Primary reduction and oxidation of thymine derivatives: ESR/ENDOR of thymidine and 1-methylthymine x-irradiated at 10 K
Single crystals of thymidine and 1-methylthymine were x-irradiated at 10 K and studied by using K-band ESR, ENDOR, and FSE spectroscopy. In thymidine, six primary radicals were identified. The major species were the O4-protonated anion (TI), the radical formed by net H addition to the C6 position of...
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| Veröffentlicht in: | Journal of physical chemistry (1952) 1991-02, Vol.95 (3), p.1494-1503 |
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| container_title | Journal of physical chemistry (1952) |
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| creator | Hole, Eli O Sagstuen, Einar Nelson, William H Close, David M |
| description | Single crystals of thymidine and 1-methylthymine were x-irradiated at 10 K and studied by using K-band ESR, ENDOR, and FSE spectroscopy. In thymidine, six primary radicals were identified. The major species were the O4-protonated anion (TI), the radical formed by net H addition to the C6 position of the base (TII), the radical formed by net H abstraction from the methyl group (TIII), and the alkoxy radical (TVI). The two minority radicals were one formed by net H addition to the C5 position of the base (TIV) and one in which the unpaired spin was localized on the sugar moiety, thought to be a C1{prime} H abstraction radical (TV). A small, nonexchangeable coupling in radical TI was shown to be due to a coupling to the methyl group. Evidence is presented that the characteristics of this coupling tensor indicates the protonation state of the thymine anion radical. Upon annealing, the anion decayed at about 40 K with no detectable successor. The alkoxy radical decays in the same temperature range. In 1-methylthymine, three major radical species were identified. |
| doi_str_mv | 10.1021/j100156a086 |
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In thymidine, six primary radicals were identified. The major species were the O4-protonated anion (TI), the radical formed by net H addition to the C6 position of the base (TII), the radical formed by net H abstraction from the methyl group (TIII), and the alkoxy radical (TVI). The two minority radicals were one formed by net H addition to the C5 position of the base (TIV) and one in which the unpaired spin was localized on the sugar moiety, thought to be a C1{prime} H abstraction radical (TV). A small, nonexchangeable coupling in radical TI was shown to be due to a coupling to the methyl group. Evidence is presented that the characteristics of this coupling tensor indicates the protonation state of the thymine anion radical. Upon annealing, the anion decayed at about 40 K with no detectable successor. The alkoxy radical decays in the same temperature range. In 1-methylthymine, three major radical species were identified.</description><identifier>ISSN: 0022-3654</identifier><identifier>EISSN: 1541-5740</identifier><identifier>DOI: 10.1021/j100156a086</identifier><identifier>CODEN: JPCHAX</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>400600 - Radiation Chemistry ; 560120 - Radiation Effects on Biochemicals, Cells, & Tissue Culture ; Atomic and molecular physics ; AZINES ; CHEMICAL RADIATION EFFECTS ; CRYSTALS ; DATA ; ELECTROMAGNETIC RADIATION ; ELECTRON SPIN RESONANCE ; Exact sciences and technology ; EXPERIMENTAL DATA ; HETEROCYCLIC COMPOUNDS ; INFORMATION ; IONIZING RADIATIONS ; MAGNETIC RESONANCE ; MEASURING METHODS ; Molecular properties and interactions with photons ; MONOCRYSTALS ; NUCLEIC ACIDS ; NUCLEOSIDES ; NUCLEOTIDES ; NUMERICAL DATA ; ORGANIC COMPOUNDS ; ORGANIC NITROGEN COMPOUNDS ; Physics ; PYRIMIDINES ; RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY ; RADIATION EFFECTS ; RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT ; RADIATIONS ; RESONANCE ; RIBOSIDES ; THYMIDINE ; ULTRALOW TEMPERATURE ; X RADIATION</subject><ispartof>Journal of physical chemistry (1952), 1991-02, Vol.95 (3), p.1494-1503</ispartof><rights>1992 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a357t-c9f751676eabbf9c88fd46fdd65b2569459b1eb8671ed511e18133b177a5a0ed3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/j100156a086$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/j100156a086$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>230,314,780,784,885,2763,27075,27923,27924,56737,56787</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=5356591$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.osti.gov/biblio/5160030$$D