Abstract
We report the synthesis of new chemical probes (1a,b, 2a-c, 3a-c) based on the structure of the main endocannabinoids for their use in biological systems directly or via click chemistry. As proof of concept, 2-arachidonyl glyceryl ether based biotinylated 3b enables direct visualization of CB(1) receptor in cells. These results represent the starting point for the development of advanced small molecule chemical probes able to generate valuable information about the cannabinoid receptors.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkenes / chemical synthesis
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Alkenes / chemistry
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Alkenes / pharmacology
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Arachidonic Acids / chemical synthesis
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Arachidonic Acids / chemistry
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Arachidonic Acids / pharmacology
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Benzophenones / chemical synthesis
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Benzophenones / chemistry
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Benzophenones / pharmacology
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Binding, Competitive
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Biotin / chemical synthesis
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Biotin / chemistry
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Biotin / pharmacology
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Cannabinoid Receptor Modulators / chemical synthesis*
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Cannabinoid Receptor Modulators / chemistry
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Cannabinoid Receptor Modulators / pharmacology
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Cell Line
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Click Chemistry
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Endocannabinoids*
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Glycerides / chemical synthesis
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Glycerides / chemistry
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Glycerides / pharmacology
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Humans
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Ligands
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Molecular Probes / chemical synthesis*
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Molecular Probes / chemistry
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Molecular Probes / pharmacology
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Polyunsaturated Alkamides / chemical synthesis
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Polyunsaturated Alkamides / chemistry
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Polyunsaturated Alkamides / pharmacology
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Radioligand Assay
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Receptor, Cannabinoid, CB1 / metabolism*
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Receptor, Cannabinoid, CB2 / metabolism*
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Structure-Activity Relationship
Substances
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Alkenes
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Arachidonic Acids
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Benzophenones
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Cannabinoid Receptor Modulators
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Endocannabinoids
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Glycerides
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Ligands
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Molecular Probes
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Polyunsaturated Alkamides
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Receptor, Cannabinoid, CB1
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Receptor, Cannabinoid, CB2
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noladin ether
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Biotin
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glyceryl 2-arachidonate
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anandamide