Synthesis of 13 C-labeled 5-aminoimidazole-4-carboxamide-1-ß-D-[13 C5 ] ribofuranosyl 5'-monophosphate.
J Labelled Comp Radiopharm
; 61(11): 820-825, 2018 09.
Article
em En
| MEDLINE
| ID: mdl-29902835
ABSTRACT
5-Aminoimidazole-4-carboxamide-1-ß-D-[13 C5 ] ribofuranosyl 5'-monophosphate ([13 C5 ribose] AICAR-PO3 H2 ) (6) has been synthesized from [13 C5 ]adenosine. Incorporation of the mass-label into [13 C5 ribose] AICAR-PO3 H2 provides a useful standard to aid in metabolite identification and quantification in monitoring metabolic pathways. A synthetic route to the 13 C-labeled compound has not been previously reported. Our method employs a hybrid enzymatic, and chemical synthesis approach that applies an enzymatic conversion from adenosine to inosine followed by a ring-cleavage of the protected inosine. A direct phosphorylation of the resulting 2',3'-isopropylidine acadesine (5) was developed to yield the title compound in 99% purity following ion exchange chromatography.
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1
Base de dados:
MEDLINE
Assunto principal:
Isótopos de Carbono
/
Imidazóis
/
Monossacarídeos
Idioma:
En
Ano de publicação:
2018
Tipo de documento:
Article