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About This Item
Empirical Formula (Hill Notation):
C4H5N3O
CAS Number:
Molecular Weight:
111.10
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
200-749-5
MDL number:
Beilstein/REAXYS Number:
2637
Assay:
≥99%
Biological source:
synthetic (organic)
Form:
powder
Solubility:
0.5 M HCl: 50 mg/mL, clear to very slightly hazy, colorless to faintly yellow
Product Name
Cytosine, ≥99%
biological source
synthetic (organic)
Quality Level
assay
≥99%
form
powder
mp
>300 °C (lit.)
solubility
0.5 M HCl: 50 mg/mL, clear to very slightly hazy, colorless to faintly yellow
SMILES string
NC1=NC(=O)NC=C1
InChI
1S/C4H5N3O/c5-3-1-2-6-4(8)7-3/h1-2H,(H3,5,6,7,8)
InChI key
OPTASPLRGRRNAP-UHFFFAOYSA-N
Application
Cytosine has been used:
- for the preparation of nucleobase solutions
- as a standard for high-performance liquid chromatography (HPLC)
- for the estimation of global methylation rate
- for nucleoside 5′-triphosphate (NTP) synthesis
- purification
Biochem/physiol Actions
Cytosine is a pyrimidine, which forms three hydrogen bonds to base pair with guanine. It forms a nucleotide cytidine, that is phosphorylated to cytidine 5′ monophosphate (CMP), cytidine 5′ diphosphate (CDP) and cytidine 5′ triphosphate (CTP).
Cytosine (C) is one of the four main bases found in DNA and RNA, along with adenine, guanine, and thymine (uracil in RNA).
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Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Articles
A shortened review of fundamentals of Porous Graphitic Carbon (PGC) materials. What they are and how do they work as a stationary phase material in HPLC?.
Encyclopedia of Genetics (2001)
Deuterated nucleotides as chemical probes of RNA structure: a detailed protocol for the enzymatic synthesis of a complete set of nucleotides specifically deuterated at ribose carbons
Azad R, et al.
ScienceOpen Research (2015)
Akira Ono et al.
Chemical Society reviews, 40(12), 5855-5866 (2011-08-10)
Pyrimidine base pairs in DNA duplexes selectively capture metal ions to form metal ion-mediated base pairs, which can be evaluated by thermal denaturation, isothermal titration calorimetry, and nuclear magnetic resonance spectroscopy. In this critical review, we discuss the metal ion
Global Trade Item Number
| SKU | GTIN |
|---|---|
| C3506-10G | 04061833485903 |
| C3506-1G | 04061833485910 |
| C3506-100G | 04061833485897 |
| C3506-25G | 04061833485927 |
| C3506-5G | 04061833485934 |