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Merck
CN

D3876

Sigma-Aldrich

2'-脱氧尿苷 5'-单磷酸 二钠盐

Sigma Grade

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别名:
dUMP
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

检测方案

≥98% (HPLC)

形式

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

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


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Dietary nucleotides and human immune cells. II. Modulation of PBMC growth and cytokine secretion
Holen E, et al.
Nutrition, 21(10), 1003-1009 (2005)
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.
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
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
Zachary Newby et al.
Biochemistry, 45(24), 7415-7428 (2006-06-14)
The enzyme thymidylate synthase (TS) catalyzes the reductive methylation of 2'-deoxyuridine 5'-monophosphate (dUMP) to 2'-deoxythymidine 5'-monophosphate. Using kinetic and X-ray crystallography experiments, we have examined the role of the highly conserved Tyr-261 in the catalytic mechanism of TS. While Tyr-261

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