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Cytarabine 5′-monophosphate

(Synonyms: ara-CMP, 1-β-D-Arabinofuranosylcytosine 5'-monophosphate, Cytosine Arabinoside monophosphate, NSC 99445) 目录号 : GC49863

An active metabolite of cytarabine

Cytarabine 5′-monophosphate Chemical Structure

Cas No.:7075-11-8

规格 价格 库存 购买数量
5 mg
¥619.00
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10 mg
¥1,046.00
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25 mg
¥1,856.00
现货
50 mg
¥3,093.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

Cytarabine 5′-monophosphate (ara-CMP) is an active metabolite of the nucleoside analog cytarabine .1 It is formed from cytarabine by deoxycytidine kinase.2 ara-CMP is incorporated into DNA by DNA polymerase α, which slows the rate of DNA synthesis by approximately 2,000-fold in a cell-free assay.3 It inhibits nuclear and mitochondrial DNA replication in S. cerevisiae when used at a concentration of 15 mM.4 ara-CMP (3.5-75.1 mg/kg) improves survival in an L1210 murine leukemia model.5

1.Huang, S., Liu, L., Liu, X., et al.Development and application of a rapid and sensitive liquid chromatography-mass spectrometry method for simultaneous analysis of cytarabine, cytarabine monophosphate, cytarabine diphosphate and cytarabine triphosphate in the cytosol and nucleusJ. Pharm. Biomed. Anal.211114582(2022) 2.Momparler, R.L., and Fischer, G.A.Mammalian deoxynucleoside kinases. I. Deoxycytidine kinase: Purification, properties, and kinetic studies with cytosine arabinosideJ. Biol. Chem.243(16)4298-4304(1968) 3.Perrino, F.W., and Mekosh, H.L.Incorporation of cytosine arabinoside monophosphate into DNA at internucleotide linkages by human DNA polymerase αJ. Biol. Chem.267(32)23043-23051(1992) 4.Mcintosh, E.M., Kunz, B.A., and Haynes, R.H.Inhibition of DNA replication in Saccharomyces cerevisiae by araCMPCurr. Genet.10(8)579-585(1986) 5.Schrecker, A.W., and Goldin, A.Antitumor effect and mode of action of 1-β-D-arabinofuranosylcytosine 5’-phosphate in leukemia L1210Cancer Res.28(4)802-803(1968)

Chemical Properties

Cas No. 7075-11-8 SDF Download SDF
别名 ara-CMP, 1-β-D-Arabinofuranosylcytosine 5'-monophosphate, Cytosine Arabinoside monophosphate, NSC 99445
Canonical SMILES OP(OC[C@@H]1[C@@H](O)[C@H](O)[C@]([H])(N2C(N=C(N)C=C2)=O)O1)(O)=O
分子式 C9H14N3O8P 分子量 323.2
溶解度 Water: soluble 储存条件 -20°C
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1 mg 5 mg 10 mg
1 mM 3.0941 mL 15.4703 mL 30.9406 mL
5 mM 0.6188 mL 3.0941 mL 6.1881 mL
10 mM 0.3094 mL 1.547 mL 3.0941 mL
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