Unusual entry to the novel 8-halo-N1-ribosyl hypoxanthine system by degradation of a cyclic adenosine-5'-diphosphate ribose analogue.
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.
Moreau
Christelle
C
Wolfson Laboratory of Medicinal Chemistry, Department of Pharmacy and Pharmacology, University of Bath, Claverton Down, Bath, UK BA2 7AY.
Woodman
Timothy J
TJ
Potter
Barry V L
BV
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
D007783:Lactones; D010710:Phosphates; D036563:Cyclic ADP-Ribose; D019271:Hypoxanthine