title: Synthesis of N-1-alkyl analogues of cyclic inosine diphosphate ribose (cIDPR) by a new solid phase approach.
abstract: Herein we report an efficient solid-phase synthesis of some N-1-alkyl-substituted analogs of cyclic inosine-diphosphate-ribose (cIDPR), a mimic of cyclic ADP-ribose (cADPR) which has been described as an agonist of the cADPR/Ca(2+) signalling system. The proposed synthetic strategy uses a polystyrene support bearing inosine by a 2',3'-acetal linkage which is converted into several N-1-alkylinosine-bis-phosphate derivatives which in turn were cyclized by a solid-phase pyrophosphate bond formation.
authors.affiliation: Dipartimento di Chimica delle Sostanze Naturali, Università degli Studi di Napoli Federico II, Via D. Montesano 49, I-80131 Napoli, Italy.
authors.forename: Giorgia
authors.initials: G
authors.lastname: Oliviero
authors.forename: Stefano
authors.initials: S
authors.lastname: D'Errico
authors.forename: Nicola
authors.initials: N
authors.lastname: Borbone
authors.forename: Jussara
authors.initials: J
authors.lastname: Amato
authors.forename: Vincenzo
authors.initials: V
authors.lastname: Piccialli
authors.forename: Michela
authors.initials: M
authors.lastname: Varra
authors.forename: Gennaro
authors.initials: G
authors.lastname: Piccialli
authors.forename: Luciano
authors.initials: L
authors.lastname: Mayol
mesh_terms: D001671:Biochemistry / Q000379:methods; D007292:Inosine Nucleotides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D007292:Inosine Nucleotides; C107267:cyclic IDP-ribose