1,N-6-Etheno-7-deaza-2,8-diazaadenosine: syntheses, properties and conversion to 7-deaza-2,8-diazaadenosine
DC Element | Wert | Sprache |
---|---|---|
dc.contributor.author | Lin, WQ | |
dc.contributor.author | Li, H | |
dc.contributor.author | Ming, X | |
dc.contributor.author | Seela, F | |
dc.date.accessioned | 2021-12-23T16:06:29Z | - |
dc.date.available | 2021-12-23T16:06:29Z | - |
dc.date.issued | 2005 | |
dc.identifier.issn | 14770520 | |
dc.identifier.uri | https://osnascholar.ub.uni-osnabrueck.de/handle/unios/7426 | - |
dc.description.abstract | 1,N-6-Etheno-7-deaza-2,8-diazaadenosine (4) was synthesized from 8-aza-7-deazaadenosine (6) in 64% overall yield. The starting material 6 was obtained by the direct glycosylation of 8-aza-7-deazaadenine (7) with 1-O-acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose (8) (NO2 CH3, BF3-Et2O; 77% yield). Compound 4 was transformed into 7-deaza-2,8-diazaadenosine (5). The fluorescence of compound 4 shows an emission maximum at 531 nm (phosphate buffer; pH 7.0), which is bathochromically shifted compared to 1,N-6-etheno-2-azaadenosine (3a) (495 nm). A conformational analysis was performed in the solid state and in solution. | |
dc.language.iso | en | |
dc.publisher | ROYAL SOC CHEMISTRY | |
dc.relation.ispartof | ORGANIC & BIOMOLECULAR CHEMISTRY | |
dc.subject | 3,5-CYCLIC PHOSPHATE | |
dc.subject | 3,N-4-ETHENO | |
dc.subject | ADENOSINE | |
dc.subject | BIOLOGICAL-ACTIVITY | |
dc.subject | Chemistry | |
dc.subject | Chemistry, Organic | |
dc.subject | CRYSTAL | |
dc.subject | DERIVATIVES | |
dc.subject | DNA | |
dc.subject | PYRAZOLOPYRIMIDINE NUCLEOSIDES | |
dc.title | 1,N-6-Etheno-7-deaza-2,8-diazaadenosine: syntheses, properties and conversion to 7-deaza-2,8-diazaadenosine | |
dc.type | journal article | |
dc.identifier.doi | 10.1039/b418849g | |
dc.identifier.isi | ISI:000228719200035 | |
dc.description.volume | 3 | |
dc.description.issue | 9 | |
dc.description.startpage | 1714 | |
dc.description.endpage | 1718 | |
dc.identifier.eissn | 14770539 | |
dc.publisher.place | THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND | |
dcterms.isPartOf.abbreviation | Org. Biomol. Chem. |
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geprüft am 03.05.2024