C3506

Cytosine

≥99%

• Synonym(s): 4-Amino-2-hydroxypyrimidine, 4-Aminopyrimidin-2-(1H)-one
• Empirical Formula (Hill Notation): C₄H₅N₃O
• CAS Number: 71-30-7
• Molecular Weight: 111.10
• Beilstein: 2637
• EC Number: 200-749-5
• MDL number: MFCD00006034
• UNSPSC Code: 41106305
• PubChem Substance ID: 24892620
• NACRES: NA.51

Properties

• biological source: synthetic (organic)
• 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

Description

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).

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves