Synthesis of N-1-alkyl analogues of cyclic inosine diphosphate ribose (cIDPR) by a new solid phase approach.
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.
Oliviero
Giorgia
G
Dipartimento di Chimica delle Sostanze Naturali, Università degli Studi di Napoli Federico II, Via D. Montesano 49, I-80131 Napoli, Italy.
D'Errico
Stefano
S
Borbone
Nicola
N
Amato
Jussara
J
Piccialli
Vincenzo
V
Varra
Michela
M
Piccialli
Gennaro
G
Mayol
Luciano
L
D001671:Biochemistry / Q000379:methods; D007292:Inosine Nucleotides / Q000138:chemical synthesis* / Q000737:chemistry
D007292:Inosine Nucleotides; C107267:cyclic IDP-ribose