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G11950

Sigma-Aldrich

Guanin

98%

Synonym(e):

2-Amino-1,7-dihydro-6H-purin-6-on, 2-Amino-6-hydroxy-purin, 2-Aminohypoxanthin

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About This Item

Empirische Formel (Hill-System):
C5H5N5O
CAS-Nummer:
73-40-5
Molekulargewicht:
151.13
Beilstein:
9680
EG-Nummer:
200-799-8
MDL-Nummer:
MFCD00071533
UNSPSC-Code:
12352005
PubChem Substanz-ID:
24895050
NACRES:
NA.22

Qualitätsniveau

200

Assay

98%

mp (Schmelzpunkt)

>300 °C (lit.)

Löslichkeit

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)

InChIKey

UYTPUPDQBNUYGX-UHFFFAOYSA-N

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Allgemeine Beschreibung

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.

Anwendung

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.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
BCCM6273
BCCM6274
BCCL0463
BCCJ0380
BCCG7899

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Purin 98%

Sigma-Aldrich

P55805

Purin

Hypoxanthin ≥99.0%

Sigma-Aldrich

H9377

Hypoxanthin

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

Sigma-Aldrich

676950

6-O-Methyl-d3-guanine

2-Amino-6-chlorpurin 97%

Sigma-Aldrich

342300

2-Amino-6-chlorpurin

6-O-Methylguanin 97%

Sigma-Aldrich

363057

6-O-Methylguanin

Guanosin BioReagent, suitable for cell culture

Sigma-Aldrich

G6264

Guanosin

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
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
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
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
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