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Merck

C0256

Sigma-Aldrich

Cytidine 5′-diphosphocholine sodium salt dihydrate

~98%, from yeast, solid

Sinónimos:

CDP-choline-Na, CDP-coline, Citicoline sodium, P′-[2-(Trimethylammonio)­ethyl]­ester cytidine 5′-(tri­hydro­gen di­phos­phate) inner salt monosodium

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About This Item

Fórmula empírica (notación de Hill):
C14H25N4NaO11P2 · 2H2O
Número de CAS:
Peso molecular:
546.34
Beilstein:
4110040
Número MDL:
Código UNSPSC:
41106300
ID de la sustancia en PubChem:
NACRES:
NA.77

origen biológico

yeast

Nivel de calidad

Ensayo

~98%

Formulario

solid

color

white

solubilidad

H2O: 100 mg/mL

temp. de almacenamiento

−20°C

cadena SMILES

[Na+].C[N+](C)(C)CCOP([O-])(=O)OP([O-])(=O)OCC1OC([C@H](O)[C@@H]1O)N2C=CC(N)=NC2=O

InChI

1S/C14H26N4O11P2.Na/c1-18(2,3)6-7-26-30(22,23)29-31(24,25)27-8-9-11(19)12(20)13(28-9)17-5-4-10(15)16-14(17)21;/h4-5,9,11-13,19-20H,6-8H2,1-3H3,(H3-,15,16,21,22,23,24,25);/q;+1/p-1/t9?,11-,12-,13?;/m1./s1

Clave InChI

YWAFNFGRBBBSPD-MBWJOHGMSA-M

Descripción general

Cytidine 5′-diphosphocholine (CDP-choline) contains cytidine and choline linked via a diphosphate bridge.

Aplicación

Cytidine 5′-diphosphocholine sodium salt dihydrate has been used as a physiological metabolite for the identification of gemcitabine diphosphate choline (GdPC) by liquid chromatography-mass spectrometry (LC-MS/MS) method in the Kennedy pathway .

Acciones bioquímicas o fisiológicas

Cytidine 5′-diphosphocholine (CDP-choline) plays an important role in the synthesis of phosphatidylcholine. It is also involved in the biosynthesis of acetylcholine, a neurotransmitter. CDP-choline has therapeutic effects against hypoxia, cerebral ischemia and traumatic brain injury. It also exhibits therapeutic effects against learning and memory disorders, drug addiction and Alzheimer′s and Parkinson′s diseases.

Precaución

Hygroscopic

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)


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Rao Muralikrishna Adibhatla et al.
Neurochemical research, 30(1), 15-23 (2005-03-11)
Brain phosphatidylcholine (PC) levels are regulated by a balance between synthesis and hydrolysis. Pro-inflammatory cytokines such as tumor necrosis factor-alpha (TNF-alpha) and interleukin-1 (IL-1alpha/beta) activate phospholipase A(2) (PLA(2)) and PC-phospholipase C (PC-PLC) to hydrolyze PC. PC hydrolysis by PLA(2) releases
Cytidine 5?-diphosphocholine (CDP-choline) in stroke and other CNS disorders
Adibhatla R M and Hatcher J F
Neurochemical Research, 30(1), 15-23 (2005)
W R Schäbitz et al.
Journal of the neurological sciences, 138(1-2), 21-25 (1996-06-01)
Potential therapeutic effects of cytidine 5-diphosphocholine (citicoline), a key intermediary in the biosynthesis of the membrane phospholipid, phosphatidylcholine, are presumably related to enhanced phospholipid synthesis in the ischemic brain. We evaluated prolonged citicoline treatment in a temporary focal ischemia model.
W M Clark et al.
Neurology, 49(3), 671-678 (1997-09-26)
Citicoline (CDP-choline) is a key intermediary in the biosynthesis of phosphatidylcholine, an important component of the neural cell membrane. It has been shown to produce beneficial effects in both animal models and non-US clinical stroke trials. This study comprised a
M Z Onal et al.
Stroke, 28(5), 1060-1065 (1997-05-01)
Citicoline, a naturally occurring precursor of phosphatidylcholine, is neuroprotective and is currently being assessed in clinical trials. To evaluate potential synergistic neuroprotective effects of prolonged citicoline treatment and early N-methyl-D-aspartate (NMDA) antagonist therapy, suboptimal treatment regimens of citicoline and MK-801

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