
Journal of the Chemical Society. Chemical communications p. 515 - 517 (1986)
Update date:2022-08-04
Topics:
Golding, Bernard T.
Slaich, Pritpal K.
Watson, William P.
Reaction of guanosine (1a) with racemic glycidaldehyde (2) in aqueous medium at pH 10 gives 5,9-dihydro-9-oxo-3-β-D-ribofuranosylimidazo<1,2-a>purine (1,N2-ethenoguanosine) (3c), its 7-hydroxymethyl derivative (3a), and methylene-7,7'-bis-5,9-dihydro-9-oxo-3-β-D-ribofuranosylimidazo<1,2-a>purine (5); the structures of adducts (3a) and (5) were deduced from 13C n.m.r. analysis of 15N labelled adducts derived from <1-(15)N>guanosine (1b) and <(15)NH2>guanosine (1c).
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