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Merck
CN

D7750

2′-脱氧胞苷 5′-单磷酸

≥95.0%, synthetic, powder

别名:

dCMP, 胞嘧啶脱氧核苷酸

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关于此项目

经验公式(希尔记法):
C9H14N3O7P
化学文摘社编号:
分子量:
307.20
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
213-849-9
MDL number:
Beilstein/REAXYS Number:
41062
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产品名称

2′-脱氧胞苷 5′-单磷酸, Sigma Grade, ≥95.0%

InChI key

NCMVOABPESMRCP-SHYZEUOFSA-N

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

SMILES string

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

biological source

synthetic

grade

Sigma Grade

assay

≥95.0%

form

powder

solubility

1 M NH4OH: 50 mg/mL, clear, colorless

storage temp.

−20°C

Quality Level

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相关类别

Application

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。

General description

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′。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Montserrat Terrazas et al.
Chemistry & biodiversity, 5(1), 31-39 (2008-01-22)
The replacement of the pyrophosphate moiety of deoxynucleoside triphosphates by L-aspartic acid allows incorporation of natural deoxynucleosides into DNA using HIV reverse transcriptase (RT) as enzyme, while retaining the canonical base-pair selectivity. N-Methylation of the L-aspartic acid leaving group results
Frédéric A Perras et al.
Physical chemistry chemical physics : PCCP, 14(14), 4677-4681 (2012-03-06)
Obtaining definitive information concerning the coordination environment of sodium ions which balance the negative charges found in nucleotides is a challenging task. We show that high resolution 1D and 2D (23)Na NMR spectra of sodium nucleotides obtained in the solid
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
Susan Quinn et al.
Chemical communications (Cambridge, England), (21)(21), 2130-2132 (2007-05-24)
A strong infrared band at 1574 cm(-1) is observed following 267 nm excitation of 2'-deoxycytidine (tau = 37 +/- 4 ps) or 2'-deoxycytidine 5'-monophosphate (tau = 33 +/- 4 ps); this band is provisionally attributed to an 1n(N)pi* state and
Ivan Zlatev et al.
Bioorganic & medicinal chemistry, 17(19), 7008-7014 (2009-09-01)
The replacement of the pyrophosphate moiety of 2'-deoxynucleoside triphosphates by non natural delta-dicarboxylic butyl amino acid allows incorporation of natural 2'-deoxycytidine into DNA using HIV-1 reverse transcriptase (RT) as enzyme. In contrast, the 3'-deoxycytidine analogue was not a substrate of

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