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3′,4′-Didehydro-3′-deoxycytidine diphosphate – CAS 2499590-46-2

3′,4′-Didehydro-3′-deoxycytidine diphosphate – CAS 2499590-46-2 is synthesized by Sigut Labs (Prague, Czech Republic).

Purity (LC-MS)

min 95%

Package contents

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

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

Amount

1 mg	€ 2200	Stock
5 mg	€ 4500	Stock
Do you want custom amount?			Custom amount

Amount

1 mg

€ 2200

Stock

5 mg

€ 4500

Stock

Do you want custom amount?

Custom amount

Characterisation

CAS: 2499590-46-2, 2657712-14-4 ( Et3NH+ salt)

IUPAC name: 2(1H)-Pyrimidinone, 4-amino-1-[(2R,3R)-2,3-dihydro-3-hydroxy-5-(hydroxymethyl)-2-furanyl]-4-Amino-1-[3-hydroxy-5-(hydroxymethyl)-2,3-dihydrofuran-2-yl]-1,2-dihydropyrimidin-2-one diphosphate

Other names: 4-amino-1-[(2R,3R)-2,3-dihydro-3-hydroxy-5-(hydroxymethyl)-2-furanyl]-2(1H)-Pyrimidinone diphosphate, DdhCDP, DdhC-DP

Molecular weight: 385.16 g/mol

Molecular formula: C₉H₁₃N₃O₁₀P₂

InChI: InChI=1S/C9H13N3O10P2/c10-7-1-2-12(9(14)11-7)8-6(13)3-5(21-8)4-20-24(18,19)22-23(15,16)17/h1-3,6,8,13H,4H2,(H,18,19)(H2,10,11,14)(H2,15,16,17)/t6-,8-/m1/s1

Description

3′,4′-didehydro-3′-deoxycytidine duphosphate is a metabolite of 3′,4′-didehydro-3′-deoxycytidine triphosphate that 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.

3′,4′-didehydro-3′-deoxycytidine diphosphate is provided as triethylammonium salt.

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Payment

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References

Wang, F. (2007). Unsaturated Didehydrodeoxycytidine Drugs. 1. Impact of CC Positions in the Sugar Ring. The Journal of Physical Chemistry B, 111(32), 9628-9633.
Torrance, C. J., Agrawal, V., Vogelstein, B., & Kinzler, K. W. (2001). Use of isogenic human cancer cells for high-throughput screening and drug discovery. Nature biotechnology, 19(10), 940-945.
Mehta, R., Chekmeneva, E., Jackson, H., Sands, C., Mills, E., Arancon, D., … & Sriskandan, S. (2022). Antiviral metabolite 3′-deoxy-3′, 4′-didehydro-cytidine is detectable in serum and identifies acute viral infections including COVID-19. Med, 3(3), 204-215.
McGall, G. H., Stubbe, J., & Kozarich, J. W. (1991). Acyl migration in the production of thymine. Propenal from 3′-O-benzoyl-5′-deoxy-4′-(hydroperoxy) thymidine: a reinterpretation of a putative model for bleomycin-mediated DNA degradation. The Journal of Organic Chemistry, 56(1), 48-55.
Bernheim, A., Millman, A., Ofir, G., Meitav, G., Avraham, C., Shomar, H., … & Sorek, R. (2021). Prokaryotic viperins produce diverse antiviral molecules. Nature, 589(7840), 120-124.