The DNA-stabilising nucleoside 7-iodo-2′-deoxytubercidin: its structure in the solid state and in solution
- 1 January 1996
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 11,p. 2373-2376
- https://doi.org/10.1039/p29960002373
Abstract
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.Keywords
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