C7698

Sigma-Aldrich

Cycloheximide

from microbial, ≥94% (TLC)

Synonym(s):
Actidione, 3-[2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]glutarimide, Naramycin A
Empirical Formula (Hill Notation):
C15H23NO4
CAS Number:
Molecular Weight:
281.35
Beilstein/REAXYS Number:
88868
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

biological source

microbial

assay

≥94% (TLC)

form

powder

solubility

ethanol: soluble, clear to hazy

Mode of action

protein synthesis | interferes

antibiotic activity spectrum

fungi
yeast

storage temp.

2-8°C

SMILES string

[H][C@]1(C[C@@H](C)C[C@H](C)C1=O)[C@H](O)CC2CC(=O)NC(=O)C2

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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Application

  • In yeast strains, cycloheximide has been used as a protein synthesis inhibitor in the cycloheximide chase experiment.
  • It has been used to inhibit translation in mammalian cells.
  • It has been used to suppress fungal growth.

Packaging

1, 5 g in poly bottle

Biochem/physiol Actions

Cycloheximide (CHX) is an antibiotic produced by S. griseus. 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.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

signalword

Danger

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN2811 - class 6.1 - PG 2 - EHS - Toxic solids, organic, n.o.s., HI: all

WGK Germany

WGK 3

Flash Point F

Not applicable

Flash Point C

Not applicable

Certificate of Analysis

Certificate of Origin

Potential pathogenic bacteria in metalworking fluids and aerosols from a machining facility.
Perkins SD and Angenent LT
FEMS Microbiology Ecology, 74, 643-643 (2010)
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Moriniere M et al.
Blood Cells, Molecules and Diseases, 45, 284-284 (2010)
Quality control of a transcriptional regulator by SUMO-targeted degradation.
Wang Z and Prelich G
Molecular and Cellular Biology, 29, 1694-1694 (2009)
Zhen Zhang et al.
Frontiers in endocrinology, 5, 206-206 (2014-12-19)
O-linked N-acetylglucosamine (O-GlcNAc) is a post-translational modification involving an attachment of a single β-N-acetylglucosamine moiety to serine or threonine residues in nuclear and cytoplasmic proteins. Cellular O-GlcNAc levels are regulated by two enzymes: O-GlcNAc transferase (OGT) and O-GlcNAcase (OGA), which...
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Biology of reproduction, 100(2), 468-478 (2018-11-13)
The role of androgenic steroids on ovarian development has attracted much attention in recent years, but the molecular mechanism is still largely unknown. In this study, using zebrafish as a model, we found that the trace metal zinc mediates the...

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