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Merck

G11950

Sigma-Aldrich

Guanine

98%

Synonim(y):

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

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About This Item

Wzór empiryczny (zapis Hilla):
C5H5N5O
Numer CAS:
Masa cząsteczkowa:
151.13
Beilstein:
9680
Numer WE:
Numer MDL:
Kod UNSPSC:
12352005
Identyfikator substancji w PubChem:
NACRES:
NA.22

Próba

98%

mp

>300 °C (lit.)

rozpuszczalność

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

ciąg 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)

Klucz InChI

UYTPUPDQBNUYGX-UHFFFAOYSA-N

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Opis ogólny

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.

Zastosowanie

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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Piktogramy

Exclamation mark

Hasło ostrzegawcze

Warning

Zwroty wskazujące rodzaj zagrożenia

Zwroty wskazujące środki ostrożności

Klasyfikacja zagrożeń

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

Organy docelowe

Respiratory system

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

dust mask type N95 (US), Eyeshields, Gloves


Certyfikaty analizy (CoA)

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

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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