65-46-3 Usage
Description
Cytidine is a pyrimidine nucleoside that is composed of the pyrimidine base cytosine attached to the sugar ribose. It is a component of RNA and plays a crucial role in various biological processes. Cytidine is a white crystalline powder that is water-soluble and slightly soluble in ethanol. It can undergo several modifications, such as methylation and acetylation, which help regulate translation. Cytidine can also be formylated to 5-formylcytidine in mitochondrial methionine transfer RNA (tRNAMet). The derived nucleotides, cytidine mono-, di-, and triphosphate (CMP, CDP, and CTP, respectively), participate in various biochemical reactions, including phospholipid synthesis.
Uses
1. Used in Pharmaceutical Industry:
Cytidine is used as a precursor for synthesizing enzyme inhibitors, antiviral agents, and anticancer agents. Its role in the synthesis of these compounds makes it a valuable component in the development of new drugs for various medical applications.
2. Used in Biotechnology Research:
Cytidine has been used as a non-essential amino acid component of minimal essential medium (MEM) to analyze interspecies somatic cell nucleus transfer (iSCNT)-derived blastocysts. This application helps researchers understand the role of cytidine in cellular processes and its potential impact on the development of new biotechnological techniques.
3. Used in Cell Culture Studies:
Cytidine has 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. This application aids in understanding the role of cytidine in cellular metabolism and its influence on cell growth and morphology.
4. Used in Microbiology Research:
Cytidine has been used as a component to prepare ribonucleoside stock solutions to assess its effects on the anaerobic growth of several Bacillus mojavensis strains. This application helps researchers explore the role of cytidine in microbial growth and its potential applications in the field of microbiology.
5. Used in Nucleic Acid Research:
As a constituent of RNA, cytidine pairs with guanine and is a precursor of uridine. Its role in the structure and function of nucleic acids makes it an essential component in the study of genetic information and the development of new techniques for manipulating and understanding genetic material.
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.]
Check Digit Verification of cas no
The CAS Registry Mumber 65-46-3 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 6 and 5 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 65-46:
(4*6)+(3*5)+(2*4)+(1*6)=53
53 % 10 = 3
So 65-46-3 is a valid CAS Registry Number.
InChI:InChI=1/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
65-46-3Relevant articles and documents
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Hayes
, p. 1184,1186 (1960)
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Vicens, M.,Prats, M.,Fiol, J. J.,Terron, A.,Moreno, V.
, p. 59 - 68 (1989)
Meteorite-catalyzed intermoleculartrans-glycosylation produces nucleosides under proton beam irradiation
Bizzarri, Bruno Mattia,Fanelli, Angelica,Kapralov, Michail,Krasavin, Eugene,Saladino, Raffaele
, p. 19258 - 19264 (2021/06/03)
Di-glycosylated adenines act as glycosyl donors in the intermoleculartrans-glycosylation of pyrimidine nucleobases under proton beam irradiation conditions. Formamide and chondrite meteorite NWA 1465 increased the yield and the selectivity of the reaction
DIVERSE AND FLEXIBLE CHEMICAL MODIFICATION OF NUCLEIC ACIDS
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Paragraph 0119-0123; 0131, (2020/05/12)
The present invention provides a method for chemically modifying a nucleic acid molecule using sulfinate reagents to increase stability in vitro and in vivo. Screening methods for nucleobase modifications that reduce cleavage of a nucleic acid molecule by a nuclease are also provided.
Dehalogenation of Halogenated Nucleobases and Nucleosides by Organoselenium Compounds
Mondal, Santanu,Mugesh, Govindasamy
, p. 1773 - 1780 (2019/01/10)
Halogenated nucleosides, such as 5-iodo-2′-deoxyuridine and 5-iodo-2′-deoxycytidine, are incorporated into the DNA of replicating cells to facilitate DNA single-strand breaks and intra- or interstrand crosslinks upon UV irradiation. In this work, it is shown that the naphthyl-based organoselenium compounds can mediate the dehalogenation of halogenated pyrimidine-based nucleosides, such as 5-X-2′-deoxyuridine and 5-X-2′-deoxycytidine (X=Br or I). The rate of deiodination was found to be significantly higher than that of the debromination for both nucleosides. Furthermore, the deiodination of iodo-cytidines was found to be faster than that of iodo-uridines. The initial rates of the deiodinations of 5-iodocytosine and 5-iodouracil indicated that the nature of the sugar moiety influences the kinetics of the deiodination. For both the nucleobases and nucleosides, the deiodination and debromination reactions follow a halogen-bond-mediated and addition/elimination pathway, respectively.