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Cytosine

Cytosine Structure
CAS No.
71-30-7
Chemical Name:
Cytosine
Synonyms
4-AMinopyriMidin-2(1H)-one;Cytosin;2(1H)-Pyrimidinone, 4-amino-;Cyt;6-AMinopyriMidin-2(1H)-one;4-Amino-1H-pyrimidin-2-one;4-AMINO-2(1H)-PYRIMIDINONE;Zytosin;CITOSINA;CYTOSINE
CBNumber:
CB3746093
Molecular Formula:
C4H5N3O
Molecular Weight:
111.1
MOL File:
71-30-7.mol
MSDS File:
SDS
Modify Date:
2024/7/25 20:04:51

Cytosine Properties

Melting point >300 °C (lit.)
Boiling point 208.2°C (rough estimate)
Density 0,48 g/cm3
refractive index 1.5000 (estimate)
storage temp. 2-8°C
solubility Clear to very slightly hazy colorless to faint yellow solution at 50 mg/ml in 0.5 M HCL.
form Crystalline Powder
pka 4.60, 12.16(at 25℃)
color White to slightly yellow
Water Solubility soluble
Merck 14,2795
BRN 2637
Stability Stable. Incompatible with strong oxidizing agents.
InChIKey OPTASPLRGRRNAP-UHFFFAOYSA-N
LogP -1.962 (est)
CAS DataBase Reference 71-30-7(CAS DataBase Reference)
NIST Chemistry Reference 2(1H)-Pyrimidinone, 4-amino-(71-30-7)
EPA Substance Registry System 2(1H)-Pyrimidinone, 4-amino- (71-30-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P305+P351+P338
Hazard Codes  Xi,Xn
Risk Statements  36/37/38-20/21/22
Safety Statements  26-36-37/39
WGK Germany  1
RTECS  UW7350150
Hazard Note  Irritant
TSCA  Yes
HS Code  29335910
NFPA 704
1
0 0

Cytosine price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) C3506 Cytosine ≥99% 71-30-7 5G ₹4460 2022-06-14 Buy
Sigma-Aldrich(India) C3506 Cytosine ≥99% 71-30-7 1G ₹4920 2022-06-14 Buy
Sigma-Aldrich(India) C3506 Cytosine ≥99% 71-30-7 10G ₹7690 2022-06-14 Buy
Sigma-Aldrich(India) PHR1350 Cytosine Pharmaceutical Secondary Standard; Certified Reference Material 71-30-7 500MG ₹8919.8 2022-06-14 Buy
Sigma-Aldrich(India) C3506 Cytosine ≥99% 71-30-7 25G ₹15270 2022-06-14 Buy
Product number Packaging Price Buy
C3506 5G ₹4460 Buy
C3506 1G ₹4920 Buy
C3506 10G ₹7690 Buy
PHR1350 500MG ₹8919.8 Buy
C3506 25G ₹15270 Buy

Cytosine Chemical Properties,Uses,Production

Description

Cytosine is pyrimidine; along with adenine and guanine they account for the fi ve nucleic acid bases. Pyrimidines are heterocyclic single-ringed compounds based on the structure of pyrimidine. Cytosinelike adenine and guanine, form nucleosides and nucleotides in RNA and DNA. When the bases combine with ribose, a ribonucleoside forms; and when it attaches to deoxyribose, a deoxyribosenucleoside is formed. Names of the nucleoside are summarized in Table 29.1.these in turn combine with phosphoryl groups, in a process called phosphorylation, to form their respective nucleotides that form nucleic acids.the nucleotides can be tri, di, and mono phosphate nucleotides similar to the way in which adenine forms ATP, ADP, and AMP.

Chemical Properties

White Solid

History

Cytosine is first isolated by hydrolysis of calf thymus tissue by Albrecht Kossel (1853–1927) and A. Neumann during 1893–1894. Thymine’s structure was published in 1900 and confi rmed over the next several years when it was synthesized by several investigators. In 1903, cytosine was synthesized by Henry Lord Wheeler (1867–1914) and Treat B. Johnson, confirming its structure. Uracil was first isolated in 1900 from yeast nucleic acid found in bovine thymus and herring sperm.the methylation of uracil produces thymine; thymine is also called 5-methyluracil because methylation takes place at the fi fth carbon in uracil to produce thymine.

Uses

Cytosine is a nucleoside used for proteomics research. It is also used as an enzyme substrate or precursor of effector molecules such as cytosine sugars.

Definition

A nitrogenous base found in DNA and RNA. Cytosine has the pyrimidine ring structure.

