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D7750

Sigma-Aldrich

2′-Deoxycytidine 5′-monophosphate

Sigma Grade, ≥95.0%

Sinonimo/i:

Deoxycytidylic acid, dCMP

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About This Item

Formula empirica (notazione di Hill):
C9H14N3O7P
Numero CAS:
1032-65-1
Peso molecolare:
307.20
Beilstein:
41062
Numero CE:
213-849-9
Numero MDL:
MFCD00006546
Codice UNSPSC:
41106305
ID PubChem:
24894158
NACRES:
NA.51

Origine biologica

synthetic

Livello qualitativo

200

Grado

Sigma Grade

Saggio

≥95.0%

Stato

powder

Solubilità

1 M NH4OH: 50 mg/mL, clear, colorless

Temperatura di conservazione

−20°C

Stringa SMILE

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
NCMVOABPESMRCP-SHYZEUOFSA-N

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Descrizione generale

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′.

Applicazioni

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
SLCL9544
SLCH8201
SLCG8015
SLCG1541
SLBW9648

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Sigma-Aldrich

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Sigma-Aldrich

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4-DAMP ≥98% (HPLC)

Sigma-Aldrich

SML0255

4-DAMP

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Sigma-Aldrich

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Cytidine

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
Frédéric A Perras et al.
Physical chemistry chemical physics : PCCP, 14(14), 4677-4681 (2012-03-06)
Obtaining definitive information concerning the coordination environment of sodium ions which balance the negative charges found in nucleotides is a challenging task. We show that high resolution 1D and 2D (23)Na NMR spectra of sodium nucleotides obtained in the solid
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
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
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
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