Cycloheximide A, EvoPure®

- Overview
  - Cycloheximide A, EvoPure® is a highly purified (≥99.0) form of Cycloheximide A, the active compound in standard grade Cycloheximide. Cycloheximide is a glutarimide antibiotic and natural fungicide isolated from Streptomyces griseus and a protein synthesis inhibitor in eukaryotic cells. It was discovered by Alma Whiffen-Barksdale of Upjohn Company in 1946. The compound is routinely used as a selection agent in several types of isolation media. Cycloheximide can be used as a tool in molecular biology for ribosome profiling/translational profiling to understand the complexity of translation initiation. It cna be used to study protein syntheesis, expression and degradation, and determine the half-life of proteins, or in in chase experiments to analyze protein degradation.
    Cycloheximide A, EvoPure® is soluble in DMSO or ethanol.
    This product is considered a dangerous good. Quantities above 1 g may be subject to additional shipping fees. Please contact us for details.
    
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    Background
    
    Cycloheximide binds to the ribosome and inhibits the eEF2-mediated translocation step in protein synthesis, thus blocking translational elongation.
- Properties
  - CAS Number
    
    66-81-9
    
    Molecular Formula
    
    C15H23NO4
    
    Molecular Weight
    
    281.35
    
    Appearance
    
    White or cream-colored powder
    
    Solubility
    
    Soluble in DMSO or ethanol. Solution may be clear to hazy.
    
    Other Properties
    
    Source: Streptomyces griseus
    Purity Level: ≥99.0%
    
    Storage
    
    -20°C
    
    * For research use only
- Applications
  - Application Description
    
    Spectrum: Cycloheximide is used for fungi and yeast, including fungi found in brewing test media. It has lower activity against bacteria.
    
    Microbiology Applications: Cycloheximide chase followed by western blotting was used to analyze protein degradation in the model unicellular eukaryote, S. cerevisiae (buddiing yeast). Yeast cells are incubated in cycloheximide and cell aliquots are collected after specific time points. This allows visualization of the degradation kinetics of the steady state population of a variety of cellular proteins (Buchanan et al, 2016). Representative susceptibility data includes: Candida albicans: 12.5 µg/ml Saccharomyces cerevisiae: 0.2 µg/ml Mycosphaerella graminicola: 5.62-100 µg/ml For additional Cycloheximide MIC data, please review our Antimicrobial Index.
    
    Plant Biology Applications: Cycloheximide is a commonly used lab reagent used for in vitro applications to inhibit fungal growth by targeting protein synthesis. In yeast, concentrations of 200 µM have fungicidal effects (Schneider-Poetsch et al, 2009). The compound can be used as a plant growth regulator to stimulate ethylene production in leaves and fruit.
    
    Eukaryotic Cell Culture Applications: Cycloheximide is widely used in biomedical research to inhibit protein synthesis in eukaryotic cells in vitro. It inhibits the synthesis of proteins and macromolecules, and affects apoptosis in eukaryotes. Cycloheximide Solution (C084) was used to study transcription factors (LMX1A and LMX1B) in the adult midbrain, contributing to our understanding of dopaminergic neuronal (mDAN) decline in Parkinson’s disease (Jimenez-Moreno et al, 2019).
    
    Cancer Applications: Pretreatment with Cycloheximide followed by estrogen stimulation prevented the estrogen-induced changes in glucose metabolism in perfused breast cancer T47D clone 11 cells. This suggested that the estrogen stimulation requires synthesis of mRNA and protein (Neeman and Degani, 1989). In studying the “immune escape” of cancer cells, in human colorectal cancer cell line COLO 205 is normally resistant to TNF-alpha - a death inducing ligand. However, co-incubation TNF-alpha with cycloheximide caused time-dependent cell death. In fact, researchers found that Cycloheximide sensitizes cells to TNF-alpha-induced apoptosis (Pajak et al, 2005).