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239764

Sigma-Aldrich

Cycloheximide, High Purity - CAS 66-81-9 - Calbiochem

Antifungal antibiotic that inhibits protein synthesis in eukaryotes but not in prokaryotes.

Synonym(s):
Cycloheximide, High Purity - CAS 66-81-9 - Calbiochem
Empirical Formula (Hill Notation):
C15H23NO4
CAS Number:
Molecular Weight:
281.35
MDL number:

Quality Level

assay

≥98% (HPLC)

form

solid

potency

3.4 μM Ki

storage condition

OK to freeze

color

white

solubility

chloroform: soluble
ethanol: soluble
methanol: soluble

shipped in

ambient

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

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. However, it inhibits DNA cleavage in rat thymocytes treated with Thapsigargin (Cat. No. 586005), methylprednisolone, and Ionomycin (Cat. Nos. 407950 and 407952). Rapidly destroyed in alkaline solutions. Also available as a 300 mM solution in DMSO (Cat. No. 508739).
Antifungal antibiotic that does not inhibit several species of pathogenic bacteria at 100 µg/ml. 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. Inhibits DNA cleavage in rat thymocytes treated with thapsigargin, methylprednisolone, and ionomycin. Rapidly destroyed in alkaline solutions.

Packaging

100 mg in Glass bottle
1 g in Alu drum

Biochem/physiol Actions

Primary Target
hFKBP12

Warning

Toxicity: Highly Toxic & Carcinogenic / Teratogenic (I)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C) for long term storage or refrigerate (4°C) for short term storage. Stock solutions are stable for up to 6 weeks at 4°C, pH 3-5.

Other Notes

Christner, C., et al. 1999. J. Med. Chem. 42, 3615.
Lu, Q., et al. 1996. Arch. Biochem. Biophys.334, 175.
Chow, S.C., et al. 1995. Exp. Cell Res.216, 149.
Cotter, T.G., et al. 1992. Anticancer Res.12, 773.
Takano, Y.S., et al. 1991. J. Pathol.163, 329.
Waring, P. 1990. J. Biol. Chem. 265, 14476.
Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.

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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