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
产品名称
2′-脱氧尿苷 5′-单磷酸 二钠盐, Sigma Grade
生物来源
synthetic (organic)
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
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。
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
Aldo A Arvizu-Flores et al.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 150(3), 406-413 (2009-06-30)
Thymidylate synthase (TS) catalyzes the synthesis of deoxythymidine monophosphate (dTMP), which is an essential precursor for DNA synthesis. The rationale underlying drug design is to identify compounds that differentially inhibit a viral or parasite enzyme vs. the host homologue. We
Targeting of Helicobacter pylori thymidylate synthase ThyX by non-mitotoxic hydroxy-naphthoquinones.
Stéphane Skouloubris et al.
Open biology, 5(6), 150015-150015 (2015-06-05)
ThyX is an essential thymidylate synthase that is mechanistically and structurally unrelated to the functionally analogous human enzyme, thus providing means for selective inhibition of bacterial growth. To identify novel compounds with anti-bacterial activity against the human pathogenic bacterium Helicobacter
L V Skosareva et al.
Biochemistry. Biokhimiia, 77(5), 524-531 (2012-07-21)
The interaction of nucleotide excision repair (NER) proteins (XPC-HR23b, RPA, and XPA) with 48-mer DNA duplexes containing the bulky lesion-mimicking fluorescein-substituted derivative of dUMP (5-{3-[6-(carboxyamidofluoresceinyl)amidocapromoyl]allyl}-2'-deoxyuridine-5'-monophosphate) in a cluster with a lesion of another type (apurinic/apyrimidinic (AP) site) has been studied.
Dietary nucleotides and human immune cells. II. Modulation of PBMC growth and cytokine secretion
Holen E, et al.
Nutrition, 21(10), 1003-1009 (2005)
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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