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Merck
CN

H9377

Sigma-Aldrich

次黄嘌呤

≥99.0%

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别名:
6-羟基嘌呤
经验公式(希尔记法):
C5H4N4O
CAS号:
分子量:
136.11
Beilstein:
5811
EC 号:
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.51

生物来源

synthetic (organic)

质量水平

检测方案

≥99.0%

形式

powder

mp

>300 °C (lit.)

溶解性

formic acid: water (2:1): 50 mg/mL, clear to slightly hazy, colorless to yellow

SMILES字符串

O=C1NC=Nc2nc[nH]c12

InChI

1S/C5H4N4O/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)

InChI key

FDGQSTZJBFJUBT-UHFFFAOYSA-N

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应用

次黄嘌呤是一种营养添加剂,适用于细菌、寄生虫(恶性疟原虫)和动物细胞等多种细胞培养应用。 次黄嘌呤是杂交瘤技术所用选择培养基的组分。
次黄嘌呤已被用于:
  • 在氧嗪酸钾(PO)诱导的小鼠高尿酸血症模型中,灌胃并评估体内巴氏全脂牛奶中黄嘌呤氧化酶(XO)的活性
  • 作为Iscove改良的DMEM培养基(IMDM)的补充剂,用于培养体外细胞株(EL-1细胞)
  • 作为高效液相色谱-紫外法(HPLC-UV)的纯标准品,用于定量分析玻璃体液样本中的次黄嘌呤以推断死亡时间

生化/生理作用

次黄嘌呤(Hypoxanthine)是嘌呤代谢的中间产物。它在一些转运RNA(tRNA)中作为反密码子′-碱基发挥重要作用。结构虽然与鸟嘌呤(Gua)类似,但C(2)位没有环外氨基。它可作为底物,用于次黄嘌呤-鸟嘌呤磷酸核糖转移酶的特异性和动力学研究。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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In our search for novel biocatalysts for the synthesis of nucleic acid derivatives, we found a good candidate in a putative dual-domain hypoxanthine-guanine phosphoribosyltransferase (HGPRT)/adenylate kinase (AMPK) from Zobellia galactanivorans (ZgHGPRT/AMPK). In this respect, we report for the first time
Ultrafast electronic deactivation dynamics of the rare natural nucleobase hypoxanthine
Rottger K, et al.
Chemical Physics Letters (2012)

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