1,N6-Etheno derivative of 7-deaza-2,8-diazaadenosine.
نویسندگان
چکیده
In the tricyclic nucleoside 7-( -d-ribofuranosyl)-7H-imidazo[1,2-c]pyrazolo[4,3-e][1,2,3]triazine, C11H12N6O4, the conformation of the N-glycosyl bond is intermediate between anti and high anti [ = ÿ103.5 (3) ]. The ribofuranose moiety adopts a 3T 2 sugar pucker (S-type sugar) and the conformation at the exocyclic CÐC bond is ap (gauche±trans). Molecules of the title compound form a three-dimensional network via three medium±strong intermolecular hydrogen bonds (one OÐH N and two OÐH O bonds).
منابع مشابه
1,N6-Etheno-7-deaza-2,8-diazaadenosine: syntheses, properties and conversion to 7-deaza-2,8-diazaadenosine.
1,N6-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 x Et2O; 77% yield). Compound 4 was transformed into 7-deaza-2,8-diazaadenosine (5). The fluorescence of compound 4 sh...
متن کاملPyrazolo[3,4-d][1,2,3]triazine DNA: synthesis and base pairing of 7-deaza-2,8-diaza-2'-deoxyadenosine.
7-deaza-2,8-diaza-2'-deoxyadenosine (4) was synthesized from 8-aza-7-deaza-2'-deoxyadenosine (1) via the 1,N(6)-etheno derivative 5. Ring opening with sodium hydroxide followed by ring closure in the presence of sodium nitrite formed the tricyclic intermediate 5 from which the transiently introduced "etheno" moiety was removed with NBS. Compound 4 was converted to the phosphoramidite 11, which ...
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Oligonucleotides containing 7-bromo-7-deaza-2,8-diaza-2 0-deoxyadenosine (3) and 5-amino-3-bromo-4-carbamoyl-1-(2 0deoxy-b-D-erythro-pentofuranosyl)pyrazole (4) were synthesized. Compound 3 was prepared from 7-bromo-8-aza-7-deaza-2 0-deoxyadenosine (5) via the 1,N-etheno derivative 6 and was converted into the phosphoramidite 11. The 7-bromo substituent of 3 increases oligonucleotide duplex sta...
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Five analogs of adenosylcobalamin modified in the adenine moiety of the Co beta ligand were synthesized and tested for coenzymic function with diol dehydrase of Klebsiella pneumoniae ATCC 8724. 1-Deaza and 3-deaza analogs of adenosylcobalamin were active as coenzyme, whereas 7-deaza and N6,N6-dimethyl derivatives and guanosylcobalamin did not show detectable coenzymic activity. 7-Deaza and N6,N...
متن کاملThe kinetics of effector binding to phosphofructokinase. The allosteric conformational transition induced by 1,N6-ethenoadenosine triphosphate.
1. The fluorescent ATP analogue 1,N6-etheno-ATP is a good substrate and an efficient allosteric inhibitor of rabbit skeletal-muscle phosphofructokinase. 2. Fluorescence energy transfer occurs between bound 1,N6-etheno-ATP and phosphofructokinase. 1,N6-Etheno-ATP fluorescence is enhanced, intrinsic protein fluorescence is quenched, and the excitation spectrum of 1,N6-etheno-ATP fluorescence is c...
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ورودعنوان ژورنال:
- Acta crystallographica. Section C, Crystal structure communications
دوره 60 Pt 8 شماره
صفحات -
تاریخ انتشار 2004