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Merck

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號碼:
MDL號碼:
分類程式碼代碼:
41106305
PubChem物質ID:
NACRES:
NA.51

生物源

synthetic (organic)

品質等級

等級

Sigma Grade

化驗

≥98% (HPLC)

形狀

powder

儲存溫度

−20°C

SMILES 字串

[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 密鑰

WXIVKKBDJOCRNB-UHFFFAOYSA-N

相关类别

一般說明

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)。

應用

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。

象形圖

Exclamation mark

訊號詞

Warning

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

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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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.
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
Xiaoli Zhang et al.
Protein and peptide letters, 19(11), 1225-1230 (2012-04-20)
ThyX, a flavin-dependent thymidylate synthase that is involved in the synthesis of dTMP from dUMP, is a promising target for the development of novel antibacterial drugs that aimed at blocking the biosynthesis of dTMP, one of the building blocks of
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
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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