Chemical modification of deoxyribonucleic acids: a direct study by carbon-13 nuclear magnetic resonance spectroscopy
The chemical modifications of salmon sperm and salmon testes DNAs with 90% super(13)C-enriched methyl methanesulfonate have been directly studied by super(13)C NMR and super(31)P NMR. This direct stable isotope approach eliminates all tedious degradation and separation processes for determining the...
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| Veröffentlicht in: | Journal of organic chemistry 1983-12, Vol.48 (26), p.5151-5160 |
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| container_end_page | 5160 |
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| container_issue | 26 |
| container_start_page | 5151 |
| container_title | Journal of organic chemistry |
| container_volume | 48 |
| creator | Chang, Ching Jer Gomes, Jose DaSilva Byrn, Stephen R |
| description | The chemical modifications of salmon sperm and salmon testes DNAs with 90% super(13)C-enriched methyl methanesulfonate have been directly studied by super(13)C NMR and super(31)P NMR. This direct stable isotope approach eliminates all tedious degradation and separation processes for determining the reactive sites and product distribution in studying the in vitro interaction between biological macromolecules and bioactive compounds. Seven methylated products, 7-methyleoxyguanosine, 1-methyldeoxyadenosine, 3-methyldeoxycytidine, 1-methyldeoxyguanosine, 3-methylthymidine, methyl phosphodiester, and methyl phosphotriester were determined by comparison with model compounds and extensive study of the chemical properties of the methylated DNA. The relative specificity of the methylation reactions may correlate with the DNA conformation. |
| doi_str_mv | 10.1021/jo00174a002 |
| format | Article |
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This direct stable isotope approach eliminates all tedious degradation and separation processes for determining the reactive sites and product distribution in studying the in vitro interaction between biological macromolecules and bioactive compounds. Seven methylated products, 7-methyleoxyguanosine, 1-methyldeoxyadenosine, 3-methyldeoxycytidine, 1-methyldeoxyguanosine, 3-methylthymidine, methyl phosphodiester, and methyl phosphotriester were determined by comparison with model compounds and extensive study of the chemical properties of the methylated DNA. 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Org. Chem</addtitle><description>The chemical modifications of salmon sperm and salmon testes DNAs with 90% super(13)C-enriched methyl methanesulfonate have been directly studied by super(13)C NMR and super(31)P NMR. This direct stable isotope approach eliminates all tedious degradation and separation processes for determining the reactive sites and product distribution in studying the in vitro interaction between biological macromolecules and bioactive compounds. Seven methylated products, 7-methyleoxyguanosine, 1-methyldeoxyadenosine, 3-methyldeoxycytidine, 1-methyldeoxyguanosine, 3-methylthymidine, methyl phosphodiester, and methyl phosphotriester were determined by comparison with model compounds and extensive study of the chemical properties of the methylated DNA. The relative specificity of the methylation reactions may correlate with the DNA conformation.</description><subject>Analytical, structural and metabolic biochemistry</subject><subject>Biological and medical sciences</subject><subject>Dna, deoxyribonucleoproteins</subject><subject>Fundamental and applied biological sciences. 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Psychology</topic><topic>Nucleic acids</topic><topic>Salmo</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chang, Ching Jer</creatorcontrib><creatorcontrib>Gomes, Jose DaSilva</creatorcontrib><creatorcontrib>Byrn, Stephen R</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><jtitle>Journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chang, Ching Jer</au><au>Gomes, Jose DaSilva</au><au>Byrn, Stephen R</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Chemical modification of deoxyribonucleic acids: a direct study by carbon-13 nuclear magnetic resonance spectroscopy</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>1983-12-01</date><risdate>1983</risdate><volume>48</volume><issue>26</issue><spage>5151</spage><epage>5160</epage><pages>5151-5160</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><coden>JOCEAH</coden><abstract>The chemical modifications of salmon sperm and salmon testes DNAs with 90% super(13)C-enriched methyl methanesulfonate have been directly studied by super(13)C NMR and super(31)P NMR. This direct stable isotope approach eliminates all tedious degradation and separation processes for determining the reactive sites and product distribution in studying the in vitro interaction between biological macromolecules and bioactive compounds. Seven methylated products, 7-methyleoxyguanosine, 1-methyldeoxyadenosine, 3-methyldeoxycytidine, 1-methyldeoxyguanosine, 3-methylthymidine, methyl phosphodiester, and methyl phosphotriester were determined by comparison with model compounds and extensive study of the chemical properties of the methylated DNA. 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| ispartof | Journal of organic chemistry, 1983-12, Vol.48 (26), p.5151-5160 |
| issn | 0022-3263 1520-6904 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_13855901 |
| source | ACS Publications |
| subjects | Analytical, structural and metabolic biochemistry Biological and medical sciences Dna, deoxyribonucleoproteins Fundamental and applied biological sciences. Psychology Nucleic acids Salmo |
| title | Chemical modification of deoxyribonucleic acids: a direct study by carbon-13 nuclear magnetic resonance spectroscopy |
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