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239763-M

Sigma-Aldrich

Cycloheximide - CAS 66-81-9 - Calbiochem

Cycloheximide, CAS 66-81-9, is an antifungal antibiotic that inhibits protein synthesis in eukaryotes but not prokaryotes.

Synonym(s):
Cycloheximide - CAS 66-81-9 - Calbiochem
Empirical Formula (Hill Notation):
C15H23NO4
CAS Number:
Molecular Weight:
281.35
MDL number:
NACRES:
NA.77

Quality Level

assay

≥90% (by assay)

form

solid

potency

3.4 μM Ki

storage condition

OK to freeze

color

off-white

solubility

water: 10 mg/mL
chloroform: soluble
ethanol: soluble
methanol: soluble

storage temp.

10-30°C

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

General description

An antifungal antibiotic that inhibits protein synthesis in eukaryotes but not prokaryotes. Competitively inhibits hFKBP12 (Ki = 3.4 µM). Triggers apoptosis in HL-60 cells, T cell hybridomas, Burkitt’s lymphoma cells, and other cell types. A 100 mg/ml solution of Cycloheximide (Cat. No. 239765) in DMSO (sterile-filtered) is also available.
An antifungal antibiotic that inhibits protein synthesis in eukaryotes but not in prokaryotes. Interacts directly with the translocase enzyme, interfering with the translocation step. Inhibits cell-free protein synthesis in eukaryotes. Competitively inhibits hFKBP12 (Ki = 3.4 µM). Triggers apoptosis in HL-60 cells, T-cell hybridomas, Burkitt′s lymphoma cells, and a variety of other cell types, including rodent macrophages. Induces DNA fragmentation in macrophages, however it inhibits DNA cleavage in rat thymocytes treated with thapsigargin, methylprednisolone, and ionomycin. Rapidly destroyed in alkaline solutions.

Warning

Toxicity: Highly Toxic & Carcinogenic / Teratogenic (I)

Other Notes

Christner, C., et al. 1999. J. Med. Chem.42, 3615.
Lu, Q. and Mellgreen,R.L. 1996. Arch. Biochem. Biophys.334, 175.
Chow, S.C., et al. 1995. Exp. Cell Res.216, 149.
Waring, P. 1990. J. Biol. Chem.265, 14476.
Obrig, T.G., et al. 1971. J. Biol. Chem.246, 174.
Pestka, S. 1971. Annu. Rev. Microbiol.25, 487.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

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 Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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