N 7-DNA: Base-pairing properties of N 7-(2'-deoxy-β-d-erythro- pentofuranosyl)-substituted adenine, hypoxanthine, and guanine in duplexes with parallel chain orientation
DC Element | Wert | Sprache |
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dc.contributor.author | Seela, F. | |
dc.contributor.author | Leonard, P. | |
dc.date.accessioned | 2021-12-23T16:27:14Z | - |
dc.date.available | 2021-12-23T16:27:14Z | - |
dc.date.issued | 1998 | |
dc.identifier.issn | 0018019X | |
dc.identifier.uri | https://osnascholar.ub.uni-osnabrueck.de/handle/unios/15346 | - |
dc.description.abstract | Oligonucleotides containing N 7-(2'-deoxy-β-D-erythro- pentofuranosyl)adenine (1), -hypoxanthine (2), and -guanine (3) were synthesized on solid-phase using phosphonate and phosphoramidite chemistry. As part of the synthesis of compound 2, the nucleobase-anion glycosylation of various 6-alkoxypurines with 2-deoxy-3,5-di-O-(4-toluoyl)-α-D-erythro- pentofuranosyl chloride (5) was investigated. The duplex stability of oligonucleotides containing N 7-glycosylated purines opposite to regular pyrimidines was determined, and thermodynamic data were calculated from melting profiles. Oligodeoxyribonucleotide duplexes containing N 7- glycosylated adenine. T(d) or N 7-glycosylated guanine C(d) base pairs are more stable in the case of parallel strand orientation than in the case of antiparallel chains. | |
dc.language.iso | en | |
dc.relation.ispartof | Helvetica Chimica Acta | |
dc.subject | DNA, 9007-49-2 | |
dc.subject | adenine derivative | |
dc.subject | DNA | |
dc.subject | guanine derivative | |
dc.subject | hypoxanthine derivative | |
dc.subject | nucleic acid base | |
dc.subject | oligonucleotide | |
dc.subject | phosphonic acid derivative | |
dc.subject | purine derivative | |
dc.subject | pyrimidine derivative, article | |
dc.subject | base pairing | |
dc.subject | glycosylation | |
dc.subject | synthesis | |
dc.subject | thermodynamics | |
dc.title | N 7-DNA: Base-pairing properties of N 7-(2'-deoxy-β-d-erythro- pentofuranosyl)-substituted adenine, hypoxanthine, and guanine in duplexes with parallel chain orientation | |
dc.type | journal article | |
dc.identifier.doi | 10.1002/(SICI)1522-2675(19981216)81:12<2244::AID-HLCA2244>3.0.CO;2-I | |
dc.identifier.scopus | 2-s2.0-0032436635 | |
dc.identifier.url | https://www.scopus.com/inward/record.uri?eid=2-s2.0-0032436635&doi=10.1002%2f%28SICI%291522-2675%2819981216%2981%3a12%3c2244%3a%3aAID-HLCA2244%3e3.0.CO%3b2-I&partnerID=40&md5=5648b1472a1dc32fd9f343015b29e924 | |
dc.description.volume | 81 | |
dc.description.issue | 12 | |
dc.description.startpage | 2244 | |
dc.description.endpage | 2263 | |
dcterms.isPartOf.abbreviation | Helv. Chim. Acta |
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geprüft am 19.05.2024