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D7750

Sigma-Aldrich

2′-Deoxycytidine 5′-monophosphate

Sigma Grade, ≥95.0%

Sinónimos:

Deoxycytidylic acid, dCMP

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About This Item

Fórmula empírica (notación de Hill):
C9H14N3O7P
Número de CAS:
1032-65-1
Peso molecular:
307.20
Beilstein:
41062
Número CE:
213-849-9
Número MDL:
MFCD00006546
Código UNSPSC:
41106305
ID de la sustancia en PubChem:
24894158
NACRES:
NA.51

origen biológico

synthetic

grado

Sigma Grade

Análisis

≥95.0%

formulario

powder

solubilidad

1 M NH4OH: 50 mg/mL, clear, colorless

temp. de almacenamiento

−20°C

cadena SMILES

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

Clave InChI

NCMVOABPESMRCP-SHYZEUOFSA-N

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Descripción general

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′.

Aplicación

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.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
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
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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