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D7750

Sigma-Aldrich

2′-Deoxycytidine 5′-monophosphate

Sigma Grade, ≥95.0%

Synonym(s):

Deoxycytidylic acid, dCMP

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About This Item

Empirical Formula (Hill Notation):
C9H14N3O7P
CAS Number:
1032-65-1
Molecular Weight:
307.20
Beilstein/REAXYS Number:
41062
EC Number:
213-849-9
MDL number:
MFCD00006546
UNSPSC Code:
41106305
PubChem Substance ID:
24894158
NACRES:
NA.51
Pricing and availability is not currently available.

biological source

synthetic

Quality Level

200

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

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1 of 4

This Item
EHNC004051EHU000591EHU008631
MISSION® esiRNA targeting human FANCM

EHU903231

MISSION® esiRNA

MISSION® esiRNA targeting human FANCC

EHNC004051

MISSION® esiRNA

MISSION® esiRNA targeting human ALS2

EHU000591

MISSION® esiRNA

MISSION® esiRNA targeting human USP37

EHU008631

MISSION® esiRNA

esiRNA cDNA target sequence

TCCAGATATTTTGACATATTCTCATGAAAGAAAAGTTGAAAAGCTTATTGTTCCGCTTGGTGAAGAACTTGCAGCCATCCAAAAGACCTATATCCAGATTTTGGAATCATTTGCTCGTTCTTTGATTCAGAGGAATGTTTTGATGAGAAGGGATATCCCAAATCTAACAAAATATCAGATAATTCTGGCAAGAGATCAGTTTAGGAAAAACCCATCTCCGAATATTGTGGGAATACAACAAGGCATAATCGAGGGAGAGTTTGCTATTTGTATTAGTTTATATCATGGTTATGAATTATTGCAGCAAATGGGAATGA

esiRNA cDNA target sequence

TGCAAGGGATGAAACTGGATATTTTACTGAGGAGATTTCTAAGCAAAATGTCGAAGAAGTGACTTGGTTCCTCCCAGTTGATTGTAGTAAAATGCAAGAAGAGAGAAATGAATTGAAAAAGGAATTGTTGAGCAAAAATGAACCAGAGTTTAAAGATTTGGAAAATTCTCTGTCTGTTCATATGACGAAAAATGAGAAAGTGTGTACTGAAGAGAACACTAAGGGTGTGGTGGACCAACCATTTCATAAAGAGATTAGTGTGGCTGTGTACCATGAACTTAATCAGCCATTTCAACAGAGGCCGGGAATACAGATGGGATTACACCTGCAGAGACACTGCTGGCTGGGACTAAAAAAAACAGAACATGGAATGGAATGAAGGAAGGCCGTGACTTTGTGCTATCATCTAGTAAAAGGGATGAAGGGCCCCGAGGCAATTTGGAGGTCCTCTGCCTCCAATTTGAAGGACTATTGCCCTGGTTTCAATAGTCCAGACAGCTTCCAACCAAAGATGTGGAGGCAC

esiRNA cDNA target sequence

GGATGCCACCTATGATGGACGCTGGCTTTCAGGGAAGCCTCATGGCAGAGGGGTTTTGAAGTGGCCTGATGGAAAGATGTATTCTGGCATGTTCAGGAATGGCTTGGAAGATGGGTATGGAGAATACAGAATCCCAAACAAGGCAATGAACAAAGAAGACCATTATGTGGGCCATTGGAAAGAAGGAAAAATGTGCGGTCAAGGAGTCTACAGCTATGCTTCTGGTGAAGTATTTGAGGGCTGTTTTCAAGATAATATGCGTCATGGTCATGGTCTTCTACGAAGTGGGAAATTGACGTCCTCTTCTCCTAGTATGTTCATTGGCCAGTGGGTAATGGATAAGAAAGCAGGATATGGTGTCTTTGATGATATCACTAGGGGGGAAAAGTATATGGGAATGTGGCAAGATGATGTGTGTCAAGGGAATGGTGTGGTGGTTACCC

esiRNA cDNA target sequence

TGAGGTTCAGCACTCCATCATTTGTAAAGCATGTGGAGAGATTATCCCCAAAAGAGAACAGTTTAATGACCTCTCTATTGACCTTCCTCGTAGGAAAAAACCACTCCCTCCTCGTTCAATTCAAGATTCTCTTGATCTTTTCTTTAGGGCCGAAGAACTGGAGTATTCTTGTGAGAAGTGTGGTGGGAAGTGTGCTCTTGTCAGGCACAAATTTAACAGGCTTCCTAGGGTCCTCATTCTCCATTTGAAACGATATAGCTTCAATGTGGCTCTCTCGCTTAACAATAAGATTGGGCAGCAAGTCATCATTCCAAGATACCTGACCCTGTCATCTCATTGCACTGAAAATACAAAACCACCTTTTACCCTTGGTTGGAGTGCACATATGGCAATTTCTAGACCATTGAAAGCCTCTCAAATGGTGAATTCCTGCA

Gene Information

human ... FANCM(57697)

Gene Information

human ... FANCC(2176)

Gene Information

human ... ALS2(57679), ALS2(57679)

Gene Information

human ... USP37(57695), USP37(57695)

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

form

lyophilized, lyophilized powder

form

lyophilized powder

form

lyophilized powder

form

lyophilized powder

shipped in

ambient

shipped in

ambient

shipped in

ambient

shipped in

ambient

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′.[1]

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.[2]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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    Certificates of Analysis (COA)

    Lot/Batch Number
    SLCL9544
    SLCH8201
    SLCG8015
    SLCG1541
    SLBW9648

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    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
    View All Related Papers

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