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Merck
CN

D2141

Sigma-Aldrich

6-重氮-5-氧代-L-正亮氨酸

>95% (TLC), suitable for ligand binding assays

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别名:
DON, (S)-2-氨基-6-重氮-5-氧代己酸
经验公式(希尔记法):
C6H9N3O3
CAS号:
分子量:
171.15
Beilstein:
1725815
MDL编号:
UNSPSC代码:
12352209
PubChem化学物质编号:
NACRES:
NA.26

检测方案

>95% (TLC)

质量水平

形式

crystalline

技术

ligand binding assay: suitable

颜色

light yellow

mp

145 °C

抗生素抗菌谱

neoplastics

作用机制

enzyme | inhibits

储存温度

−20°C

SMILES字符串

N[C@@H](CCC(=O)C=[N+]=[N-])C(O)=O

InChI

1S/C6H9N3O3/c7-5(6(11)12)2-1-4(10)3-9-8/h3,5H,1-2,7H2,(H,11,12)/t5-/m0/s1

InChI key

YCWQAMGASJSUIP-YFKPBYRVSA-N

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相关类别

一般描述

化学结构:氨基酸衍生物

应用

6-重氮-5-氧代-L-正亮氨酸(DON)已用作谷氨酰胺合成酶 - 谷氨酰胺(酰胺)-2-氧代戊二酸氨基转移酶的抑制剂。

生化/生理作用

6-重氮-5-氧代-L-正亮氨酸(DON),谷氨酰胺类似物,用作抑制剂,研究胞苷三磷酸合成酶1(s)(CTPS1)和各种谷氨酰胺酶的功能、特异性和特征。DON 用于抑制细胞之间的谷氨酰胺(GLN)通量。
DON 与许多需要 L-谷氨酰胺作为氮源的反应有关,例如核酸和蛋白质合成。它已知具有抗绒毛膜癌的抗癌活性。
DON 用于研究谷氨酰胺利用酶的机制,例如氨基甲酰磷酸合成酶和胞苷三磷酸合成酶。

象形图

Skull and crossbones

警示用语:

Danger

危险声明

危险分类

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

法规信息

监管及禁止进口产品

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Brandon T Pfannenstiel et al.
Biotechnology advances, 37(6), 107345-107345 (2019-02-10)
Fungi produce an abundance of bioactive secondary metabolites which can be utilized as antibiotics and pharmaceutical drugs. The genes encoding secondary metabolites are contiguously arranged in biosynthetic gene clusters (BGCs), which supports co-regulation of all genes required for any one
Yingyue Zhang et al.
Journal of agricultural and food chemistry, 67(30), 8411-8418 (2019-06-28)
Economic loss of postharvest wheat under poor storage conditions due to fungal spoilage and mycotoxin contamination is severe. In order to study the influencing factors of the aggravation of mildew in natural wheat during storage, we assessed changes in Fusarium
Sen-Ling Feng et al.
Journal of ginseng research, 44(2), 247-257 (2020-03-10)
Multidrug resistance (MDR) to chemotherapy drugs remains a major challenge in clinical cancer treatment. Here we investigated whether and how ginsenoside Rg5 overcomes the MDR mediated by ABCB1 transporter in vitro and in vivo. Cytotoxicity and colon formation as well as the
Laura M Shelton et al.
International journal of cancer, 127(10), 2478-2485 (2010-05-18)
Metastatic cancer is a major cause of morbidity and mortality. Current therapeutic options consist of chemotherapy, radiation or targeted therapies. However, these therapies are often toxic, effective over a small range of cancer types or result in drug resistance. Therefore
The rediscovery of DON (6-diazo-5-oxo-L-norleucine).
Kisner DL
Recent Results in Cancer Research. Fortschritte der Krebsforschung. Progres Dans Les Recherches Sur le Cancer, 74, 258-263 (1980)

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