title: Unusual entry to the novel 8-halo-N1-ribosyl hypoxanthine system by degradation of a cyclic adenosine-5'-diphosphate ribose analogue.
abstract: Cyclic 8-bromo-inosine-5'-diphosphate ribose (8-Br-N1-cIDPR) was cleanly degraded at acidic pH by N9 ribosyl scission and subsequent pyrophosphate cleavage to give 8-bromo-N1-ribosyl hypoxanthine 5'-monophosphate (8-Br-N1-IMP), a novel class of mononucleotide, as the sole product.
authors.affiliation: Wolfson Laboratory of Medicinal Chemistry, Department of Pharmacy and Pharmacology, University of Bath, Claverton Down, Bath, UK BA2 7AY.
authors.forename: Christelle
authors.initials: C
authors.lastname: Moreau
authors.forename: Timothy J
authors.initials: TJ
authors.lastname: Woodman
authors.forename: Barry V L
authors.initials: BV
authors.lastname: Potter
mesh_terms: D036563:Cyclic ADP-Ribose / Q000031:analogs & derivatives* / Q000737:chemistry*; D019271:Hypoxanthine / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D010710:Phosphates / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007783:Lactones; D010710:Phosphates; D036563:Cyclic ADP-Ribose; D019271:Hypoxanthine