C3506
Cytosine
≥99%, synthetic (organic), powder
Synonym(s):
4-Amino-2-hydroxypyrimidine, 4-Aminopyrimidin-2-(1H)-one
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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 (C) is one of the four main bases found in DNA and RNA, along with adenine, guanine, and thymine (uracil in RNA).
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).
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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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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)
Encyclopedia of Genetics (2001)
Nucleobase sensing using highly-sensitive surface-enhanced Raman spectroscopy templates comprising organic semiconductor peptide nanotubes and metal nanoparticles
Almohammed S, et al.
Sensing and Bio-Sensing Research, 24, 100287-100287 (2019)