View this record in Osti.gov$$Hfree_for_read</backlink></links><search><creatorcontrib>Hole, Eli O</creatorcontrib><creatorcontrib>Sagstuen, Einar</creatorcontrib><creatorcontrib>Nelson, William H</creatorcontrib><creatorcontrib>Close, David M</creatorcontrib><title>Primary reduction and oxidation of thymine derivatives: ESR/ENDOR of thymidine and 1-methylthymine x-irradiated at 10 K</title><title>Journal of physical chemistry (1952)</title><addtitle>J. Phys. Chem</addtitle><description>Single crystals of thymidine and 1-methylthymine were x-irradiated at 10 K and studied by using K-band ESR, ENDOR, and FSE spectroscopy. In thymidine, six primary radicals were identified. The major species were the O4-protonated anion (TI), the radical formed by net H addition to the C6 position of the base (TII), the radical formed by net H abstraction from the methyl group (TIII), and the alkoxy radical (TVI). The two minority radicals were one formed by net H addition to the C5 position of the base (TIV) and one in which the unpaired spin was localized on the sugar moiety, thought to be a C1{prime} H abstraction radical (TV). A small, nonexchangeable coupling in radical TI was shown to be due to a coupling to the methyl group. Evidence is presented that the characteristics of this coupling tensor indicates the protonation state of the thymine anion radical. Upon annealing, the anion decayed at about 40 K with no detectable successor. The alkoxy radical decays in the same temperature range. In 1-methylthymine, three major radical species were identified.</description><subject>400600 - Radiation Chemistry</subject><subject>560120 - Radiation Effects on Biochemicals, Cells, & Tissue Culture</subject><subject>Atomic and molecular physics</subject><subject>AZINES</subject><subject>CHEMICAL RADIATION EFFECTS</subject><subject>CRYSTALS</subject><subject>DATA</subject><subject>ELECTROMAGNETIC RADIATION</subject><subject>ELECTRON SPIN RESONANCE</subject><subject>Exact sciences and technology</subject><subject>EXPERIMENTAL DATA</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>INFORMATION</subject><subject>IONIZING RADIATIONS</subject><subject>MAGNETIC RESONANCE</subject><subject>MEASURING METHODS</subject><subject>Molecular properties and interactions with photons</subject><subject>MONOCRYSTALS</subject><subject>NUCLEIC ACIDS</subject><subject>NUCLEOSIDES</subject><subject>NUCLEOTIDES</subject><subject>NUMERICAL DATA</subject><subject>ORGANIC COMPOUNDS</subject><subject>ORGANIC NITROGEN COMPOUNDS</subject><subject>Physics</subject><subject>PYRIMIDINES</subject><subject>RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY</subject><subject>RADIATION EFFECTS</subject><subject>RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT</subject><subject>RADIATIONS</subject><subject>RESONANCE</subject><subject>RIBOSIDES</subject><subject>THYMIDINE</subject><subject>ULTRALOW TEMPERATURE</subject><subject>X RADIATION</subject><issn>0022-3654</issn><issn>1541-5740</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1991</creationdate><recordtype>article</recordtype><recordid>eNpt0MFO4zAQBmALgbQF9rQvYCEkDijU08R2wg2VLiCqUgF7tia2I1zaBNmGLW-PS6Daw54sj78ZjX9CfgE7AzaC4QIYAy6QlWKHDIAXkHFZsF0yYGw0ynLBix9kP4QFSy7PYUD-zr1boX-n3ppXHV3XUmwN7dbO4Oeta2h8el-51lJjvXtL1Tcbzunk4X44mV3e3W-F2ZhNM2QrmyrL77515rxH4zBaQzFSYPT2kOw1uAz259d5QP78njyOr7Pp3dXN-GKaYc5lzHTVSA5CCot13VS6LBtTiMYYwesRF1XBqxpsXQoJ1nAAC2X6Vw1SIkdmTX5Ajvq5XYhOBe2i1U-6a1uro0qTGctZQqc90r4LwdtGvfSpKGBqE6z6J9ikj3v9gkHjsvHYahe2LTzngleQWNYzF6Jdb5_RPyshc8nV4_xBzca3YwHzqbpO_qT3qINadK--Tbn8d4EPXeySkQ</recordid><startdate>19910201</startdate><enddate>19910201</enddate><creator>Hole, Eli O</creator><creator>Sagstuen, Einar</creator><creator>Nelson, William H</creator><creator>Close, David M</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>OTOTI</scope></search><sort><creationdate>19910201</creationdate><title>Primary reduction and oxidation of thymine derivatives: ESR/ENDOR of thymidine and 1-methylthymine x-irradiated at 10 K</title><author>Hole, Eli O ; Sagstuen, Einar ; Nelson, William H ; Close, David M</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a357t-c9f751676eabbf9c88fd46fdd65b2569459b1eb8671ed511e18133b177a5a0ed3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1991</creationdate><topic>400600 - Radiation Chemistry</topic><topic>560120 - Radiation Effects on Biochemicals, Cells, & Tissue Culture</topic><topic>Atomic and molecular physics</topic><topic>AZINES</topic><topic>CHEMICAL RADIATION EFFECTS</topic><topic>CRYSTALS</topic><topic>DATA</topic><topic>ELECTROMAGNETIC RADIATION</topic><topic>ELECTRON SPIN RESONANCE</topic><topic>Exact sciences and technology</topic><topic>EXPERIMENTAL DATA</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>INFORMATION</topic><topic>IONIZING RADIATIONS</topic><topic>MAGNETIC RESONANCE</topic><topic>MEASURING METHODS</topic><topic>Molecular properties and interactions with photons</topic><topic>MONOCRYSTALS</topic><topic>NUCLEIC ACIDS</topic><topic>NUCLEOSIDES</topic><topic>NUCLEOTIDES</topic><topic>NUMERICAL DATA</topic><topic>ORGANIC COMPOUNDS</topic><topic>ORGANIC NITROGEN COMPOUNDS</topic><topic>Physics</topic><topic>PYRIMIDINES</topic><topic>RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY</topic><topic>RADIATION EFFECTS</topic><topic>RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT</topic><topic>RADIATIONS</topic><topic>RESONANCE</topic><topic>RIBOSIDES</topic><topic>THYMIDINE</topic><topic>ULTRALOW TEMPERATURE</topic><topic>X RADIATION</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hole, Eli O</creatorcontrib><creatorcontrib>Sagstuen, Einar</creatorcontrib><creatorcontrib>Nelson, William H</creatorcontrib><creatorcontrib>Close, David M</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>OSTI.GOV</collection><jtitle>Journal of physical chemistry (1952)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hole, Eli O</au><au>Sagstuen, Einar</au><au>Nelson, William H</au><au>Close, David M</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Primary reduction and oxidation of thymine derivatives: ESR/ENDOR of thymidine and 1-methylthymine x-irradiated at 10 K</atitle><jtitle>Journal of physical chemistry (1952)</jtitle><addtitle>J. Phys. Chem</addtitle><date>1991-02-01</date><risdate>1991</risdate><volume>95</volume><issue>3</issue><spage>1494</spage><epage>1503</epage><pages>1494-1503</pages><issn>0022-3654</issn><eissn>1541-5740</eissn><coden>JPCHAX</coden><abstract>Single crystals of thymidine and 1-methylthymine were x-irradiated at 10 K and studied by using K-band ESR, ENDOR, and FSE spectroscopy. In thymidine, six primary radicals were identified. The major species were the O4-protonated anion (TI), the radical formed by net H addition to the C6 position of the base (TII), the radical formed by net H abstraction from the methyl group (TIII), and the alkoxy radical (TVI). The two minority radicals were one formed by net H addition to the C5 position of the base (TIV) and one in which the unpaired spin was localized on the sugar moiety, thought to be a C1{prime} H abstraction radical (TV). A small, nonexchangeable coupling in radical TI was shown to be due to a coupling to the methyl group. Evidence is presented that the characteristics of this coupling tensor indicates the protonation state of the thymine anion radical. Upon annealing, the anion decayed at about 40 K with no detectable successor. The alkoxy radical decays in the same temperature range. In 1-methylthymine, three major radical species were identified.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><doi>10.1021/j100156a086</doi><tpages>10</tpages></addata></record> |
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| subjects | 400600 - Radiation Chemistry 560120 - Radiation Effects on Biochemicals, Cells, & Tissue Culture Atomic and molecular physics AZINES CHEMICAL RADIATION EFFECTS CRYSTALS DATA ELECTROMAGNETIC RADIATION ELECTRON SPIN RESONANCE Exact sciences and technology EXPERIMENTAL DATA HETEROCYCLIC COMPOUNDS INFORMATION IONIZING RADIATIONS MAGNETIC RESONANCE MEASURING METHODS Molecular properties and interactions with photons MONOCRYSTALS NUCLEIC ACIDS NUCLEOSIDES NUCLEOTIDES NUMERICAL DATA ORGANIC COMPOUNDS ORGANIC NITROGEN COMPOUNDS Physics PYRIMIDINES RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY RADIATION EFFECTS RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT RADIATIONS RESONANCE RIBOSIDES THYMIDINE ULTRALOW TEMPERATURE X RADIATION |
| title | Primary reduction and oxidation of thymine derivatives: ESR/ENDOR of thymidine and 1-methylthymine x-irradiated at 10 K |
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