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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
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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. [1] [2]

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH7278
BCCG9660
BCCG0536
BCCD7683
BCCD2439

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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
View All Related Papers

Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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