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01810

Sigma-Aldrich

Cycloheximide

≥90% (HPLC)

Synonyme(s) :

3-[2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]glutarimide, Actidione, Naramycin A

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About This Item

Formule empirique (notation de Hill):
C15H23NO4
Numéro CAS:
66-81-9
Poids moléculaire :
281.35
Numéro Beilstein :
88868
Numéro CE :
200-636-0
Numéro MDL:
MFCD00082346
Code UNSPSC :
51102829
ID de substance PubChem :
329747360
Nomenclature NACRES :
NA.85

Source biologique

microbial

Pureté

≥90% (HPLC)

Forme

powder or crystals

Couleur

white to light beige

Spectre d'activité de l'antibiotique

fungi
yeast

Mode d’action

protein synthesis | interferes

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

Clé InChI

YPHMISFOHDHNIV-FSZOTQKASA-N

Informations sur le gène

human ... FKBP1A(2280) , PIN1(5300)

Catégories apparentées

Application

Cyclohexamide (CHX) is widely used for selection of CHX-resistant strains of yeast and fungi, controlled inhibition of protein synthesis for detection of short-lived proteins, super-induction of protein expression, and apoptosis induction or facilitation of apoptosis induction by death receptors. It has been shown to selectively clear macrophages in atherosclerotic plaques, activate cumulus-free equine oocytes, and to have neuroprotective properties.

Actions biochimiques/physiologiques

Cycloheximide (CHX) is an antibiotic produced by Strptomyces sp.. Its main biological activity is translation inhibition in eukaryotes resulting in cell growth arrest and cell death. CHX is widely used for selection of CHX-resistant strains of yeast and fungi, controlled inhibition of protein synthesis for detection of short-lived proteins and super-induction of protein expression, and apoptosis induction or facilitation of apoptosis induction by death receptors.
Cyclohexamide inhibits protein biosynthesis in eukaryotic cells by binding with the 80S ribosome.

Conditionnement

1G, 5G

Autres remarques

Conditions for safe storage, including any incompatibilities. Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

Pictogrammes

Skull and crossbonesHealth hazardEnvironment
GHS06,GHS08,GHS09

Mention d'avertissement

Danger

Mentions de danger

H300,H341,H360D,H411

Classification des risques

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

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Sigma-Aldrich

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Sigma-Aldrich

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Sigma-Aldrich

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K Furukawa et al.
The Journal of cell biology, 136(5), 1137-1149 (1997-03-10)
The ability of the protein synthesis inhibitor cycloheximide (CHX) to prevent neuronal death in different paradigms has been interpreted to indicate that the cell death process requires synthesis of "killer" proteins. On the other hand, data indicate that neurotrophic factors
Neuronal activity regulates DROSHA via autophagy in spinal muscular atrophy
GG Ines do Carmo, et al.
Scientific Reports, 8(1), 7907-7907 (2018)
Tumor-suppressive functions of long-chain acyl-CoA synthetase 4 in gastric cancer
Ye X, et al.
IUBMB Life, 68(4), 320-327 (2016)
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.
The mechanism by which cycloheximide and related glutarimide antibiotics inhibit peptide synthesis on reticulocyte ribosomes.
T G Obrig et al.
The Journal of biological chemistry, 246(1), 174-181 (1971-01-10)
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