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2′-Deoxy-2′,2′-difluorocytidine (CAS 95058-81-4)

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Alternate Names:
Gemcitabine
Application:
2′-Deoxy-2′,2′-difluorocytidine is an irreversible inactivator of bacterial ribonucleoside diphosphate reductase
CAS Number:
95058-81-4
Purity:
≥98%
Molecular Weight:
263.199
Molecular Formula:
C9H11F2N3O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2′-Deoxy-2′,2′-difluorocytidine is a compound that garners attention in the field of nucleoside chemistry and its incorporation into nucleic acids. The fluorine atoms at the 2′ position of the sugar moiety are of particular interest due to their potential to alter the stability and hydrogen bonding properties of nucleic acid structures. 2′-Deoxy-2′,2′-difluorocytidine is in studies aiming to understand the mechanisms of DNA and RNA synthesis, as well as in exploring the effects of such modifications on the structure and function of nucleic acids. In enzymology, 2′-Deoxy-2′,2′-difluorocytidine serves as a substrate or inhibitor in investigations of enzymes involved in nucleotide metabolism.


2′-Deoxy-2′,2′-difluorocytidine (CAS 95058-81-4) References

  1. 2'-Deoxy-2'-methylenecytidine and 2'-deoxy-2',2'-difluorocytidine 5'-diphosphates: potent mechanism-based inhibitors of ribonucleotide reductase.  |  Baker, CH., et al. 1991. J Med Chem. 34: 1879-84. PMID: 2061926
  2. Systematic Dissection of the Metabolic-Apoptotic Interface in AML Reveals Heme Biosynthesis to Be a Regulator of Drug Sensitivity.  |  Lin, KH., et al. 2019. Cell Metab. 29: 1217-1231.e7. PMID: 30773463
  3. Downregulation of miR-183 inhibits the growth of PANC-1 pancreatic cancer cells in vitro and in vivo, and increases chemosensitivity to 5-fluorouracil and gemcitabine.  |  Yang, X., et al. 2019. Exp Ther Med. 17: 1697-1705. PMID: 30783438
  4. Comprehensive Molecular Characterization Identifies Distinct Genomic and Immune Hallmarks of Renal Medullary Carcinoma.  |  Msaouel, P., et al. 2020. Cancer Cell. 37: 720-734.e13. PMID: 32359397
  5. MiR-9-3p regulates the biological functions and drug resistance of gemcitabine-treated breast cancer cells and affects tumor growth through targeting MTDH.  |  Wang, Y., et al. 2021. Cell Death Dis. 12: 861. PMID: 34552061
  6. ICAM-1 Targeted Drug Combination Nanoparticles Enhanced Gemcitabine-Paclitaxel Exposure and Breast Cancer Suppression in Mouse Models.  |  Zhu, L., et al. 2021. Pharmaceutics. 14: PMID: 35056985

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2′-Deoxy-2′,2′-difluorocytidine, 1 g

sc-275523
1 g
$56.00

2′-Deoxy-2′,2′-difluorocytidine, 5 g

sc-275523A
5 g
$128.00

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. The compound, sc-275523, is provided as a white to off-white crystalline powder. If you have any further questions or concerns, please feel free to contact our Technical Service department by calling 800-457-3801 option 2, emailing scbt@scbt.com, or using the Live Chat function on our website.
Answered by: Tech Service 8
Date published: 2017-02-06
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Rated 5 out of 5 by from Kumaki Y; et alKumaki Y; et al. (PubMed ID: 21925541) determined that 2'-Deoxy-2',2'-difluorocytidine exhibited toxcity in high doses but not inhibitory at lower doses in H5N1 induced mouse models. -SCBT Publication Review
Date published: 2015-04-21
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2′-Deoxy-2′,2′-difluorocytidine is rated 5.0 out of 5 by 1.
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