of the heterocyclic ring. In order to address the utility of 32P postlabeling for the detection of this exocyclic adduct in acrolein-modified nucleic acids, an acrolein-deoxycytidine 3'-monophosphate reaction mixture was subjected to 32P postlabeling. 3-Dephosphorylation with nuclease P1 and the 3'-phosphatase activity of T4 polynucleotide kinase yields a nucleotide 5'-[32P] monophosphate which cochromatographs with 3,N4-propanodeoxycytidine 5'-monophosphate. These data indicate that 32P postlabeling and 3'-dephosphorylation can be used in conjunction with ion-pair HPLC for the detection and quantitation of acrolein-modified nucleotides.
pubmed:grant
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:issn
0893-228X
pubmed:author
pubmed:issnType
Print
pubmed:volume
2
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
267-71
pubmed:dateRevised
2007-11-14
pubmed:meshHeading
pubmed:articleTitle
Identification of 3,N4-propanodeoxycytidine 5'-monophosphate formed by the reaction of acrolein with deoxycytidine 5'-monophosphate.
pubmed:affiliation
Department of Pathology and Microbiology, University of Nebraska Medical Center, Omaha 68105.
pubmed:publicationType
Journal Article, Research Support, U.S. Gov't, P.H.S., Research Support, Non-U.S. Gov't