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dFdCTP, Gemcitabine triphosphate

(2',2'-Difluoro-2'-deoxycytidine-5'-triphosphate, Gemcitabine-5'-triphosphate)

Gemcitabine triphosphate is available as the tetra-triethylammonium salt in 1mg, 5 mg and 10 mg quantities. For a quotation for larger quantities or for a custom synthesis of any nucleoside mono, di or triphosphate, please inquire.

Orders can be placed online, by telephone or by email

Gemcitabine-5'-triphosphate (dFdCTP)
$148/1mg (1.1 µmole)
$472/5mg (5.5 µmole)
$843/10mg (11 µmole)
The 2D structure of the free acid form of Gemcitabine triphosphate (dFdCTP) is:

Selected references:

McCluskey et al. Biophysical Analysis of Bacterial CTP Synthase Filaments Formed in the Presence of the hemotherapeutic Metabolite Gemcitabine-5'-triphosphate. J Mol Biol. 2018 Apr 13;430(8):1201-1217.

Rizzuto et al. Pharmacological factors affecting accumulation of gemcitabine's active metabolite, gemcitabine triphosphate.Pharmacogenomics. 2017 Jun;18(9):911-925.

McCluskey et al. Exploring the Potent Inhibition of CTP Synthase by Gemcitabine-5'-Triphosphate. Chembiochem. 2016 Dec 2;17(23):2240-2249.

Kamčeva et al. Liquid chromatography/tandem mass spectrometry method for simultaneous quantification of eight endogenous nucleotides and the intracellular gemcitabine metabolite dFdCTP in human peripheral blood mononuclear cells. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Sep 15;1001:212-20.

Tham et al. Erratum to: does saturable formation of gemcitabine triphosphate occur in patients? Cancer Chemother Pharmacol. 2015 Mar;75(3):657.

Khatri et al. SLC28A3 genotype and gemcitabine rate of infusion affect dFdCTP metabolite disposition in patients with solid tumours. Br J Cancer. 2014 Jan 21;110(2):304-12.

Zhang et al. Systemic delivery of gemcitabine triphosphate via LCP nanoparticles for NSCLC and pancreatic cancer therapy. Biomaterials. 2013 Apr;34(13):3447-58.

Bapiro et al. A novel method for quantification of gemcitabine and its metabolites 2',2'-difluorodeoxyuridine and gemcitabine triphosphate in tumour tissue by LC-MS/MS: comparison with (19)F NMR spectroscopy. Cancer Chemother Pharmacol. 2011 Nov;68(5):1243-53.

Battaglia et al. Pharmacokinetic∕pharmacodynamic modelling of intracellular gemcitabine triphosphate accumulation: translating in vitro to in vivo. IET Syst Biol. 2011 Jan;5(1):34.

Lohman et al. Inactivation of Lactobacillus leichmannii ribonucleotide reductase by 2',2'-difluoro-2'-deoxycytidine 5'-triphosphate: covalent modification. Biochemistry. 2010 Feb 23;49(7):1404-17. .

Lohman et al. Inactivation of Lactobacillus leichmannii ribonucleotide reductase by 2',2'-difluoro-2'-deoxycytidine 5'-triphosphate: adenosylcobalamin destruction and formation of a nucleotide-based radical. Biochemistry. 2010 Feb 23;49(7):1396-403.

Risbood et al. Synthesis of gemcitabine triphosphate (dFdCTP) as a tris(triethylammonium) salt. Bioorg Med Chem Lett. 2008 May 1;18(9):2957-8.

Tham et al. Does saturable formation of gemcitabine triphosphate occur in patients? Cancer Chemother Pharmacol. 2008 Dec;63(1):55-64.

Veltkamp et al. Quantitative analysis of gemcitabine triphosphate in human peripheral blood mononuclear cells using weak anion-exchange liquid chromatography coupled with tandem mass spectrometry. J Mass Spectrom. 2006 Dec;41(12):1633-42.

Nishi et al. A new, simple method for quantifying gemcitabine triphosphate in cancer cells using isocratic high-performance liquid chromatography. Cancer Sci. 2006 Nov;97(11):1274-8.

Buesa et al. Phase I clinical trial of fixed-dose rate infusional gemcitabine and dacarbazine in the treatment of advanced soft tissue sarcoma, with assessment of gemcitabine triphosphate accumulation. Cancer. 2004 Nov 15;101 (10):2261-9.

Sparidans et al. Isocratic ion-exchange chromatographic assay for the nucleotide gemcitabine triphosphate in human white blood cells. J Chromatogr B Analyt Technol Biomed Life Sci. 2002 Nov 25;780(2):423-30.

Patel et al. Phase II clinical investigation of gemcitabine in advanced soft tissue sarcomas and window evaluation of dose rate on gemcitabine triphosphate accumulation. J Clin Oncol. 2001 Aug 1;19(15):3483-9. .

Smid et al. Interference of gemcitabine triphosphate with the measurements of deoxynucleotides using an optimized DNA polymerase elongation assay. Int J Oncol. 2001 Jul;19(1):157-62.

Silva et al. Gemcitabine 5'-triphosphate is a stoichiometric mechanism-based inhibitor of Lactobacillus leichmannii ribonucleoside triphosphate reductase: evidence for thiyl radical-mediated nucleotide radical formation. Biochemistry. 1998 Apr 21;37(16):5528-35.