C1988

Cycloheximide

Biotechnology Performance Certified

• 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: 51102829
• PubChem Substance ID: 24892457
• NACRES: NA.85

Properties

• grade: Biotechnology Performance Certified
• form: powder
• technique(s): cell culture | mammalian: suitable
• impurities: endotoxin, tested
• solubility: ethanol: 50 mg/mL
• 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

Application

Cycloheximide 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. It has been shown to selectively clear macrophages in atherosclerotic plaques and activate cumulus-free equine oocytes.

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

Cycloheximide (CHX) is an antibiotic produced by S. griseus that inhibits protein biosynthesis in eukaryotes. It inactivate transferase II enzyme that is involved in peptide chain elongation. More recent studies revealed that CHX binds the 60S ribosome and specifically prevents the translocation step in elongation.

Other Notes

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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: P201 - P202 - P264 - P270 - P273 - P301 + P310
• 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