The DNA-stabilising nucleoside 7-iodo-2'-deoxytubercidin: Its structure in the solid state and in solution

Autor(en): Seela, F
Zulauf, M
Rosemeyer, H 
Reuter, H 
Stichwörter: 2'-DEOXYTUBERCIDIN; Chemistry; Chemistry, Organic; Chemistry, Physical; NUCLEIC-ACIDS; OLIGONUCLEOTIDES
Erscheinungsdatum: 1996
Herausgeber: ROYAL SOC CHEMISTRY
Journal: JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2
Ausgabe: 11
Startseite: 2373
Seitenende: 2376
Zusammenfassung: 
The crystal structure of 7-iodo-2'-deoxytubercidin 2 has been determined and was compared with those of 2'-deoxytubercidin 3 and 2'-deoxyadenosine 4, The bulky 7-iodo substituent lies 13.2 pm below and the nitrogen of the 6-amino group 5.5 pm above the 7-deazapurine plane, The puckering of compound 2 is (3).E while compound 3 shows a T-2'(3') sugar pucker. The conformation in aqueous solution, determined by H-1 NMR spectroscopy, is only slightly different, showing a (2')E conformation, The glycosylic bond torsion angle is anti in all cases.
ISSN: 1472779X
DOI: 10.1039/p29960002373

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