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Cytidine

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Cytidine Basic information

Product Name:
Cytidine
Synonyms:
  • Cytidine,Cytosine β-D-riboside, Cytosine-1-β-D-ribofuranoside
  • Cytidine, 99+% 10GR
  • Cytidine, 99+% 50GR
  • 1-β-D-ribosylcytosine
  • 4-aMino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)pyriMidin-2(1H)-one
  • Cytidin
  • Cytosine, 1-beta-D-ribofuranosyl-
  • Cytosine β-D-riboside
CAS:
65-46-3
MF:
C9H13N3O5
MW:
243.22
EINECS:
200-610-9
Product Categories:
  • Biochemistry
  • Nucleosides and their analogs
  • FINE Chemical & INTERMEDIATES
  • Pyridines, Pyrimidines, Purines and Pteredines
  • Nucleosides, Nucleotides & Related Reagents
  • Nucleic acids
  • Pharmaceutical Intermediates
  • Bases & Related Reagents
  • Carbohydrates & Derivatives
  • Intermediates & Fine Chemicals
  • Nucleotides
  • Pharmaceuticals
  • nucleoside
  • Inhibitors
  • 65-46-3
  • Nucleosides-Ribonucleosides
Mol File:
65-46-3.mol
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Cytidine Chemical Properties

Melting point:
210-220 °C (dec.) (lit.)
alpha 
31.5 º (c=0.6, H2O 25 ºC)
Boiling point:
386.09°C (rough estimate)
Density 
1.3686 (rough estimate)
refractive index 
34 ° (C=0.7, H2O)
storage temp. 
2-8°C
solubility 
H2O: 50 mg/mL
form 
powder
pka
4.22, 12.5(at 25℃)
color 
White to almost white
PH
4.13
optical activity
[α]20/D +33°, c = 2 in H2O
Water Solubility 
SOLUBLE
Sensitive 
Hygroscopic
λmax
280 (pH 1);229.5,271 (pH 7)
Merck 
14,2786
BRN 
89173
Stability:
Stable. Incompatible with strong oxidizing agents. Protect from moisture.
LogP
-1.808 (est)
CAS DataBase Reference
65-46-3(CAS DataBase Reference)
NIST Chemistry Reference
Cytidine(65-46-3)
EPA Substance Registry System
Cytidine (65-46-3)
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Safety Information

Risk Statements 
68
Safety Statements 
24/25
WGK Germany 
3
RTECS 
UW7370000
10-23
TSCA 
Yes
HS Code 
29349990
Toxicity
LD50 intraperitoneal in mouse: 2700mg/kg

MSDS

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Cytidine Usage And Synthesis

Structure

The crystal specimens were kindly supplied by Dr. D. O. Jordan, University of Nottingham, and were found to be orthorhombic with {110} dominating. An optical investigation shows that the sign is positive, with α∥c, β∥b and γ∥a. Cell dimensions are: a = 13·93 A., b = 14·75 A., c = 5·10 A.; density, 1·53; four molecules per unit cell; space-group, P 212121.

Description

Cytidine is a pyrimidine nucleoside that is composed of the pyrimidine base cytosine attached to the sugar ribose. As a constituent of RNA, cytidine pairs with guanine, and it is a precursor of uridine. Cytidine can incur several modifications in mRNA, including methylation and acetylation, that function to regulate translation. Cytidine can also be formylated to 5-formylcytidine in mitochondrial methionine transfer RNA (tRNAMet).

Chemical Properties

Cytidine is a component of RNA. It is a white water-soluble solid. which is only slightly soluble in ethanol.There are a variety of cytidine analogs with potentially useful pharmacology.

Uses

Cytidine is a nucleoside molecule that is formed when cytosine is attached to a ribose ring, cytidine is a component of RNA. It was isolated from yeast nucleic acid. It can increases cell membrane phospholipids. Cytidine is used to synthesize enzyme inhibitors, antiviral agents, and anticancer agents. And also used as constituent of nucleic acids.

Definition

ChEBI: cytidine is a pyrimidine nucleoside in which cytosine is attached to ribofuranose via a beta-N(1)-glycosidic bond. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. It derives from a cytosine.The derivednucleotides, cytidine mono-, di-, andtriphosphate (CMP, CDP, and CTP respectively)participate in various biochemicalreactions, notably inphospholipid synthesis.

Application

Cytidine has been used as a non-essential aminoacid component of minimal essential medium (MEM) to analyse interspecies somatic cell nucleus transfer (iSCNT)-derived blastocysts. It has also been used as a supplement in the culture medium of HeLa cells, to study the effects of cytidine addition on rods and rings (RR) induced by glutamine deprivation.
Cytidine has been used as a component to prepare ribonucleoside stock solution to assess its effects on the anaerobic growth of several Bacillus mojavensis strains.

General Description

White crystalline powder.

Air & Water Reactions

Cytidine is hygroscopic. Water soluble.

Reactivity Profile

Cytidine is incompatible with strong oxidizing agents. . Will react as a weak base.

Fire Hazard

Flash point data for Cytidine are not available; however, Cytidine is probably combustible.

Purification Methods

Cytidine crystallises from 90% aqueous EtOH. It has also been converted to sulfate by dissolving (~200mg) in a solution of EtOH (10mL) containing H2SO4 (50mg), whereby the salt crystallises out. It is collected, washed with EtOH and dried for 5hours at 120o/0.1mm. The sulfate has m 225o. The free base is obtained by shaking the salt solution with a weak ion-exchange resin, filtering, evaporating and recrystallising the residue from EtOH as before. [Fox & Goodman J Am Chem Soc 73 3256 1956, Fox & Shugar Biochim Biophys Acta 9 369 1952; see Prytsas & Sorm in Synthetic Procedures in Nucleic Acid Chemistry (Zorbach & Tipson Eds) Vol 1 404 1973.] [Beilstein 25 III/IV 3667.]

Cytidine Preparation Products And Raw materials

Preparation Products

CytidineSupplier

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