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Merck
CN

D3876

2′-脱氧尿苷 5′-单磷酸 二钠盐

≥98% (HPLC), synthetic (organic), powder

别名:

dUMP

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关于此项目

线性分子式:
C9H11N2O8PNa2
化学文摘社编号:
分子量:
352.15
EC 号:
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.51
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产品名称

2′-脱氧尿苷 5′-单磷酸 二钠盐, Sigma Grade

生物来源

synthetic (organic)

质量水平

等级

Sigma Grade

方案

≥98% (HPLC)

表单

powder

溶解性

water: 50 mg/mL, clear, colorless

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

Dietary nucleotides and human immune cells. II. Modulation of PBMC growth and cytokine secretion
Holen E, et al.
Nutrition, 21(10), 1003-1009 (2005)
Abalo Chango et al.
Medical principles and practice : international journal of the Kuwait University, Health Science Centre, 18(2), 81-84 (2009-02-11)
To develop a method for the simultaneous measurement of 5-methylcytosine (5-metC) and 2'-deoxyuridine monophosphate (dU). Genomic DNA was extracted from the HepG2 cell line grown in experimental complete medium or in folate-depleted medium. Samples were treated with RNAse A and
Biochemistry: Anchors away.
Maria Paola Costi et al.
Nature, 458(7240), 840-841 (2009-04-17)
Przemysław Ziemkowski et al.
Biochemical and biophysical research communications, 362(1), 37-43 (2007-08-19)
A series of 2'-fluoro-substituted dUMP/FdUMP analogues were synthesized, their interaction with human recombinant thymidylate synthase investigated, and structural (1)H and (19)F NMR study of the corresponding nucleosides performed. While 2'-F-dUMP (fluorine in the "down" configuration), in striking contrast to 2'-F-ara-UMP
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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