Alkyne Cholesterol

Catalog#
Unit Size
Price (USD)
Availability
Qty
1409-1
1 mg
$195.00
In stock
1409-5
5 mg
$495.00
In stock
1409-25
25 mg
$1,295.00
In stock

    This reagent is a modified lipid containing an omega-terminal alkyne. The terminal alkyne group can be used in a highly specific linking reaction with azide-containing reagents, known as ‘click chemistry’, in the presence of a copper (Cu)-containing catalyst.

    Alkyne cholesterol represents a versatile, sensitive, and easy-to-use tool for tracking cellular cholesterol metabolism and localization as it allows for manifold detection methods including mass spectrometry, and fluorescence microscopy.

    Molecular weight
    368.61
    Chemical composition
    C28H40O
    CAS
    1631985-09-5
    Solubility
    DMSO, DMF
    Purity
    >95% (H NMR)
    Appearance
    White crystalline
    Storage conditions
    -20°C.
    Shipping conditions
    Ambient temperature

    This reagent is a modified lipid containing an omega-terminal alkyne. The terminal alkyne group can be used in a highly specific linking reaction with azide-containing reagents, known as ‘click chemistry’, in the presence of a copper (Cu)-containing catalyst.

    Alkyne cholesterol is accepted by cellular enzymes from different biological species (Brevibacterium, yeast, rat, human) and these enzymes include cholesterol oxidases, hydroxylases, and acyl transferases that generate the expected metabolites in in vitro and in vivo assays. Using fluorescence microscopy, researchers can study the distribution of cholesterol at subcellular resolution, detecting the lipid in the Golgi and at the plasma membrane, but also in the endoplasmic reticulum and mitochondria.

    In summary, alkyne cholesterol represents a versatile, sensitive, and easy-to-use tool for tracking cellular
    cholesterol metabolism and localization as it allows for manifold detection methods including mass spectrometry, and fluorescence microscopy.

    1. Gray, R. A. V., et al. (2021). Optimized Incorporation of Alkynyl Fatty Acid Analogs for the Detection of Fatty Acylated Proteins using Click Chemistry. JoVE Journal, 10 (3791), 62107. [JoVE Journal]
    2. Windsor K., et al. (2013). Probing lipid-protein adduction with alkynyl surrogates: application to Smith-Lemli-Opitz syndrome. J. Lipid. Res., 54, 2842-50. [PubMed]
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