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01810

Cycloheximide

≥95% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C15H23NO4
CAS Number:
Molecular Weight:
281.35
PubChem Substance ID:
UNSPSC Code:
51102829
NACRES:
NA.85
EC Number:
200-636-0
MDL number:
Beilstein/REAXYS Number:
88868
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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

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,[1] activate cumulus-free equine oocytes,[2] and to have neuroprotective properties.[3]

Biochem/physiol Actions

Cyclohexamide inhibits protein biosynthesis in eukaryotic cells by binding with the 80S ribosome.[4]
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.

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This Item
C769818079C4859
antibiotic activity spectrum

fungi, yeast

antibiotic activity spectrum

fungi, yeast

antibiotic activity spectrum

fungi

antibiotic activity spectrum

fungi, yeast

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

300

form

powder or crystals

form

powder

form

liquid

form

ready-to-use solution

assay

≥95% (HPLC)

assay

≥94% (TLC)

assay

-

assay

-

biological source

microbial

biological source

microbial

biological source

-

biological source

microbial

color

white to light beige

color

white to off-white

color

-

color

-


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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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges



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Neuronal activity regulates DROSHA via autophagy in spinal muscular atrophy
GG Ines do Carmo, et al.
Scientific Reports, 8(1), 7907-7907 (2018)
Tumor-suppressive functions of long-chain acyl-CoA synthetase 4 in gastric cancer
Ye X, et al.
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



Global Trade Item Number

SKUGTIN
D76722-25G04061833588703
01810-5G04061835540860
01810-1G04061835540853

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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