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3′,4′-Didehydro-3′-deoxyuridine diphosphate – CAS 2499590-41-7

3′,4′-Didehydro-3′-deoxyuridine diphosphate – CAS 2499590-41-7 is synthesized by Sigut Labs (Prague, Czech Republic).

Purity (LC-MS)

min 95%

Package contents

3′,4′-Didehydro-3′-deoxyuridine diphosphate triethylammonium salt

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

Amount

1 mg	€ 3200	Stock
5 mg	€ 6000	Stock
Do you want custom amount?			Custom amount

Amount

1 mg

€ 3200

Stock

5 mg

€ 6000

Stock

Do you want custom amount?

Custom amount

Characterisation

CAS: 2499590-41-7

IUPAC name: ((4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-hydroxy-4,5-dihydrofuran-2-yl)methyl trihydrogen diphosphate

Other names: DdhU-DP, Ddh-U diphosphate, 3′,4′-Didehydro-3′-deoxyuridine diphosphate

Molecular weight: 386.15 g/mol

Molecular formula: C₉H₁₂N₂O₁₁P₂

InChI: InChI=1S/C9H12N2O11P2/c12-6-3-5(4-20-24(18,19)22-23(15,16)17)21-8(6)11-2-1-7(13)10-9(11)14/h1-3,6,8,12H,4H2,(H,18,19)(H,10,13,14)(H2,15,16,17)/t6-,8-/m1/s1

Description

3′,4′-Didehydro-3′-deoxyuridine diphosphate is a metabolite of 3′,4′-Didehydro-3′-deoxyuridine (DdhU). 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

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.
WO2020202142 A2 2020-10-08
US3457255 A 1969-07-22
WO2022038539 A2 2022-02-24