3′,4′-Didehydro-3′-deoxyadenosine monophosphate– CAS 2761971-63-3

Characterisation

CAS: 2761971-63-3

IUPAC Name: ((4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-4,5-dihydrofuran-2-yl)methyl dihydrogen phosphate

Other names: DdhA-MP, Ddh-A-MP, 3′,4′-Didehydro-3′-deoxyadenosine monophosphate, DdhA monophosphate

Molecular weight: 329.21 g/mol

Molecular formula: C₁₀H₁₂N₅O₆P

InChI: InChI=1S/C10H12N5O6P/c11-8-7-9(13-3-12-8)15(4-14-7)10-6(16)1-5(21-10)2-20-22(17,18)19/h1,3-4,6,10,16H,2H2,(H2,11,12,13)(H2,17,18,19)/t6-,10+/m0/s1

Description

3′,4′-Didehydro-3′-deoxyadenosine monophosphate is a metabolite of is 3′,4′-Didehydro-3′-deoxyadenosine (DdhA). A related compound,  3′,4′-didehydro-3′-deoxycytidine triphosphate has been proven to have antiviral properties. It has the ability to prevent the replication of several viruses, including the Zika virus. This molecule is naturally produced in mammals through the dehydration of cytidine triphosphate (CTP), which is catalyzed by the enzyme viperin.

References

• WO2022038539 A2 2022-02-24
• https://doi.org/10.1021/ja0013780
• https://doi.org/10.1016/j.tetlet.2010.10.117

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