title: Cyclic aristeromycin diphosphate ribose: a potent and poorly hydrolysable Ca(2+)-mobilising mimic of cyclic adenosine diphosphate ribose.
abstract: Cyclic aristeromycin diphosphate ribose, a carbocyclic analogue of cyclic adenosine diphosphate ribose, was synthesised using a chemo-enzymatic route involving activation of aristeromycin 5'-phosphate by diphenyl phosphochloridate. The calcium-releasing properties of this novel analogue were investigated in sea urchin egg homogenates. While cyclic aristeromycin diphosphate ribose has a calcium release profile similar to that of cyclic adenosine diphosphate ribose (EC50 values are 80 nM and 30 nM, respectively), it is degraded significantly more slowly (t1/2 values are 170 min and 15 min, respectively) and may, therefore, be a useful tool to investigate the activities of cyclic adenosine diphosphate ribose.
authors.affiliation: School of Pharmacy and Pharmacology, University of Bath, UK.
authors.forename: V C
authors.initials: VC
authors.lastname: Bailey
authors.forename: S M
authors.initials: SM
authors.lastname: Fortt
authors.forename: R J
authors.initials: RJ
authors.lastname: Summerhill
authors.forename: A
authors.initials: A
authors.lastname: Galione
authors.forename: B V
authors.initials: BV
authors.lastname: Potter
mesh_terms: D000241:Adenosine / Q000031:analogs & derivatives / Q000737:chemistry; D000246:Adenosine Diphosphate Ribose / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism; D000818:Animals; D002118:Calcium / Q000378:metabolism*; D036563:Cyclic ADP-Ribose / Q000031:analogs & derivatives; D006868:Hydrolysis; D010063:Ovum / Q000378:metabolism*; D010766:Phosphorylation; D012617:Sea Urchins
chemical_list: C098423:cyclic aristeromycin diphosphate ribose; D036563:Cyclic ADP-Ribose; C030034:aristeromycin; D000246:Adenosine Diphosphate Ribose; D000241:Adenosine; D002118:Calcium