7-Hydroxyguanine, a novel antimetabolite from a strain of Streptomyces purpurascens. II. Physico-chemical properties and structure determination.
The molecular formula of a new antimetabolite produced by Streptomyces purpurascens was determined to be C5H5N5O2 by elemental analysis, FD-MS and 13C NMR. Reduction of this antimetabolite with Raney nickel yielded guanine. The antimetabolite was distinguishable from known N-hydroxyguanines by comparison of their UV spectra. The structure of the antimetabolite was finally established to be 7-hydroxyguanine by X-ray crystallography.
D000964:Antimetabolites, Antineoplastic; D055598:Chemical Phenomena; D002621:Chemistry; D006147:Guanine / Q000031:analogs & derivatives*; D014961:X-Ray Diffraction
D000964:Antimetabolites, Antineoplastic; C046682:7-hydroxyguanine; D006147:Guanine