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

3′,4′-Didehydro-3′-deoxyadenosine monophosphate – CAS 2761971-63-3 is synthesized by Sigut Labs (Prague, Czech Republic).

Purity (LC-MS)

min 95%

Package contents

3′,4′-Didehydro-3′-deoxyadenosine monophosphate triethylammonium salt

This compound is for research use only. We do not sell to patients.

Amount

1 mg	€ 2500	Stock
5 mg	€ 4500	Stock
Do you want custom amount?			Custom amount

Amount

1 mg

€ 2500

Stock

5 mg

€ 4500

Stock

Do you want custom amount?

Custom amount

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.

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Payment

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References

Magnusson, O. T., & Frey, P. A. (2000). Synthesis and Characterization of 3 ‘, 4 ‘-Anhydroadenosylcobalamin: A Coenzyme B12 Analogue with Unusual Properties. Journal of the American Chemical Society, 122(37), 8807-8813.
Petrová, M., Buděšínský, M., & Rosenberg, I. (2010). Straightforward synthesis of 3′-deoxy-3′, 4′-didehydronucleoside-5′-aldehydes via 2′, 3′-O-orthoester group elimination: a simple route to 3′, 4′-didehydronucleosides. Tetrahedron Letters, 51(52), 6874-6876.