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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
2
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pubmed:dateCreated |
1992-2-26
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pubmed:abstractText |
[N-MeCys3,N-MeCys7]TANDEM, an undermethylated analogue of Triostin A, contains two N-methyl groups on the cysteine residues only. Footprinting results showed that [N-MeCys3,N-MeCys7]TANDEM binds strongly to DNA rich in A.T residues [Low, C. M. L., Fox, K. R., Olsen, R. K., & Waring, M. J. (1986) Nucleic Acids Res. 14, 2015-2033]. However, it was not known whether specific binding of [N-MeCys3,N-MeCys7]TANDEM requires a TpA step or an ApT step. In 1:1 saturated complexes with the octamers [d(GGATATCC)]2 and [d(GGTTAACC)]2, [N-MeCys3,N-MeCys7]TANDEM binds to each octamer as a bis-intercalator bracketing the TpA step. The octadepsipeptide ring binds in the minor groove of the DNA. Analysis of sugar coupling constants from the phase-sensitive COSY data indicates that the sugar of the thymine in the TpA binding site adopts predominantly an N-type sugar conformation, while the remaining sugars on the DNA adopt an S-type conformation, as has been observed in other Triostin A and echinomycin complexes. The drug does not bind to the octamer [d(GGAATTCC)]2 as a bis-intercalator. Only weak nonintercalative binding is observed to this DNA octamer. These results show unambiguously that [N-MeCys3,N-MeCys7]TANDEM binds sequence specifically at TpA sites in DNA. The factors underlying the sequence specificity of [N-MeCys3,N-MeCys7]TANDEM binding to DNA are discussed.
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pubmed:grant | |
pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Adenine Nucleotides,
http://linkedlifedata.com/resource/pubmed/chemical/Anti-Bacterial Agents,
http://linkedlifedata.com/resource/pubmed/chemical/DNA,
http://linkedlifedata.com/resource/pubmed/chemical/Deoxyribose,
http://linkedlifedata.com/resource/pubmed/chemical/Intercalating Agents,
http://linkedlifedata.com/resource/pubmed/chemical/Oligonucleotides,
http://linkedlifedata.com/resource/pubmed/chemical/Quinoxalines,
http://linkedlifedata.com/resource/pubmed/chemical/TANDEM (quinoxaline),
http://linkedlifedata.com/resource/pubmed/chemical/Thymine Nucleotides
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pubmed:status |
MEDLINE
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pubmed:month |
Jan
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pubmed:issn |
0006-2960
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
21
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pubmed:volume |
31
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
339-50
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pubmed:dateRevised |
2010-8-9
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pubmed:meshHeading |
pubmed-meshheading:1731892-Adenine Nucleotides,
pubmed-meshheading:1731892-Anti-Bacterial Agents,
pubmed-meshheading:1731892-Base Composition,
pubmed-meshheading:1731892-Base Sequence,
pubmed-meshheading:1731892-Binding Sites,
pubmed-meshheading:1731892-DNA,
pubmed-meshheading:1731892-Deoxyribose,
pubmed-meshheading:1731892-Intercalating Agents,
pubmed-meshheading:1731892-Magnetic Resonance Spectroscopy,
pubmed-meshheading:1731892-Methylation,
pubmed-meshheading:1731892-Molecular Sequence Data,
pubmed-meshheading:1731892-Nucleic Acid Conformation,
pubmed-meshheading:1731892-Oligonucleotides,
pubmed-meshheading:1731892-Quinoxalines,
pubmed-meshheading:1731892-Thymine Nucleotides,
pubmed-meshheading:1731892-X-Ray Diffraction
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pubmed:year |
1992
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pubmed:articleTitle |
Proton NMR studies of [N-MeCys3,N-MeCys7]TANDEM binding to DNA oligonucleotides: sequence-specific binding at the TpA site.
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pubmed:affiliation |
Department of Chemistry and Biochemistry, University of California, Los Angeles 90024.
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pubmed:publicationType |
Journal Article,
Comparative Study,
Research Support, U.S. Gov't, P.H.S.,
Research Support, U.S. Gov't, Non-P.H.S.,
Research Support, Non-U.S. Gov't
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