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Submit ReviewGemcitabine hydrochloride is a deoxycytidine analog that inhibits DNA synthesis. Metabolized to form gemcitabine triphosphate (dFdCTP) and gemcitabine diphosphate (dFdCDP). dFdCTD inhibits ribonucleotide reductase causing a reduction in cellular nucleotides. dFdCTP is incorporated in DNA resulting in DNA strand termination. Displays antitumor activity in vitro and in vivo. Inhibits replication of MERS-CoV and SARS-CoV in vitro (EC50 values are 1.216 and 4.957 μM, respectively).
Gemcitabine hydrochloride is also offered as part of the Tocriscreen 2.0 Max, Tocriscreen Antiviral Library and Tocriscreen FDA-Approved Drugs. 了解 Tocris 化合物库的更多信息。
分子量 | 299.66 |
公式 | C9H11F2N3O4.HCl |
储存 | Desiccate at +4°C |
纯度 | ≥99% (HPLC) |
CAS Number | 122111-03-9 |
PubChem ID | 60749 |
InChI Key | OKKDEIYWILRZIA-OSZBKLCCSA-N |
Smiles | OC[C@@H]1[C@@H](O)C(F)(F)[C@H](N2C(N=C(N)C=C2)=O)O1.Cl |
上方提供的技术数据仅供参考。批次相关数据请参见分析证书。
Tocris products are intended for laboratory research use only, unless stated otherwise.
溶剂 | 最高浓度 mg/mL | 最高浓度 mM | |
---|---|---|---|
溶解性 | |||
water | 29.97 | 100 | |
DMSO | 5.99 | 20 |
以下数据基于产品分子量 299.66。 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
浓度/溶剂体积/质量 | 1 mg | 5 mg | 10 mg |
---|---|---|---|
1 mM | 3.34 mL | 16.69 mL | 33.37 mL |
5 mM | 0.67 mL | 3.34 mL | 6.67 mL |
10 mM | 0.33 mL | 1.67 mL | 3.34 mL |
50 mM | 0.07 mL | 0.33 mL | 0.67 mL |
参考文献是支持产品生物活性的出版物。
Hertel et al (1990) Evaluation of the antitumor activity of gemcit. (2',2'-Difluoro-2'-deoxycytidine). Cancer Res. 50 4417 PMID: 2364394
Heinemann et al (1995) Gemcitabine: a modulator of intracellular nucleotide and deoxynucleotide metabolism. Semin.Oncol. 22 11 PMID: 7481839
Plunkett et al (1995) Preclinical characteristics of gemcit. Anticancer Drugs 6 7 PMID: 8718419
Dyall et al (2014) Repurposing of clinically developed drugs for treatment of Middle East Respiratory Syndrome coronavirus infection. Antimicrob.Agents.Chemother. 58 4885 PMID: 24841273
If you know of a relevant reference for Gemcitabine hydrochloride, please let us know.
关键词: Gemcitabine hydrochloride, Gemcitabine hydrochloride supplier, DNA, synthesis, inhibitors, inhibits, Ribonucleotide, reductases, chemotherapeutics, coronaviruses, COVID-19, SARS-CoV, MERS, severe, acute, respiratory, syndrome, DNA,, RNA, and, Protein, Synthesis, Reductase, Coronavirus, 3259, Tocris Bioscience
引用文献是使用了 Tocris 产品的出版物。 Gemcitabine hydrochloride 的部分引用包括:
Marchetti et al (2018) Targeting Multiple Effector Pathways in Pancreatic Ductal Adenocarcinoma with a G-Quadruplex-Binding Small Molecule. J Med Chem 61 2500 PMID: 29356532
Viotti et al (2018) SUV420H2 is an epigenetic regulator of epithelial/mesenchymal states in pancreatic cancer. J Cell Biol 217 763 PMID: 29229751
Okita et al (2015) Contrasting Effects of the Cytotoxic Anticancer Drug gemcit. and the EGFR Tyrosine Kinase Inhibitor gefi. on NK Cell-Mediated Cytotoxicity via Regulation of NKG2D Ligand in Non-Small-Cell Lung Cancer Cells. PLoS One 10 e0139809 PMID: 26439264
Dolman et al (2015) DNA-Dependent Protein Kinase As Molecular Target for Radiosensitization of Neuroblastoma Cells. PLoS One 10 e0145744 PMID: 26716839
Jones et al (2014) BRCA2 and RAD51 promote double-strand break formation and cell death in response to gemcit. PLoS One 13 2412 PMID: 25053826
Truman et al (2015) Quantitative proteomics of the yeast Hsp70/Hsp90 interactomes during DNA damage reveal chaperone-dependent regulation of ribonucleotide reductase. J Proteomics 112 285 PMID: 25452130
Song et al (2013) Plk1 phosphorylation of orc2 and hbo1 contributes to gemcit. resistance in pancreatic cancer. Mol Cancer Ther 12 58 PMID: 23188630
Clouser et al (2013) Characterization of permeability, stability and anti-HIV-1 activity of decit. and gemcit. divalerate prodrugs. Antivir Chem Chemother 23 223 PMID: 23994876
Chan et al (2013) A simple high-content cell cycle assay reveals frequent discrepancies between cell number and ATP and MTS proliferation assays. PLoS One 8 e63583 PMID: 23691072
Li et al (2016) Plk1 inhibition enhances the efficacy of gemcit. in human pancreatic cancer. Cell Cycle 15 711 PMID: 26890815
Veroli et al (2015) An automated fitting procedure and software for dose-response curves with multiphasic features. Mol Cancer Ther 5 14701 PMID: 26424192
Bapiro et al (2014) Gemcitabine diphosphate choline is a major metabolite linked to the Kennedy pathway in pancreatic cancer models in vivo. Br J Cancer 111 318 PMID: 24874484
Slee et al (2014) Selective inhibition of pancreatic ductal adenocarcinoma cell growth by the mitotic MPS1 kinase inhibitor NMS-P715. Mol Cancer Ther 13 307 PMID: 24282275
Mayor-López et al (2014) Comparative Study of 17-AAG and NVP-AUY922 in Pancreatic and Colorectal Cancer Cells: Are There Common Determinants of Sensitivity? Transl Oncol 7 590 PMID: 25389454
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The compound was used as a control in a study where we determined the effect of our compounds on ribonucleotide reductase enzyme.
The concentration used was 20uM.
Gemcitabine was used at a 20 uM concentration for in vitro culture with SK-MEL-28 and cell viability was monitored over time with live imaging. Arrow indicates when compound was added to media.
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