Biological Functions

Cytosine is one of the five nitrogenous bases that make up the genetic code in DNA and RNA. Nucleic acids are essential in heredity, cellular function, and biological reactions. Cytosine can also be methylated by adding a methyl (CH3) group at the C5 position and, in this modified form, plays a vital role in epigenetics. Moreover, cytosine can be transformed into other bases, such as uracil, further elevating the importance of this nitrogenous base in epigenetics. In its epigenetically modified form, cytosine associates with changes in the cellular and developmental process, neuron cell development, and human tumor development. Cytosine, in the form of cytidine triphosphate (CTP), may be used as an enzyme co-factor. Transferring a phosphate can convert adenosine diphosphate (ADP) to ATP. ATP is a high-energy molecule that is involved in a variety of cellular functions and essential biological reactions.

General Description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Purification Methods

Cytosine crystallises from H2O as the monohydrate which loses water on heating above 100o. Its solubility in H2O is 0.77%. UV: max 267nm ( 6,100) in H2O pH 8.8 and 275nm ( 10,400) in 0.1N HCl. [Hilbert & Johnson J Am Chem Soc 52 1152 1930, Hilbert et al. J Am Chem Soc 57 552 1935, Beistein 25 III/IV 3654.]

Structure and conformation

Cytosine is a pyrimidine containing a single heterocyclic aromatic ring, a keto group at C2, and an amine group at C4. The molecule is planar in shape. Cytosine can form three hydrogen bonds with guanine. Due to these three hydrogen bonds, the cytosine-guanine base pair has an overall higher boiling point and greater bond strength than the adenine-thymine base pair. The high melting point makes the cytosine-guanine base-pair much more resistant to denaturation. The double strand of DNA breaks down into its single constituent strands due to high temperatures.

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4-Aminopyrimidin-2(3H)-one Cytosine,4-Amino-2-hydroxypyrimidine Cytosine (100 mg) 4-aMino-1,2-dihydropyriMidin-2-one Cytosine, 99+% 5GR Cytosine API 4-Amino-2-oxo-1,2-dihydropyrimidine 4-Amino-2(1H)-pyrimidone Cytosine/4-AMino-2(1H)-pyriMidinone Cytosine Vetec(TM) reagent grade, 99% 4-Aminopyrimidin-2(1H)-one, 4-Amino-1,2-dihydro-2-oxopyrimidine Cytosinimine 4-amino-2H-pyrimidi-none CYTOSINE, 99+% CytosineForBiochemistry 2(1H)-Pyrimidinone, 4-amino- (9CI) Cytosine,98% 4-AMINO-2-HYDROXYPYRIMIDINE/CYTOSINE 6-Amino-1H-pyrimidin-2-one 6-Amino-2(1H)-pyrimidinone NSC 27787 Cytosine (8CI) Zytosin CITOSINA 4-AMINO-2(1)-PYRIMIDONE 4-AMINO-2-PYRIMIDINOL 4-AMINO-2-OXO-1,2-DIHYDROPYRIMIDINE 4-AMINO-2-HYDROXYPYRIMIDINE 2-Oxy-4-amino pyrimidine AURORA KA-682 CYTOSINE 4-amino-2(1h)-pyrimidinon 4-Amino-2(1H)pyrimidone 4-Amino-2-oxypyrimidine CYTOSINE extrapure 4-Amino-3H-pyrimidin-2-one 4(3H)-Iminopyrimidine-2(1H)-one 4-Amino-1,3-diazabenzene-2-ol Gemcitabine EP Impurity A Zidovudine and Lamivudine Tablets ImpuritⅠ:Cytosine (4-amino-2H-pyrimidi-none) Lamivudine Impurity Ⅳ:Cytosine (4-amino-2H-pyrimidi-none) Gemcitabine Hydrochloride ImpuritⅠ:Cytosine (4-amino-2H-pyrimidi-none) Lamivudine EP Impurity E Cytosine 71-30-7 Gemcitabine Hydrochloride EP impurity A -C Gemcitabine Hydrochloride EP impurity A Gemcitabine Impurity 1(Gemcitabine EP Impurity A) Lamivudine Impurity 5(Lamivudine EP Impurity E) Cytosine, 99%, for bio Cytosine > Gemcitabine impurity A CRS Gemcitabine EP Impurity A (Cytosine, Lamivudine EP Impurity E) Cytosine ISO 9001:2015 REACH Cytosine (Lamivudine Impurity) Lamivudine EP Impurity E (Cytosine/ Gemcitabine EP Impurity A) Gemcitabine EP Impurity A (Lamivudine EP Impurity E/ Cytosine) Professional Manufacturer CAS?71-30-7 Cytosine 4-amino-1-((2R,5S)-2-((hydroxymethoxy)methyl)-1,3-oxathiolan-5-yl)pyrimidin-2(1H)-one Cytosine for biochemistry 1GM