MilliporeSigma
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01810

Sigma-Aldrich

Cycloheximide

≥95% (HPLC)

All Photos(1)
Synonym(s):
Actidione, 3-[2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]glutarimide, Naramycin A
Empirical Formula (Hill Notation):
C15H23NO4
CAS Number:
66-81-9
Molecular Weight:
281.35
Beilstein:
88868
EC Number:
200-636-0
MDL number:
MFCD00082346
PubChem Substance ID:
329747360
NACRES:
NA.85

Quality Level

200

biological source

microbial

assay

≥95% (HPLC)

form

powder or crystals

color

white to light beige

mp

110-120 °C

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

human ... FKBP1A(2280) , PIN1(5300)

Related Categories

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

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

More documents

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Quotes and Ordering

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. I know that cycloheximide is effective against molds and yeast. Can Product 01810 also be used as an antibacterial?

    No; cycloheximide is not effective against bacteria.

  4. How do you recommend that solutions of Product 01810, Cycloheximide be stored?

    Solutions of cycloheximide can be stored at room temperature for a few days, but should be kept refrigerated for long-term storage (up to a year). Aqueous solutions at pH 3-5 can be kept refrigerated for several months.

  5. What would you suggest as a working concentration for Product 01810, Cycloheximide?

    The typical working concentration for cycloheximide is 10-100 μg/mL.

  6. What are the differences among Cycloheximide Product Nos. 01810, 01811 and C7698?

    These three cycloheximide products have different purity specifications. Product No. 01810 has a purity specification of at least 93% as determined by HPLC. Product No. 01811 has a purity specification of at least 85% as determined by HPLC. Product No. C7698 has a purity specification of at least 93% as determined by TLC (thin layer chromatography).

  7. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  8. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  9. What is Product 01810, Cycloheximide, soluble in?

    Cyclohexamide is soluble in water up to 20 mg/mL.  Cyclohexamide is also soluble in most organic solvents, including ethanol, with the exception of saturated hydrocarbons.

  10. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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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
The mechanism by which cycloheximide and related glutarimide antibiotics inhibit peptide synthesis on reticulocyte ribosomes.
T G Obrig et al.
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Plant physiology, 147(4), 1750-1760 (2008-06-14)
Secondary xylem (wood) formation in gymnosperms requires that the tracheid protoplasts first build an elaborate secondary cell wall from an array of polysaccharides and then reinforce it with lignin, an amorphous, three-dimensional product of the random radical coupling of monolignols.
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