Herein we report an efficient solid-phase synthesis of some N1-alkyl-substituted analogs of cyclic inosine-diphosphate-ribose (cIDPR), a mimic of cyclic ADP-ribose (cADPR). CIDPR has been described as an agonist of the cADPR/Ca2+ signalling system. The proposed synthetic strategy uses a polystyrene support bearing inosine by a 2',3'-acetal linkage. The inosine, by a no. of high yielding reactions, is converted into several N1-alkylinosine-bis-phosphate derivs. which were cyclized by a solid-phase pyrophosphate bond formation.
Solid-phase synthesis development of N1-alkyl analogues of cyclic inosine-diphosphate-ribose (cIDPR) / Oliviero, Giorgia; Amato, Jussara; Borbone, Nicola; D'Errico, Stefano; Piccialli, Gennaro; Mayol, Luciano. - STAMPA. - 2008 (10):(2008), pp. 330-332. (Intervento presentato al convegno XIV symposium on chemistry of nucleic acid components tenutosi a Cesky Krumlov nel 8-13 giugno 2008).
Solid-phase synthesis development of N1-alkyl analogues of cyclic inosine-diphosphate-ribose (cIDPR)
OLIVIERO, GIORGIA;AMATO, JUSSARA;BORBONE, NICOLA;D'ERRICO, STEFANO;PICCIALLI, GENNARO;MAYOL, LUCIANO
2008
Abstract
Herein we report an efficient solid-phase synthesis of some N1-alkyl-substituted analogs of cyclic inosine-diphosphate-ribose (cIDPR), a mimic of cyclic ADP-ribose (cADPR). CIDPR has been described as an agonist of the cADPR/Ca2+ signalling system. The proposed synthetic strategy uses a polystyrene support bearing inosine by a 2',3'-acetal linkage. The inosine, by a no. of high yielding reactions, is converted into several N1-alkylinosine-bis-phosphate derivs. which were cyclized by a solid-phase pyrophosphate bond formation.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
