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Merck
CN

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
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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

SKUGTIN
C3506-10G04061833485903
C3506-1G04061833485910
C3506-100G04061833485897
C3506-25G04061833485927
C3506-5G04061833485934