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MilliporeSigma

01810

Sigma-Aldrich

Cycloheximide

≥95% (HPLC)

Synonym(s):

3-[2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]glutarimide, Actidione, Naramycin A

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$83.10
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About This Item

Empirical Formula (Hill Notation):
C15H23NO4
CAS Number:
Molecular Weight:
281.35
Beilstein/REAXYS Number:
88868
EC Number:
MDL number:
UNSPSC Code:
51102829
PubChem Substance ID:
NACRES:
NA.85

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$83.10


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biological source

microbial

Quality Level

assay

≥95% (HPLC)

form

powder or crystals

color

white to light beige

antibiotic activity spectrum

fungi
yeast

mode of action

protein synthesis | interferes

SMILES string

N1C(=O)CC(CC1=O)C[C@@H](O)[C@@H]2C[C@H](C[C@@H](C2=O)C)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

Gene Information

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This Item
C198818079C4859
mode of action

protein synthesis | interferes

mode of action

protein synthesis | interferes

mode of action

-

mode of action

protein synthesis | interferes

antibiotic activity spectrum

fungi, yeast

antibiotic activity spectrum

fungi, yeast

antibiotic activity spectrum

fungi

antibiotic activity spectrum

fungi, yeast

assay

≥90% (HPLC)

assay

-

assay

-

assay

-

form

powder or crystals

form

powder

form

liquid

form

solution

biological source

microbial

biological source

-

biological source

-

biological source

microbial

color

white to light beige

color

-

color

-

color

-

Application

Cyclohexamide (CHX) is widely used for selection of CHX-resistant strains of yeast and fungi, controlled inhibition of protein synthesis[1][2] 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,[3] activate cumulus-free equine oocytes,[4] and to have neuroprotective properties.[5]

Biochem/physiol Actions

Cyclohexamide inhibits protein biosynthesis in eukaryotic cells by binding with the 80S ribosome.[6]
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.

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.

signalword

Danger

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


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Questions

  1. What is the minimum shelf life of the product that should be considered if the certificate of analysis only indicates the quality release date?

    1 answer
    1. The product specification sheet for this product contains a recommended retest date period of two years after the quality release date. A recommended retest date is the period of time during which the product is expected to remain within established stability specifications, provided that it has been stored under defined conditions. After the Retest Date, product samples should be examined to ensure that the product is still in compliance with the established specifications. For more information, you may access the "Product Dating Information" document under "ADDITIONAL USEFUL DOCUMENTS ABOUT OUR PRODUCTS" at the bottom of the Quality Services page with this link: https://www.sigmaaldrich.com/US/en/life-science/quality-and-regulatory-management/quality-services

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