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D7250

Sigma-Aldrich

2′-Deoxycytidine 5′-diphosphate sodium salt

≥96%

Synonym(s):

dCDP

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About This Item

Empirical Formula (Hill Notation):
C9H15N3O10P2 · xNa+
CAS Number:
151151-32-5
Molecular Weight:
387.18 (free acid basis)
MDL number:
MFCD00056068
UNSPSC Code:
41106305
PubChem Substance ID:
24894092
NACRES:
NA.51

Quality Level

200

assay

≥96%

form

powder

storage temp.

−20°C

SMILES string

O.[Na].NC1=NC(=O)N(C=C1)C2CC(O)C(COP(O)(=O)OP(O)(O)=O)O2

InChI

1S/C9H15N3O10P2.Na.H2O.H/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(21-8)4-20-24(18,19)22-23(15,16)17;;;/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H2,10,11,14)(H2,15,16,17);;1H2;

InChI key

MNOALMYIRLFAQW-UHFFFAOYSA-N

Application

2′-Deoxycytidine 5′-diphosphate (dCDP) has been used as a substrate for nucleotide diphosphate kinase (NDPK) to produce 2′-deoxycytidine 5′-triphosphate (dCTP) in support of DNA biosynthesis and reverse transcription.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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High glucose triggers nucleotide imbalance through O-GlcNAcylation of key enzymes and induces KRAS mutation in pancreatic cells
Hu CM, et al.
Cell Metabolism, 29(6), 1334-1349 (2019)
Argirios Siskos et al.
Journal of plant physiology, 167(9), 675-682 (2010-03-02)
Two isoforms of NDPKs (diphosphonucleoside kinases: E.C. 2.7.4.6.) named S-NDPK-A and S-NDPK-B were separated and purified from shoots of Alyssum murale (19th day of growth), a nickel accumulator plant, by a four-step procedure involving ammonium sulphate precipitation and DEAE-sepharose and
Hüseyin Besir et al.
FEBS letters, 579(29), 6595-6600 (2005-11-19)
Nucleoside diphosphate kinase from the halophilic archaeon Halobacterium salinarum was crystallized in a free state and a substrate-bound form with CDP. The structures were solved to a resolution of 2.35 and 2.2A, respectively. Crystals with the apo-form were obtained with
Mahmoud Kandeel et al.
Journal of bioenergetics and biomembranes, 42(5), 361-369 (2010-08-17)
Nucleoside diphosphate kinases (NDKs) play a key role in maintaining the intracellular energy resources as well as the balance of nucleotide pools. Recently, attention has been directed to NDKs owing to its role in activating various chemotherapeutic agents. The binding
Dimitri Topalis et al.
Nucleosides, nucleotides & nucleic acids, 26(10-12), 1369-1373 (2007-12-11)
Human UMP-CMP kinase is involved in the phosphorylation of nucleic acid precursors and also in the activation of antiviral analogues including cidofovir, an acyclic phosphonate compound that mimicks dCMP and shows a broad antiviral spectrum. The binding of ligands to
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