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G11950

Guanine

98%

Synonym(s):

2-Amino-1,7-dihydro-6H-purin-6-one, 2-Amino-6-hydroxypurine, 2-Aminohypoxanthine

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About This Item

Empirical Formula (Hill Notation):
C5H5N5O
CAS Number:
73-40-5
Molecular Weight:
151.13
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
24895050
EC Number:
200-799-8
Beilstein/REAXYS Number:
9680
MDL number:
MFCD00071533
Assay:
98%
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Quality Segment

assay

98%

mp

>300 °C (lit.)

solubility

hydrochloric acid: soluble 5 M, clear to slightly hazy, colorless to faintly yellow-green

SMILES string

NC1=Nc2[nH]cnc2C(=O)N1

InChI

1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)

InChI key

UYTPUPDQBNUYGX-UHFFFAOYSA-N

General description

Adenine, cytosine, thymine and guanine are the four main nucleobases found in nucleic acids DNA and RNA. Guanine is a purine derivative. It is reported to assemble into square-planar groups that resemble macrocycles, in which the bases interact via hydrogen bonds. In DNA and RNA, stretches of guanine bases are reported to form stable four stranded helices in the presence of sodium or potassium ions. The electrochemical oxidation of guanine has been studied in aqueous media at various carbon electrodes. It reacts with peroxynitrite under physiological conditions to afford 8-nitroguanine.

Application

Guanine is suitable reagent used to investigate the mechanism of electrochemical oxidation of guanine and adenine using a glassy carbon microelectrode and cyclic and differential pulse voltammetry. It may be used in the preparation of mixed-sequence peptide nucleic acid (PNA) monomers.

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Codes

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

dust mask type N95 (US), Eyeshields, Gloves

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