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Merck
CN

D7750

Sigma-Aldrich

2′-脱氧胞苷 5′-单磷酸

Sigma Grade, ≥95.0%

别名:

dCMP, 胞嘧啶脱氧核苷酸

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About This Item

经验公式(希尔记法):
C9H14N3O7P
CAS号:
分子量:
307.20
Beilstein:
41062
EC 号:
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.51

生物来源

synthetic

质量水平

等级

Sigma Grade

检测方案

≥95.0%

形式

powder

溶解性

1 M NH4OH: 50 mg/mL, clear, colorless

储存温度

−20°C

SMILES字符串

NC1=NC(=O)N(C=C1)[C@H]2C[C@H](O)[C@@H](COP(O)(O)=O)O2

InChI

1S/C9H14N3O7P/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(19-8)4-18-20(15,16)17/h1-2,5-6,8,13H,3-4H2,(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1

InChI key

NCMVOABPESMRCP-SHYZEUOFSA-N

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相关类别

一般描述

2′-脱氧胞苷 5′-单磷酸酯是构成DNA的脱氧核苷酸的结构单元。它由通过N-β-D-糖苷键连接含氮杂环胞嘧啶而形成的2′-脱氧-β-D-呋喃核糖组成。它在C-5 处被磷酸化′。

应用

2′-脱氧胞苷5′-单磷酸酯已被用于拉曼光谱研究,以确定其拉曼总半带宽。
2'-脱氧胞苷5'-单磷酸(dCMP)利用尿苷单磷酸(UMP)/单磷酸胞苷(CMP)激酶(EC 2.7.4.4)的底物,形成dCDP,其在磷酸化为dCTP时支持DNA生物合成。

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

Eyeshields, Gloves, type N95 (US)


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Essentials of Chemical biology (2013)
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Journal of medicinal chemistry, 54(1), 222-232 (2010-12-07)
Acyclic nucleoside phosphonates (ANPs) are at the cornerstone of DNA virus and retrovirus therapies. They reach their target, the viral DNA polymerase, after two phosphorylation steps catalyzed by cellular kinases. New pyrimidine ANPs have been synthesized with unsaturated acyclic side
Páraic M Keane et al.
Journal of the American Chemical Society, 133(12), 4212-4215 (2011-03-10)
The role of N1-substitution in controlling the deactivation processes in photoexcited cytosine derivatives has been explored using picosecond time-resolved IR spectroscopy. The simplest N1-substituted derivative, 1-methylcytosine, exhibits relaxation dynamics similar to the cytosine nucleobase and distinct from the biologically relevant
Zimin Liu et al.
American journal of translational research, 8(11), 4764-4777 (2016-12-03)
microRNAs (miRs) are small noncoding RNAs that modulate a variety of cellular processes by regulating multiple targets, which can promote or inhibit the development of malignant behaviors. Accumulating evidence suggests that microRNA-221 (miR-221) plays important roles in human carcinogenesis. It
Makusu Tsutsui et al.
Journal of the American Chemical Society, 133(23), 9124-9128 (2011-05-13)
We report label-free electrical detections of chemically modified nucleobases in a DNA using a nucleotide-sized electrode gap. We found that methyl substitution contributes to increase the tunneling conductance of deoxycytidines, which was attributed to a shift of the highest occupied

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