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G11950

Sigma-Aldrich

Guanine

98%

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C5H5N5O
Número CAS:
73-40-5
Peso molecular:
151.13
Beilstein:
9680
Número CE:
200-799-8
Número MDL:
MFCD00071533
Código UNSPSC:
12352005
ID de substância PubChem:
24895050
NACRES:
NA.22

Nível de qualidade

200

Ensaio

98%

pf

>300 °C (lit.)

solubilidade

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

cadeia de caracteres SMILES

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)

chave InChI

UYTPUPDQBNUYGX-UHFFFAOYSA-N

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Descrição geral

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.

Aplicação

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.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análise (COA)

Lot/Batch Number
BCCG7899
BCCD1775
BCCB5808
BCCB5809
BCBX5814

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Sigma-Aldrich

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Hypoxanthine

6-O-Methyl-d3-guanine 99 atom % D, 97% (CP)

Sigma-Aldrich

676950

6-O-Methyl-d3-guanine

2-Amino-6-chloropurine 97%

Sigma-Aldrich

342300

2-Amino-6-chloropurine

6-O-Methylguanine 97%

Sigma-Aldrich

363057

6-O-Methylguanine

Guanosine BioReagent, suitable for cell culture

Sigma-Aldrich

G6264

Guanosine

A M Oliveira-Brett et al.
Bioelectrochemistry (Amsterdam, Netherlands), 55(1-2), 61-62 (2002-01-12)
The electrochemical oxidation mechanism of guanine and adenine was investigated using a glassy carbon microelectrode and cyclic and differential pulse voltammetry. It is pH-dependent and the electron transfer process occurs in consecutive steps with the formation of strongly adsorbed dimers
K Phillips et al.
Journal of molecular biology, 273(1), 171-182 (1997-11-21)
In both DNA and RNA, stretches of guanine bases can form stable four-stranded helices in the presence of sodium or potassium ions. Sequences with a propensity to form guanine tetraplexes have been found in chromosomal telomers, immunoglobulin switch regions, and
Qian Li et al.
The journal of physical chemistry. B, 114(21), 7423-7428 (2010-05-08)
The electrochemical oxidation of guanine is studied in aqueous media at various carbon electrodes. Specifically edge plane pyrolytic graphite (EPPG), basal plane pyrolytic graphite (BPPG), and highly ordered pyrolytic graphite (HOPG) were used, and the voltammetry was found to vary
Synthesis of peptide nucleic acid monomers containing the four natural nucleobases: thymine, cytosine, adenine, and guanine and their oligomerization.
Dueholm KL, et al.
The Journal of Organic Chemistry, 59(19), 5767-5773 (1994)
V Yermilov et al.
Carcinogenesis, 16(9), 2045-2050 (1995-09-01)
Nitric oxide and superoxide anion, both formed in inflamed tissues, react rapidly to form the peroxynitrite anion (ONOO-), a strong oxidant which can initiate reactions characteristic of hydroxyl radical (HO.), nitronium ion (NO2+) and nitrogen dioxide radical (NO2.). Peroxynitrite, therefore
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Global Trade Item Number

SKUGTIN
G11950-100G4061838357830
G11950-10G4061838671608
G11950-25G4061833627983

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