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
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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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
Essentials of Chemical biology (2013)
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