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Merck
CN

D3876

Sigma-Aldrich

2'-脱氧尿苷 5'-单磷酸 二钠盐

Sigma Grade

别名:

dUMP

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About This Item

线性分子式:
C9H11N2O8PNa2
CAS号:
分子量:
352.15
EC 号:
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.51

生物来源

synthetic (organic)

质量水平

等级

Sigma Grade

方案

≥98% (HPLC)

表单

powder

储存温度

−20°C

SMILES字符串

[Na].OC1CC(OC1COP(O)(O)=O)N2C=CC(=O)NC2=O

InChI

1S/C9H13N2O8P.Na.H/c12-5-3-8(11-2-1-7(13)10-9(11)14)19-6(5)4-18-20(15,16)17;;/h1-2,5-6,8,12H,3-4H2,(H,10,13,14)(H2,15,16,17);;

InChI key

WXIVKKBDJOCRNB-UHFFFAOYSA-N

相关类别

一般描述

2′-脱氧尿苷5′-单磷酸二钠盐(dUMP)是胸苷酸合酶的底物,并转化为脱氧胸苷单磷酸(dTMP)。

应用

2′-脱氧尿苷-5′-单磷酸二钠盐已用于:
  • 超高效液相色谱-串联质谱(UPLC/MS/MS)法测定
  • 刺激暴露于流行性感冒病毒抗原人外周血单个核细胞(PBMC)的增殖
  • 胸苷酸合成酶活性测定幽门螺杆菌

苷酸合成酶(TS)(EC 2.1.1.45)使用2′-脱氧尿苷5′-单磷酸(dUMP)从头生产dTMP。在潜在的化疗应用中研究dUMP类似物时,将dUMP用作参考底物。

生化/生理作用

甲氨蝶呤可抑制2′-脱氧尿苷5′-单磷酸二钠盐(dUMP)转化为嘧啶。在甲基化步骤中将dUMP抑制为脱氧胸苷单磷酸(dTMP)是控制细菌和真核细胞生长的关键。

象形图

Exclamation mark

警示用语:

Warning

危险分类

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Adam Jarmuła et al.
Bioorganic & medicinal chemistry, 15(6), 2346-2358 (2007-02-06)
Thymidylate synthase (TS) is a target enzyme for a number of anticancer agents including the 5-fluorouracil metabolite, FdUMP. The present paper reports on molecular modeling studies of the effect of substitution at C(5) position in the pyrimidine ring of the
Eric M Koehn et al.
Nature, 458(7240), 919-923 (2009-04-17)
Biosynthesis of the DNA base thymine depends on activity of the enzyme thymidylate synthase to catalyse the methylation of the uracil moiety of 2'-deoxyuridine-5'-monophosphate. All known thymidylate synthases rely on an active site residue of the enzyme to activate 2'-deoxyuridine-5'-monophosphate.
Biochemistry: Anchors away.
Maria Paola Costi et al.
Nature, 458(7240), 840-841 (2009-04-17)
Glyn R Hemsworth et al.
The Journal of biological chemistry, 286(18), 16470-16481 (2011-04-02)
Members of the Leishmania genus are the causative agents of the life-threatening disease leishmaniasis. New drugs are being sought due to increasing resistance and adverse side effects with current treatments. The knowledge that dUTPase is an essential enzyme and that
Peter S Ludwig et al.
European journal of medicinal chemistry, 40(5), 494-504 (2005-05-17)
Amphiphilic anticancer prodrugs of 5'-fluoro-2'-deoxyuridine-5'-monophosphate (5-FdUMP) were synthesized according to the hydrogen phosphonate method by coupling lipophilic cytosine derivatives or a phospholipid with 5-fluoro-2'-deoxyuridine (5-FdU). Studies within the in vitro Anticancer Screen Program of the National Cancer Institute have demonstrated

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