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Updated: Jun 24, 2025

Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid
Published on: November 15, 2017
Trifunctional fatty acid derivatives: the impact of diazirine placement
Scotland E Farley1,2, Ryu Hashimoto1,3, Judah Evangelista1,2
1Oregon Health & Science University, Department of Chemical Physiology and Biochemistry, USA. schulcar@ohsu.edu.
Abstract:
Functionalized lipid probes are a critical new tool to interrogate the function of individual lipid species, but the structural parameters that constrain their utility have not been thoroughly described. Here, we synthesize three palmitic acid derivatives with a diazirine at different positions on the acyl chain and examine their metabolism, subcellular localization, and protein interactions. We demonstrate that while they produce very similar metabolites and subcellular distributions, probes with the diazirine at either end pulldown distinct subsets of proteins after photo-crosslinking. This highlights the importance of thoughtful diazirine placement when developing probes based on biological molecules.
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