C7698

Cycloheximide

from microbial, ≥94% (TLC)

• Synonym(s): 3-[2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]glutarimide, Actidione, Naramycin A
• Empirical Formula (Hill Notation): C₁₅H₂₃NO₄
• CAS Number: 66-81-9
• Molecular Weight: 281.35
• Beilstein/REAXYS Number: 88868
• EC Number: 200-636-0
• MDL number: MFCD00082346
• UNSPSC Code: 12352111
• PubChem Substance ID: 24892981
• NACRES: NA.77

Properties

• biological source: microbial
• assay: ≥94% (TLC)
• form: powder
• color: white to off-white
• solubility: ethanol: soluble, clear to hazy
• antibiotic activity spectrum: fungi; yeast
• mode of action: protein synthesis | interferes
• storage temp.: 2-8°C
• SMILES string: [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
• Gene Information: human ... FKBP1A(2280) , PIN1(5300)

Description

General description

Cycloheximide, also known as Actidione, is a glutarimide antibiotic commonly derived from the bacterium Streptomyces griseus. It acts as a potent inhibitor of protein biosynthesis in eukaryotic cells by disrupting the translocation step during translation, effectively blocking translational elongation. In microbiology, it plays a crucial role as a selection agent for resistant strains of yeast and fungi, proving invaluable in controlled experimental environments.

In cell biology and biochemical research, Cycloheximide showcases a dual nature concerning Apoptosis Induction, inducing or inhibiting apoptosis depending on the cell type. Its rapid and reversible effects make it an ideal choice for studying cellular processes and determining protein half-life. Cycloheximide also finds extensive applications in biomedical research, where it inhibits protein synthesis in eukaryotic cells studied in vitro (outside of organisms) and its effects are rapidly reversed by simply removing it. This makes Cycloheximide a go-to choice for exploring cell biology, biomedical and biochemical research, offering precise control and versatility in experiments.

Application

• In yeast strains, cycloheximide has been used as a protein synthesis inhibitor in the cycloheximide chase experiment.
• It has been used to inhibit translation in mammalian cells.
• It has been used to suppress fungal growth.

Biochem/physiol Actions

Mode of Action: Translation inhibition in eukaryotes resulting in cell growth arrest and cell death. CHX is widely used for the 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.

Activity Spectrum: Active against yeast and fungi like Candida, Aspergillus, Saccharomyces, Penicillium

Features and Benefits

• High-quality antibiotic suitable for multiple research applications
• Commonly used in Cell Biology and Biochemical applications

Storage and Stability

Tightly closed. Dry. Keep in a well-ventilated place. Keep locked up or in an area accessible
only to qualified or authorized persons.

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

Safety Information

• pictograms: GHS06,GHS08,GHS09
• signalword: Danger
• hcodes: H300,H341,H360D,H411
• pcodes: P202 - P264 - P273 - P280 - P301 + P310 - P391
• Hazard Classifications: Acute Tox. 2 Oral - Aquatic Chronic 2 - Muta. 2 - Repr. 1B
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges