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Merck
CN

30430

Sigma-Aldrich

Cytosine

≥99.0% (HPLC)

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
Beilstein:
2637
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
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Assay

≥99.0% (HPLC)

mp

>300 °C (lit.)

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

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Preparation Note

λmax. 275 nm, log ε 10400 (in 0.1 N HCl)

Storage Class Code

13 - Non 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

Regulatory Information

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Rahul M Kohli et al.
Nature, 502(7472), 472-479 (2013-10-25)
DNA methylation has a profound impact on genome stability, transcription and development. Although enzymes that catalyse DNA methylation have been well characterized, those that are involved in methyl group removal have remained elusive, until recently. The transformative discovery that ten-eleven
Gitali Devi et al.
Nucleic acids research, 42(6), 4008-4018 (2014-01-16)
Peptide nucleic acids (PNAs) have been developed for applications in biotechnology and therapeutics. There is great potential in the development of chemically modified PNAs or other triplex-forming ligands that selectively bind to RNA duplexes, but not single-stranded regions, at near-physiological
Kian Peng Koh et al.
Current opinion in cell biology, 25(2), 152-161 (2013-03-19)
Changes in cellular phenotypes and identities are fundamentally regulated by epigenetic mechanisms including DNA methylation, post-translational histone modifications and chromatin remodeling. Recent genome-wide profiles of the mammalian DNA 'methylome' suggest that hotspots of dynamic DNA methylation changes during cell fate
Li Shen et al.
Current opinion in cell biology, 25(3), 289-296 (2013-03-19)
5-Methylcytosine (5mC) can be converted to 5-hydroxymethylcytosine (5hmC) in mammalian cells by the ten-eleven translocation (Tet) family of dioxygenases. While 5mC has been extensively studied, we have just started to understand the distribution and function of 5hmC in mammalian genomes.
B Gasse et al.
Journal of dental research, 92(7), 598-603 (2013-04-30)
In this article, we focus on hypomaturation autosomal-recessive-type amelogenesis imperfecta (type IIA2) and describe 2 new causal Matrix metalloproteinase 20 (MMP20) mutations validated in two unrelated families: a missense mutation p.T130I at the expected homozygous state, and a compound heterozygous

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