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01810

Sigma-Aldrich

Cycloheximide

≥90% (HPLC)

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Synonym(s):
3-[2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]glutarimide, Actidione, Naramycin A
Empirical Formula (Hill Notation):
C15H23NO4
CAS Number:
Molecular Weight:
281.35
Beilstein:
88868
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.85

biological source

microbial

Assay

≥90% (HPLC)

form

powder or crystals

color

white to light beige

antibiotic activity spectrum

fungi
yeast

Mode of 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

InChI key

YPHMISFOHDHNIV-FSZOTQKASA-N

Gene Information

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This Item
C1988C769846401
Cycloheximide ≥90% (HPLC)

Sigma-Aldrich

01810

Cycloheximide

Cycloheximide Biotechnology Performance Certified

Sigma-Aldrich

C1988

Cycloheximide

Cycloheximide from microbial, ≥94% (TLC)

Sigma-Aldrich

C7698

Cycloheximide

Cycloheximide PESTANAL®, analytical standard

Supelco

46401

Cycloheximide

assay

≥90% (HPLC)

assay

-

assay

≥94% (TLC)

assay

≥95% (HPLC)

form

powder or crystals

form

powder

form

powder

form

-

color

white to light beige

color

-

color

white to off-white

color

-

antibiotic activity spectrum

fungi, yeast

antibiotic activity spectrum

fungi, yeast

antibiotic activity spectrum

fungi, yeast

antibiotic activity spectrum

fungi

mode of action

protein synthesis | interferes

mode of action

protein synthesis | interferes

mode of action

protein synthesis | interferes

mode of action

protein synthesis | interferes

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.

Biochem/physiol Actions

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.

Packaging

1G, 5G

Other Notes

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

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Tumor-suppressive functions of long-chain acyl-CoA synthetase 4 in gastric cancer
Ye X, et al.
IUBMB Life, 68(4), 320-327 (2016)
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)
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

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