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About This Item
Empirical Formula (Hill Notation):
C30H46N2O3
CAS Number:
Molecular Weight:
482.70
MDL number:
NACRES:
NA.25
UNSPSC Code:
12352211
Product Name
PhotoClick Cholesterol, Hex-5′-ynyl 3β-hydroxy-6-diazirinyl-5α-cholan-24-oate, powder
form
powder
assay
>99% (TLC)
packaging
pkg of 1 × 100 μg (with stopper and crimp cap (700147P-100ug))
pkg of 1 × 250 μg (with stopper and crimp cap (700147P-250ug))
manufacturer/tradename
Avanti Research™ - A Croda Brand 700147P
lipid type
click reagents
shipped in
dry ice
storage temp.
−20°C
Application
PhotoClick Cholesterol has been used:
- in lysosome-associated membrane protein 1 (LAMP1) crosslinking studies
- as an analog of cholesterol in binding and competition assay of sterol binding proteins from yeast
- as a conjugate with the ectodomain of lysosomal integral membrane protein-2 (LIMP-2)
Biochem/physiol Actions
PhotoClick Cholesterol serves as a probe for tracking cholesterol-binding proteins. The copper-catalyzed azide-alkyne cycloaddition is the basis for its probe functionality. The alkyne group is essential for the click chemistry property. Its binding to partners is mediated by photocrosslinking.
General description
PhotoClick Cholesterol is a clickable, photoreactive sterol probe for use in combination with quantitative mass spectrometry to globally map cholesterol-protein interactions directly in living cells. In addition to the UV-activatable cross-linking diazirine group that reacts with proteins, the sterol contains an alkyne group for incorporation of reporter and affinity tags through click-chemistry.
PhotoClick Cholesterol is a synthetic analog of cholesterol and is photoreactive. It comprises the alkyne group.
Packaging
2 mL Amber Serum Vial with Stopper and Crimp Cap (700147P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (700147P-250ug)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
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May Kwang-Mei Wang et al.
PLoS pathogens, 14(9), e1007322-e1007322 (2018-09-29)
Lassa fever virus (LASV) is endemic in West Africa and causes severe hemorrhagic fever and sensorineural hearing loss. We identified a small molecule inhibitor of LASV and used it to analyze the mechanism of entry. Using a photo-reactive analog that
Neha Chauhan et al.
Yeast (Chichester, England), 37(1), 15-25 (2019-11-24)
Ergosterol is a prominent component of the yeast plasma membrane and essential for yeast cell viability. It is synthesized in the endoplasmic reticulum and transported to the plasma membrane by nonvesicular mechanisms requiring carrier proteins. Oxysterol-binding protein homologues and yeast
Jonathan J Hulce et al.
Nature methods, 10(3), 259-264 (2013-02-12)
Cholesterol is an essential structural component of cellular membranes and serves as a precursor for several classes of signaling molecules. Cholesterol exerts its effects and is, itself, regulated in large part by engagement in specific interactions with proteins. The full
Saskia Heybrock et al.
Nature communications, 10(1), 3521-3521 (2019-08-08)
The intracellular transport of cholesterol is subject to tight regulation. The structure of the lysosomal integral membrane protein type 2 (LIMP-2, also known as SCARB2) reveals a large cavity that traverses the molecule and resembles the cavity in SR-B1 that
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