3′,4′-Didehydro-3′-deoxyadenosine triphosphate– CAS 2761971-65-5

3′,4′-Didehydro-3′-deoxyadenosine triphosphate– CAS 2761971-65-5 is synthesized by Sigut Labs (Prague, Czech Republic). 

Purity (LC-MS)

min 95%

Package contents

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

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

Amount
1 mg
€ 3100

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5 mg
€ 5800

Stock

Do you want custom amount?
Custom amount
Amount
1 mg
€ 3100

Stock

5 mg
€ 5800

Stock

Do you want custom amount?
Custom amount

Characterisation

CAS: 2761971-65-5
IUPAC name: ((4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-4,5-dihydrofuran-2-yl)methyl tetrahydrogen triphosphate
Other names: DdhA-TP, Ddh-A-TP, 3′,4′-Didehydro-3′-deoxyadenosine triphosphate, DdhA triphosphate
Molecular weight: 489.17 g/mol
Molecular formula: C10H14N5O12P3
InChI: InChI=1S/C10H14N5O12P3/c11-8-7-9(13-3-12-8)15(4-14-7)10-6(16)1-5(25-10)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h1,3-4,6,10,16H,2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)/t6-,10+/m0/s1

Description

3′,4′-Didehydro-3′-deoxyadenosine triphosphate 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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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 Society122(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 Letters51(52), 6874-6876.
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