Gemcitabine monophosphate disodium salt
Gemcitabine monophosphate disodium salt, also called GemMP, is a monophosphate derivative of Gemcitabine. Gemcitabine (Gem) is a deoxycytidine analog that is effective against pancreatic cancer and other malignancies following conversion to the 5'-O-mono-, di- and tri-phosphate forms. GemMP decreased tumor cell growth at concentrations ranging from 1 to 50 nM. GemMP is a potent cytotoxic agent that serves to induce apoptosis in association with increased Fas expression in cultured thyroid cancer cell lines. (Anticancer Res. 2000 Sep-Oct;20(5A)
1: Miao L, Guo S, Zhang J, Kim WY, Huang L. Nanoparticles with Precise Ratiometric Co-Loading and Co-Delivery of Gemcitabine Monophosphate and Cisplatin for Treatment of Bladder Cancer. Adv Funct Mater. 2014 Nov 12;24(42):6601-6611. PubMed PMID: 25395922; PubMed Central PMCID: PMC4225819.
| Chemical | |
|---|---|
| CAS Num | 116371-67-6 (free acid); 1638288-31-9 (disodium salt) |
| Chemical Formula | C9H12F2N3Na2O8P |
| Molecular Weight | 405.15811 |
| IUPAC Chemical Name | sodium ((2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-4,4-difluoro-3-hydroxytetrahydrofuran-2-yl)methyl phosphate hydrate |
| Elemental Analysis | C, 26.68; H, 2.99; F, 9.38; N, 10.37; Na, 11.35; O, 31.59; P, 7.64 |
| Synonym | Gemcitabine monophosphate disodium salt monohydrate; Gemcitabine monophosphate disodium; GemMP. |
| Solubility | Soluble in DMSO, not in water |
| SMILES Code | O=C1N=C(N)C=CN1[C@@H]2O[C@H](COP(O[Na])(O[Na])=O)[C@@H](O)C2(F)F.O |
| Biological | |
| Targets and Effects | NA |
| Pathways | Apoptosis |
| Physical | |
| Appearance | White to off-white solid powder |
| Purity | >98% (or refer to the Certificate of Analysis) |
| Shipping Condition | Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs. |
| Storage Condition | Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years). |
| Shelf Life | >2 years if stored properly |
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