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Merck
CN

C1988

Sigma-Aldrich

环己酰亚胺,大包装

Biotechnology Performance Certified

别名:

3- [2-(3,5-二甲基-2-氧代环己基)-2-羟乙基]戊二酰亚胺, 放线菌酮, 纳拉霉素A

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About This Item

经验公式(希尔记法):
C15H23NO4
CAS号:
分子量:
281.35
Beilstein:
88868
EC 号:
MDL编号:
UNSPSC代码:
51102829
PubChem化学物质编号:
NACRES:
NA.85

等级

Biotechnology Performance Certified

质量水平

表单

powder

技术

cell culture | mammalian: suitable

杂质

endotoxin, tested

溶解性

ethanol: 50 mg/mL

抗生素抗菌谱

fungi
yeast

作用机制

protein synthesis | interferes

储存温度

2-8°C

SMILES字符串

[H][C@]1(C[C@@H](C)C[C@H](C)C1=O)[C@H](O)CC2CC(=O)NC(=O)C2

InChI

1S/C15H23NO4/c1-8-3-9(2)15(20)11(4-8)12(17)5-10-6-13(18)16-14(19)7-10/h8-12,17H,3-7H2,1-2H3,(H,16,18,19)/t8-,9-,11-,12+/m0/s1

InChI key

YPHMISFOHDHNIV-FSZOTQKASA-N

基因信息

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应用

环己酰亚胺被广泛用于筛选抗 CHX 的酵母和真菌菌株,控制蛋白合成的抑制作用(用于检测短寿蛋白和蛋白表达的超诱导作用),并诱导细胞凋亡或通过死亡受体促进细胞凋亡。研究表明,它可以选择性清除动脉粥样硬化斑块中的巨噬细胞并激活无积聚的马卵母细胞。

生化/生理作用

作用机制:真核生物中的翻译抑制导致细胞生长停滞和细胞死亡。CHX被广泛用于抗CHX的酵母和真菌菌株的选择、蛋白质合成的受控抑制以检测短寿命蛋白质和蛋白质表达的超诱导作用、以及诱导凋亡或促进通过死亡受体诱导的凋亡。

活性谱:具有抑制酵母和真菌如念珠菌、曲霉、酵母菌和青霉的活性
环己酰亚胺(CHX)是灰色链霉菌产生的一种抗生素,可抑制真核生物中的蛋白质生物合成。它使参与肽链延伸的转移酶 II 失活。最近的研究表明,CHX 结合 60S 核糖体,并特异性地阻止了延伸过程中的易位步骤。

警示用语:

Danger

危险分类

Acute Tox. 2 Oral - Aquatic Chronic 2 - Muta. 2 - Repr. 1B

储存分类代码

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

法规信息

监管及禁止进口产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Tilman Schneider-Poetsch et al.
Nature chemical biology, 6(3), 209-217 (2010-02-02)
Although the protein synthesis inhibitor cycloheximide (CHX) has been known for decades, its precise mechanism of action remains incompletely understood. The glutarimide portion of CHX is seen in a family of structurally related natural products including migrastatin, isomigrastatin and lactimidomycin
Mechanism of cycloheximide inhibition of protein synthesis in a cell-free system prepared from rat liver.
B S Baliga et al.
The Journal of biological chemistry, 244(16), 4480-4489 (1969-08-25)
Valerie Croons et al.
The Journal of pharmacology and experimental therapeutics, 320(3), 986-993 (2006-12-01)
Macrophages are an essential component of unstable atherosclerotic plaques and play a pivotal role in the destabilization process. We have demonstrated previously that local delivery of the mammalian target of rapamycin (mTOR) inhibitor everolimus selectively clears macrophages in rabbit plaques.
Y H Choi et al.
Reproduction (Cambridge, England), 122(1), 177-183 (2001-06-27)
Two different culture media (TCM-199 and follicular fluid), two activation treatments (10 and 50 micromol calcium ionophore l(-1)) and three culture periods with cycloheximide were evaluated to find effective culture conditions for activation of cumulus-free equine oocytes. Oocytes were collected
Nina Xue et al.
Cellular and molecular life sciences : CMLS, 76(17), 3433-3447 (2019-04-14)
Enhancement of insulin-like growth factor 1 receptor (IGF-IR) degradation by heat shock protein 90 (HSP90) inhibitor is a potential antitumor therapeutic strategy. However, very little is known about how IGF-IR protein levels are degraded by HSP90 inhibitors in pancreatic cancer

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