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D7750

2′-Deoxycytidine 5′-monophosphate

≥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%

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

200

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

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D7750

2′-Deoxycytidine 5′-monophosphate

2′-Deoxyadenosine 5′-monophosphate Sigma Grade, 98-100%

Sigma-Aldrich

D6375

2′-Deoxyadenosine 5′-monophosphate

Cytidine 5′-monophosphate Sigma Grade, ≥99% (HPLC), synthetic, powder

Sigma-Aldrich

C1131

Cytidine 5′-monophosphate

2′-Deoxycytidine 5′-monophosphate sodium salt Sigma Grade, ≥98%

Sigma-Aldrich

D7625

2′-Deoxycytidine 5′-monophosphate sodium salt

biological source

synthetic

biological source

synthetic (organic)

biological source

synthetic

biological source

microbial (fermentation)

grade

Sigma Grade

grade

Sigma Grade

grade

Sigma Grade

grade

Sigma Grade

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

assay

≥95.0%

assay

98-100%

assay

≥99% (HPLC)

assay

≥98%

form

powder

form

powder

form

powder

form

powder

solubility

1 M NH4OH: 50 mg/mL, clear, colorless

solubility

1 N NH4OH: 50 mg/mL, clear, colorless

solubility

1 M NH4OH: 50 mg/mL, clear, colorless

solubility

-

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000522633
0000522633
0000495424
0000495424
SLCP6879

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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
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
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
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
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
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