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C122106

Sigma-Aldrich

Cytidine

99%

Synonym(s):

Cytosine β-D-riboside, Cytosine-1-β-D-ribofuranoside

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About This Item

Empirical Formula (Hill Notation):
C9H13N3O5
CAS Number:
65-46-3
Molecular Weight:
243.22
Beilstein:
89173
EC Number:
200-610-9
MDL number:
MFCD00006545
UNSPSC Code:
41106305
PubChem Substance ID:
24892387
NACRES:
NA.22

Assay

99%

form

powder

optical activity

[α]20/D +33°, c = 2 in H2O

mp

210-220 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O

InChI

1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7-,8-/m1/s1

InChI key

UHDGCWIWMRVCDJ-XVFCMESISA-N

Gene Information

mouse ... Uck1(22245)

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General description

Cytidine also known as cytosine β-D-riboside, is a nucleoside, commonly used in organic synthesis.

Application

Cytidine can be used as a building block to synthesize 5‘-hydroxy-5‘-phosphonate derivatives of cytidine. Additionally, it is used to regulate the phosphatidate phosphatase activity by nucleotides.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Stereoselective synthesis of the 5 `-hydroxy-5 `-phosphonate derivatives of cytidine and cytosine arabinoside
X Chen
The Journal of Organic Chemistry, 67, 9331-9339 (2002)
Regulation of phosphatidate phosphatase activity from the yeast Saccharomyces cerevisiae by nucleotides.
The Journal of Biological Chemistry, 269, 29495-29501 (1994)
G P Gerrits et al.
Clinical chemistry, 34(7), 1439-1442 (1988-07-01)
Disturbances in the metabolism of purines and pyrimidines in neurologically affected patients can be reflected by aberrant concentrations of nucleosides and nucleobases in cerebrospinal fluid (CSF). However, normal values, especially for children at different ages, are lacking. We collected 1000
Leonidas Chouliaras et al.
Neurobiology of aging, 34(9), 2091-2099 (2013-04-16)
Epigenetic dysregulation of gene expression is thought to be critically involved in the pathophysiology of Alzheimer's disease (AD). Recent studies indicate that DNA methylation and DNA hydroxymethylation are 2 important epigenetic mechanisms that regulate gene expression in the aging brain.
Takayuki Ohira et al.
The Journal of biological chemistry, 288(11), 7645-7652 (2013-01-31)
Non-universal genetic codes are frequently found in animal mitochondrial decoding systems. In squid mitochondria, four codons deviate from the universal genetic code, namely AUA, UGA, and AGA/AGG (AGR) for Met, Trp, and Ser, respectively. To understand the molecular basis for
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