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D7750

2′-Deoxycytidine 5′-monophosphate

Name: 2&#8242;-Deoxycytidine 5&#8242;-monophosphate
Brand: SIGMA

≥95.0%, synthetic, powder

Synonym(s):

Deoxycytidylic acid, dCMP

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About This Item

Empirical Formula (Hill Notation):

C₉H₁₄N₃O₇P

CAS Number:

1032-65-1

Molecular Weight:

307.20

NACRES:

NA.51

PubChem Substance ID:

24894158

UNSPSC Code:

41106305

EC Number:

213-849-9

MDL number:

MFCD00006546

Beilstein/REAXYS Number:

41062

Assay:

≥95.0%

Biological source:

synthetic

Form:

powder

Solubility:

1 M NH₄OH: 50 mg/mL, clear, colorless

Storage temp.:

−20°C

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Product Name

2′-Deoxycytidine 5′-monophosphate, Sigma Grade, ≥95.0%

biological source

synthetic

Quality Level

200

grade

Sigma Grade

assay

≥95.0%

form

powder

solubility

1 M NH₄OH: 50 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

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

Related Categories

Phosphates

General description

2′-Deoxycytidine 5′-monophosphate is a deoxynucleotide building block via which DNA is made. It consists of a 2′-deoxy-β-D-ribofuranose, linked through an N-β-D-glycosidic linkage to a heterocycle nitrogen cytosine. It is phosphorylated at carbon C-5′.

Application

2′-Deoxycytidine 5′-monophosphate has been used in Raman spectroscopic studies to determine its Raman total half bandwidths.

2′-Deoxycytidine 5′-monophosphate (dCMP) is used as a substrate of uridine monophosphate (UMP)/cytidine monophosphate (CMP) kinase (EC 2.7.4.4) to form dCDP which upon phosphorylation to dCTP supports DNA biosynthesis.

flash_point_f

Not applicable

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Essentials of Chemical biology (2013)

miR-221 promotes growth and invasion of hepatocellular carcinoma cells by constitutive activation of NFκB.

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

A comparative picosecond transient infrared study of 1-methylcytosine and 5'-dCMP that sheds further light on the excited states of cytosine derivatives.

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

Novel antiviral C5-substituted pyrimidine acyclic nucleoside phosphonates selected as human thymidylate kinase substrates.

Dimitri Topalis et al.

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

Electrical detection of single methylcytosines in a DNA oligomer.

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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Global Trade Item Number

SKU	GTIN
D7750-1G	04061826690611

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