title: Synthesis of 5-Aminoimidazole-4-Carboxamide Riboside (AICAR) and Its Derivatives Using Inosine as Starting Material.
abstract: This unit contains four basic protocols describing the synthesis of 5-aminoimidazole-4-carboxamide riboside (AICAR), 5-aminoimidazole-4-carboxamide riboside (ZPM), their 4-N functionalized derivatives, and two sugar-modified analogs of AICAR. The first and second basic protocols reveal the importance of solid-phase synthesis to obtain novel AICAR and ZMP imidazole-modified analogs in a short time, whereas the third and fourth basic protocols allow for the rapid preparation of 5'-F-AICAR and D-ribityl AICA.
authors.affiliation: Dipartimento di Farmacia, Università degli Studi di Napoli 'Federico II', Napoli, Italy.
authors.forename: Stefano
authors.initials: S
authors.lastname: D'Errico
authors.affiliation: Dipartimento di Farmacia, Università degli Studi di Napoli 'Federico II', Napoli, Italy.
authors.forename: Giorgia
authors.initials: G
authors.lastname: Oliviero
authors.affiliation: Dipartimento di Farmacia, Università degli Studi di Napoli 'Federico II', Napoli, Italy.
authors.forename: Nicola
authors.initials: N
authors.lastname: Borbone
authors.affiliation: Dipartimento di Scienze Chimiche, Università degli Studi di Napoli 'Federico II', Napoli, Italy.
authors.forename: Vincenzo
authors.initials: V
authors.lastname: Piccialli
authors.affiliation: Dipartimento di Farmacia, Università degli Studi di Napoli 'Federico II', Napoli, Italy.|Istituto di Biochimica delle Proteine (IBP), CNR, Napoli, Italy.
authors.forename: Gennaro
authors.initials: G
authors.lastname: Piccialli
mesh_terms: D000620:Aminoimidazole Carboxamide / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D007288:Inosine / Q000737:chemistry*; D012265:Ribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D012265:Ribonucleotides; D000620:Aminoimidazole Carboxamide; D007288:Inosine; C031143:AICA ribonucleotide
keywords: AMPK; ZMP; acyclic nucleosides; aicar; base-modified nucleosides; solid-phase synthesis