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:
Molecular Weight:
307.20
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
213-849-9
MDL number:
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
Product Name
2′-Deoxycytidine 5′-monophosphate, Sigma Grade, ≥95.0%
biological source
synthetic
Quality Level
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
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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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
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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D7750-1G | 04061826690611 |
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