Journal of the Chemical Society. Perkin Transactions 2 (2001) p. 2373 - 2376 (1996)
Update date:2022-08-29
Topics:
Seela, Frank
Zulauf, Matthias
Rosemeyer, Helmut
Reuter, Hans
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 2′T3′ sugar pucker. The conformation in aqueous solution, determined by 1H NMR spectroscopy, is only slightly different, showing a 2′E conformation. The glycosylic bond torsion angle is anti in all cases.
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