D7750
2′-Deoxycytidine 5′-monophosphate
≥95.0%, synthetic, powder
Sinónimos:
Deoxycytidylic acid, dCMP
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Fórmula empírica (notación de Hill):
C9H14N3O7P
Número CAS:
Peso molecular:
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
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Permítanos ayudarleNombre del producto
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
Categorías relacionadas
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.
Clase de almacenamiento
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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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
Montserrat Terrazas et al.
Chemistry & biodiversity, 5(1), 31-39 (2008-01-22)
The replacement of the pyrophosphate moiety of deoxynucleoside triphosphates by L-aspartic acid allows incorporation of natural deoxynucleosides into DNA using HIV reverse transcriptase (RT) as enzyme, while retaining the canonical base-pair selectivity. N-Methylation of the L-aspartic acid leaving group results
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
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