C3506

Cytosine

Name: Cytosine
Brand: SIGMA

≥99%, synthetic (organic), powder

Synonyme(s) :

4-Amino-2-hydroxypyrimidine, 4-Aminopyrimidin-2-(1H)-one

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About This Item

Formule empirique (notation de Hill) :

C₄H₅N₃O

Numéro CAS:

71-30-7

Poids moléculaire :

111.10

NACRES:

NA.51

PubChem Substance ID:

24892620

UNSPSC Code:

41106305

EC Number:

200-749-5

MDL number:

MFCD00006034

Beilstein/REAXYS Number:

2637

Nom du produit

Cytosine, ≥99%

InChI

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

InChI key

OPTASPLRGRRNAP-UHFFFAOYSA-N

SMILES string

NC1=NC(=O)NC=C1

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

Quality Level

200

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Catégories apparentées

Chemistry & Biochemicals

Biochemicals

Nucleosides and Nucleotides

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).

Classe de stockage

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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Consulter la Bibliothèque de documents

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)

Binding of metal ions by pyrimidine base pairs in DNA duplexes.

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

A pooling-based approach to mapping genetic variants associated with DNA methylation.

Irene M Kaplow et al.

Genome research, 25(6), 907-917 (2015-04-26)

DNA methylation is an epigenetic modification that plays a key role in gene regulation. Previous studies have investigated its genetic basis by mapping genetic variants that are associated with DNA methylation at specific sites, but these have been limited to

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