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Merck
CN

30430

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
EC Number:
200-749-5
UNSPSC Code:
41106305
PubChem Substance ID:
Beilstein/REAXYS Number:
2637
MDL number:
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InChI key

OPTASPLRGRRNAP-UHFFFAOYSA-N

InChI

1S/C4H5N3O/c5-3-1-2-6-4(8)7-3/h1-2H,(H3,5,6,7,8)

SMILES string

NC1=NC(=O)NC=C1

assay

≥99.0% (HPLC)

mp

>300 °C (lit.)

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Preparation Note

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

Storage Class

13 - Non Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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
Li Shen et al.
Cell, 153(3), 692-706 (2013-04-23)
TET dioxygenases successively oxidize 5-methylcytosine (5mC) in mammalian genomes to 5-hydroxymethylcytosine (5hmC), 5-formylcytosine (5fC), and 5-carboxylcytosine (5caC). 5fC/5caC can be excised and repaired to regenerate unmodified cytosines by thymine-DNA glycosylase (TDG) and base excision repair (BER) pathway, but it is
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
Benjamin Delatte et al.
Briefings in functional genomics, 12(3), 191-204 (2013-04-30)
Epigenetic genome marking and chromatin regulation are central to establishing tissue-specific gene expression programs, and hence to several biological processes. Until recently, the only known epigenetic mark on DNA in mammals was 5-methylcytosine, established and propagated by DNA methyltransferases and
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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