Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
3
pubmed:dateCreated
1983-4-15
pubmed:abstractText
Natural-abundance high-resolution 15N NMR spectra have been recorded for 1-methyl-N4-methoxycytosine (the product of reaction of 1-methylcytosine with the mutagen methoxyamine), 2',3',5'-tri-O-methyladenosine, and a 1:1 mixture of the two, all in chloroform solution. The spectra were obtained by application of a sequence of impulses of the type referred to as insensitive nuclear enhancement by polarization transfer (INEPT). Assignments of all the nitrogen resonances were based on nitrogen-proton coupling constants and literature data. Analysis of the 15N chemical shifts demonstrated the formation of base pairs with hydrogen bonds involving the ring N(1) and an N6-H of adenine, and the N(3)-H and C(2) = O of N4-methoxycytosine, viz. N(1) . H-N(3) and N6-H . O2 = C. The hydrogen-bond-stabilized complex formed thus involves an inverse type of Watson-Crick base-pairing. The data excluded formation of Hoogsteen-type base-pairing. The results are considered in relation to hydroxylamine and methoxyamine mutagenesis, to types of base-pairing at the monomer and polymer levels, and to interpretations of 15N NMR spectra of heterocyclic rings in general.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Feb
pubmed:issn
0014-2956
pubmed:author
pubmed:issnType
Print
pubmed:day
15
pubmed:volume
130
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
559-64
pubmed:dateRevised
2008-11-21
pubmed:meshHeading
pubmed:year
1983
pubmed:articleTitle
Hydroxylamine mutagenesis: observation of inverted Watson-Crick base-pairing between N4-methoxycytosine and adenine with the aid of natural-abundance high-resolution 15N NMR spectroscopy.
pubmed:publicationType
Journal Article, Research Support, Non-U.S. Gov't