Reaction kinetics of alkyl epoxides with DNA and other nucleophiles
1,2-Epoxy alkanes from C3 to C8 were reacted with DNA, deoxyguanosine and 4-( p-nitrobenzyl) pyridine (NBP). DNA was hydrolyzed at neutral pH to release 7-alkylguanines. The products were analyzed by HPLC. The epoxides reacted largely according to the chain length, shorter epoxides being more reacti...
Gespeichert in:
| Veröffentlicht in: | Chemico-biological interactions 1994-10, Vol.93 (1), p.51-58 |
|---|---|
| Hauptverfasser: | , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 58 |
|---|---|
| container_issue | 1 |
| container_start_page | 51 |
| container_title | Chemico-biological interactions |
| container_volume | 93 |
| creator | Hemminki, Akseli Väyrynen, Taneli Hemminki, Kari |
| description | 1,2-Epoxy alkanes from C3 to C8 were reacted with DNA, deoxyguanosine and 4-(
p-nitrobenzyl) pyridine (NBP). DNA was hydrolyzed at neutral pH to release 7-alkylguanines. The products were analyzed by HPLC. The epoxides reacted largely according to the chain length, shorter epoxides being more reactive. Substitutions through carbon 1 predominated. Reactivity with NBP was almost equal between the epoxides. |
| doi_str_mv | 10.1016/0009-2797(94)90085-X |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_76668070</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>000927979490085X</els_id><sourcerecordid>76668070</sourcerecordid><originalsourceid>FETCH-LOGICAL-c386t-a625d14914d82e9fbccb20a01f4f2f046a8a10c7badafde2e3f0074da9a357a03</originalsourceid><addsrcrecordid>eNp9kE1vEzEQhi0EKmnhH4C0B4TKYcvY6_jjglQFaJGqIiGQerMm9lgx3axTewP037MhUY6cRqN53lejh7FXHC44cPUeAGwrtNXnVr6zAGbe3j1hM260aLU26imbHZHn7LTWn9MKQsIJOzGgrJV2xhbfCP2Y8tDcp4HG5GuTY4P9_WPf0Cb_SYFq8zuNq-bj7WWDQ2jyuKLSDFvfU96sUk_1BXsWsa_08jDP2I_Pn74vrtubr1dfFpc3re-MGltUYh64tFwGI8jGpfdLAQg8yigiSIUGOXi9xIAxkKAuAmgZ0GI31wjdGXu7792U_LClOrp1qp76HgfK2-q0UsqA3oFyD_qSay0U3aakNZZHx8Ht3LmdGLcT46x0_9y5uyn2-tC_Xa4pHEMHWdP9zeGO1WMfCw4-1SPWdcLIjk_Yhz1Gk4tfiYqrPtHgKaRCfnQhp___8Reg74rv</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>76668070</pqid></control><display><type>article</type><title>Reaction kinetics of alkyl epoxides with DNA and other nucleophiles</title><source>MEDLINE</source><source>Elsevier ScienceDirect Journals Complete</source><creator>Hemminki, Akseli ; Väyrynen, Taneli ; Hemminki, Kari</creator><creatorcontrib>Hemminki, Akseli ; Väyrynen, Taneli ; Hemminki, Kari</creatorcontrib><description>1,2-Epoxy alkanes from C3 to C8 were reacted with DNA, deoxyguanosine and 4-(
p-nitrobenzyl) pyridine (NBP). DNA was hydrolyzed at neutral pH to release 7-alkylguanines. The products were analyzed by HPLC. The epoxides reacted largely according to the chain length, shorter epoxides being more reactive. Substitutions through carbon 1 predominated. Reactivity with NBP was almost equal between the epoxides.</description><identifier>ISSN: 0009-2797</identifier><identifier>EISSN: 1872-7786</identifier><identifier>DOI: 10.1016/0009-2797(94)90085-X</identifier><identifier>PMID: 8069949</identifier><identifier>CODEN: CBINA8</identifier><language>eng</language><publisher>Shannon: Elsevier Ireland Ltd</publisher><subject>4-( p-Nitrobenzyl)pyridine ; 7-Alkylguanine ; Alkanes - chemistry ; Alkyl epoxide ; Biological and medical sciences ; Carcinogenesis, carcinogens and anticarcinogens ; Chemical agents ; Chromogenic Compounds ; Deoxyguanosine - chemistry ; DNA - chemistry ; DNA adduct ; Epoxide ; Epoxy Compounds - chemistry ; Kinetics ; Medical sciences ; Pyridines - chemistry ; Structure-Activity Relationship ; Tumors</subject><ispartof>Chemico-biological interactions, 1994-10, Vol.93 (1), p.51-58</ispartof><rights>1994</rights><rights>1995 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c386t-a625d14914d82e9fbccb20a01f4f2f046a8a10c7badafde2e3f0074da9a357a03</citedby><cites>FETCH-LOGICAL-c386t-a625d14914d82e9fbccb20a01f4f2f046a8a10c7badafde2e3f0074da9a357a03</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/0009-2797(94)90085-X$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=3328431$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/8069949$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Hemminki, Akseli</creatorcontrib><creatorcontrib>Väyrynen, Taneli</creatorcontrib><creatorcontrib>Hemminki, Kari</creatorcontrib><title>Reaction kinetics of alkyl epoxides with DNA and other nucleophiles</title><title>Chemico-biological interactions</title><addtitle>Chem Biol Interact</addtitle><description>1,2-Epoxy alkanes from C3 to C8 were reacted with DNA, deoxyguanosine and 4-(
p-nitrobenzyl) pyridine (NBP). DNA was hydrolyzed at neutral pH to release 7-alkylguanines. The products were analyzed by HPLC. The epoxides reacted largely according to the chain length, shorter epoxides being more reactive. Substitutions through carbon 1 predominated. Reactivity with NBP was almost equal between the epoxides.</description><subject>4-( p-Nitrobenzyl)pyridine</subject><subject>7-Alkylguanine</subject><subject>Alkanes - chemistry</subject><subject>Alkyl epoxide</subject><subject>Biological and medical sciences</subject><subject>Carcinogenesis, carcinogens and anticarcinogens</subject><subject>Chemical agents</subject><subject>Chromogenic Compounds</subject><subject>Deoxyguanosine - chemistry</subject><subject>DNA - chemistry</subject><subject>DNA adduct</subject><subject>Epoxide</subject><subject>Epoxy Compounds - chemistry</subject><subject>Kinetics</subject><subject>Medical sciences</subject><subject>Pyridines - chemistry</subject><subject>Structure-Activity Relationship</subject><subject>Tumors</subject><issn>0009-2797</issn><issn>1872-7786</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1994</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kE1vEzEQhi0EKmnhH4C0B4TKYcvY6_jjglQFaJGqIiGQerMm9lgx3axTewP037MhUY6cRqN53lejh7FXHC44cPUeAGwrtNXnVr6zAGbe3j1hM260aLU26imbHZHn7LTWn9MKQsIJOzGgrJV2xhbfCP2Y8tDcp4HG5GuTY4P9_WPf0Cb_SYFq8zuNq-bj7WWDQ2jyuKLSDFvfU96sUk_1BXsWsa_08jDP2I_Pn74vrtubr1dfFpc3re-MGltUYh64tFwGI8jGpfdLAQg8yigiSIUGOXi9xIAxkKAuAmgZ0GI31wjdGXu7792U_LClOrp1qp76HgfK2-q0UsqA3oFyD_qSay0U3aakNZZHx8Ht3LmdGLcT46x0_9y5uyn2-tC_Xa4pHEMHWdP9zeGO1WMfCw4-1SPWdcLIjk_Yhz1Gk4tfiYqrPtHgKaRCfnQhp___8Reg74rv</recordid><startdate>19941001</startdate><enddate>19941001</enddate><creator>Hemminki, Akseli</creator><creator>Väyrynen, Taneli</creator><creator>Hemminki, Kari</creator><general>Elsevier Ireland Ltd</general><general>Elsevier Science</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>19941001</creationdate><title>Reaction kinetics of alkyl epoxides with DNA and other nucleophiles</title><author>Hemminki, Akseli ; Väyrynen, Taneli ; Hemminki, Kari</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c386t-a625d14914d82e9fbccb20a01f4f2f046a8a10c7badafde2e3f0074da9a357a03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1994</creationdate><topic>4-( p-Nitrobenzyl)pyridine</topic><topic>7-Alkylguanine</topic><topic>Alkanes - chemistry</topic><topic>Alkyl epoxide</topic><topic>Biological and medical sciences</topic><topic>Carcinogenesis, carcinogens and anticarcinogens</topic><topic>Chemical agents</topic><topic>Chromogenic Compounds</topic><topic>Deoxyguanosine - chemistry</topic><topic>DNA - chemistry</topic><topic>DNA adduct</topic><topic>Epoxide</topic><topic>Epoxy Compounds - chemistry</topic><topic>Kinetics</topic><topic>Medical sciences</topic><topic>Pyridines - chemistry</topic><topic>Structure-Activity Relationship</topic><topic>Tumors</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hemminki, Akseli</creatorcontrib><creatorcontrib>Väyrynen, Taneli</creatorcontrib><creatorcontrib>Hemminki, Kari</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Chemico-biological interactions</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hemminki, Akseli</au><au>Väyrynen, Taneli</au><au>Hemminki, Kari</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Reaction kinetics of alkyl epoxides with DNA and other nucleophiles</atitle><jtitle>Chemico-biological interactions</jtitle><addtitle>Chem Biol Interact</addtitle><date>1994-10-01</date><risdate>1994</risdate><volume>93</volume><issue>1</issue><spage>51</spage><epage>58</epage><pages>51-58</pages><issn>0009-2797</issn><eissn>1872-7786</eissn><coden>CBINA8</coden><abstract>1,2-Epoxy alkanes from C3 to C8 were reacted with DNA, deoxyguanosine and 4-(
p-nitrobenzyl) pyridine (NBP). DNA was hydrolyzed at neutral pH to release 7-alkylguanines. The products were analyzed by HPLC. The epoxides reacted largely according to the chain length, shorter epoxides being more reactive. Substitutions through carbon 1 predominated. Reactivity with NBP was almost equal between the epoxides.</abstract><cop>Shannon</cop><pub>Elsevier Ireland Ltd</pub><pmid>8069949</pmid><doi>10.1016/0009-2797(94)90085-X</doi><tpages>8</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0009-2797 |
| ispartof | Chemico-biological interactions, 1994-10, Vol.93 (1), p.51-58 |
| issn | 0009-2797 1872-7786 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_76668070 |
| source | MEDLINE; Elsevier ScienceDirect Journals Complete |
| subjects | 4-( p-Nitrobenzyl)pyridine 7-Alkylguanine Alkanes - chemistry Alkyl epoxide Biological and medical sciences Carcinogenesis, carcinogens and anticarcinogens Chemical agents Chromogenic Compounds Deoxyguanosine - chemistry DNA - chemistry DNA adduct Epoxide Epoxy Compounds - chemistry Kinetics Medical sciences Pyridines - chemistry Structure-Activity Relationship Tumors |
| title | Reaction kinetics of alkyl epoxides with DNA and other nucleophiles |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-28T13%3A51%3A58IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Reaction%20kinetics%20of%20alkyl%20epoxides%20with%20DNA%20and%20other%20nucleophiles&rft.jtitle=Chemico-biological%20interactions&rft.au=Hemminki,%20Akseli&rft.date=1994-10-01&rft.volume=93&rft.issue=1&rft.spage=51&rft.epage=58&rft.pages=51-58&rft.issn=0009-2797&rft.eissn=1872-7786&rft.coden=CBINA8&rft_id=info:doi/10.1016/0009-2797(94)90085-X&rft_dat=%3Cproquest_cross%3E76668070%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=76668070&rft_id=info:pmid/8069949&rft_els_id=000927979490085X&rfr_iscdi=true |