Alkyne Cholesterol

• CAT Number: I042591
• CAS Number: 1631985-09-5
• Molecular Formula: C26H40O
• Molecular Weight: 368.60
• Purity: ≥95%
• Synonyms: (3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-hept-6-yn-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• InChI: InChI=1S/C26H40O/c1-5-6-7-8-18(2)22-11-12-23-21-10-9-19-17-20(27)13-15-25(19,3)24(21)14-16-26(22,23)4/h1,9,18,20-24,27H,6-8,10-17H2,2-4H3/t18-,20+,21+,22-,23+,24+,25+,26-/m1/s1
• InChIKey: XKTTVPVQZLOVKH-XSLNCIIRSA-N
• SMILES: CC(CCCC#C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C

Alkyne Cholesterol (Cat No.: I042591) is a synthetic cholesterol analog featuring an alkyne functional group, enabling bioorthogonal labeling through click chemistry. It closely mimics natural cholesterol in cellular membranes, making it a powerful tool for studying lipid trafficking, membrane dynamics, and cholesterol metabolism in live cells. Alkyne Cholesterol allows precise tracking and imaging without disrupting normal biological processes. It is widely utilized in research on cardiovascular disease, neurodegeneration, and lipid-related disorders to uncover the roles of cholesterol in health and disease.

Reference

[1]. Katherine Windsor, et al. Probing lipid-protein adduction with alkynyl surrogates: application to Smith-Lemli-Opitz syndrome. J Lipid Res. 2013 Oct;54(10):2842-50.
[Content Brief]

[2]. Katherine Windsor, et al. Assay of protein and peptide adducts of cholesterol ozonolysis products by hydrophobic and click enrichment methods. Chem Res Toxicol. 2014 Oct 20;27(10):1757-68.
[Content Brief]

[3]. Alkyne Cholesterol.