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Merck
CN

G11950

Sigma-Aldrich

鸟嘌呤

98%

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别名:
2-乌嘌呤, 2-氨基-1,7-二氢-6H-嘌呤-6-酮, 2-氨基-6-羟基嘌呤
经验公式(希尔记法):
C5H5N5O
CAS号:
分子量:
151.13
Beilstein:
9680
EC 号:
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

98%

mp

>300 °C (lit.)

溶解性

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

SMILES字符串

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

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一般描述

腺嘌呤、胞嘧啶、胸腺嘧啶和鸟嘌呤是核酸DNA和RNA中发现的四种主要核碱基。鸟嘌呤是嘌呤衍生物。据报道,它组装成类似大环的方形平面基团,其中碱基通过氢键相互作用。在DNA和RNA中,据报道,在钠离子或钾离子存在下,一系列鸟嘌呤碱基形成稳定的四链螺旋。已经在各种碳电极的水性介质中研究了鸟嘌呤的电化学氧化。它在生理条件下与过氧亚硝酸盐反应,得到 8-硝基胍。

应用

鸟嘌呤是用于研究鸟嘌呤和腺嘌呤的电化学氧化机理的合适试剂,使用玻碳微电极和循环和微分脉冲伏安法。它可用于制备混合序列肽核酸(PNA)单体。

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

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

靶器官

Respiratory system

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


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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)
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
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
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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