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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
3
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pubmed:dateCreated |
1983-4-15
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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.
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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 |
Feb
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pubmed:issn |
0014-2956
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
15
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pubmed:volume |
130
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
559-64
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pubmed:dateRevised |
2008-11-21
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pubmed:meshHeading |
pubmed-meshheading:6825709-Adenine,
pubmed-meshheading:6825709-Base Composition,
pubmed-meshheading:6825709-Binding Sites,
pubmed-meshheading:6825709-Chemical Phenomena,
pubmed-meshheading:6825709-Chemistry,
pubmed-meshheading:6825709-Cytosine,
pubmed-meshheading:6825709-Hydrogen Bonding,
pubmed-meshheading:6825709-Magnetic Resonance Spectroscopy,
pubmed-meshheading:6825709-Mutagenicity Tests,
pubmed-meshheading:6825709-Mutagens,
pubmed-meshheading:6825709-Nitrogen Isotopes
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pubmed:year |
1983
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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.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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