516-85-8
Chemical Structure
Dehydroergosterol
- CAS No.: 516-85-8
- Formula:C28H42O
- Molecular Weight:394.63
IUPAC Name: (3S,10S,13R,14R,17R)-17-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,10,12,13,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
InChIKey: QSVJYFLQYMVBDR-CMNOFMQQSA-N
SMILES: CC([C@H](/C=C/[C@H]([C@]1(CC[C@]2(C3=CC=C4C[C@H](CC[C@@]4(C3=CC[C@@]21C)C)O)[H])[H])C)C)C
Biological Activity: Dehydroergosterol is a fluorescent cholesterol analog (Ex/Em = 325/375 nm) used in cholesterol transport, membrane structure research, and live-cell imaging. Unlike cholesterol, Dehydroergosterol contains three additional double bonds, an extra methyl group, and an ergosterol side chain, forming a conjugated system that produces intrinsic fluorescence. In its monomeric form, Dehydroergosterol exhibits excitation peaks at 310-311, 324, and 338-340 nm, as well as emission peaks at 354, 371-375, 390-394, and 414 nm; in its microcrystalline form, Dehydroergosterol shows enhanced excimer emission around 404 and 426 nm. Dehydroergosterol mimics the properties of cholesterol, integrates into membranes and lipoproteins, and localizes to organelles[1][2].
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Dehydroergosterol | ≥99.0% | Dehydroergosterol is a fluorescent cholesterol analog (Ex/Em = 325/375 nm) used in cholesterol transport, membrane structure research, and live-cell imaging. Unlike cholesterol, Dehydroergosterol contains three additional double bonds, an extra methyl group, and an ergosterol side chain, forming a conjugated system that produces intrinsic fluorescence. In its monomeric form, Dehydroergosterol exhibits excitation peaks at 310-311, 324, and 338-340 nm, as well as emission peaks at 354, 371-375, 390-394, and 414 nm; in its microcrystalline form, Dehydroergosterol shows enhanced excimer emission around 404 and 426 nm. Dehydroergosterol mimics the properties of cholesterol, integrates into membranes and lipoproteins, and localizes to organelles. | ||||||||||||||||||||
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- [1]. McIntosh AL, et al. Fluorescence techniques using dehydroergosterol to study cholesterol trafficking. Lipids. 2008 Dec;43(12):1185-208.
- [2]. Mukherjee S, et al. Cholesterol distribution in living cells: fluorescence imaging using dehydroergosterol as a fluorescent cholesterol analog. Biophysical journal. 1998 Oct;75(4):1915-25.
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