Gemcitabine hydrochloride

Pricing Availability   Qty
Description: DNA synthesis inhibitor
Chemical Name: (+)-2'-Deoxy-2',2'-difluorocytidine hydrochloride
Purity: ≥99% (HPLC)
Citations (14)
Reviews (2)
Literature (2)

Biological Activity for Gemcitabine hydrochloride

Gemcitabine 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).

Compound Libraries for Gemcitabine hydrochloride

Gemcitabine hydrochloride is also offered as part of the Tocriscreen 2.0 Max, Tocriscreen Antiviral Library and Tocriscreen FDA-Approved Drugs. Find out more about compound libraries available from Tocris.

Technical Data for Gemcitabine hydrochloride

M. Wt 299.66
Formula C9H11F2N3O4.HCl
Storage Desiccate at +4°C
Purity ≥99% (HPLC)
CAS Number 122111-03-9
PubChem ID 69101485
Smiles OC[C@@H]1[C@@H](O)C(F)(F)[C@H](N2C(N=C(N)C=C2)=O)O1.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for Gemcitabine hydrochloride

Solvent Max Conc. mg/mL Max Conc. mM
water 29.97 100
DMSO 5.99 20

Preparing Stock Solutions for Gemcitabine hydrochloride

The following data is based on the product molecular weight 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.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 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

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Product Datasheets for Gemcitabine hydrochloride

Certificate of Analysis / Product Datasheet
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References for Gemcitabine hydrochloride

References are publications that support the biological activity of the product.

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.

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14 Citations for Gemcitabine hydrochloride

Citations are publications that use Tocris products. Selected citations for Gemcitabine hydrochloride include:

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

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

Do you know of a great paper that uses Gemcitabine hydrochloride from Tocris? Please let us know.

Reviews for Gemcitabine hydrochloride

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Great product.
By Anonymous on 07/28/2019
Assay Type: In Vitro
Species: Human
Cell Line/Tissue: Jurkat Cells

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 effectively kills growth of melanoma cell line in vitro.
By Anonymous on 02/14/2019
Assay Type: In Vitro
Species: Human

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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Literature in this Area

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