Cellular Labeling of Phosphatidylserine Using Clickable Serine Probes.
Christelle F AncajasShahrina AlamDaiane S AlvesYue ZhouNicholas M WadsworthChelsi D CassillyTanei J RicksAdam J CarrTodd B ReynoldsFrancisco N BarreraMichael D BestPublished in: ACS chemical biology (2023)
Phosphatidylserine (PS) is a key lipid that plays important roles in disease-related biological processes, and therefore, the means to track PS in live cells are invaluable. Herein, we describe the metabolic labeling of PS in Saccharomyces cerevisiae cells using analogues of serine, a PS precursor, derivatized with azide moieties at either the amino ( N- l -SerN 3 ) or carbonyl ( C- l -SerN 3 ) groups. The conservative click tag modification enabled these compounds to infiltrate normal lipid biosynthetic pathways, thereby producing tagged PS molecules as supported by mass spectrometry studies, thin-layer chromatography (TLC) analysis, and further derivatization with fluorescent reporters via click chemistry to enable imaging in yeast cells. This approach shows strong prospects for elucidating the complex biosynthetic and trafficking pathways involving PS.
Keyphrases
- induced apoptosis
- mass spectrometry
- saccharomyces cerevisiae
- cell cycle arrest
- high resolution
- high performance liquid chromatography
- small molecule
- endoplasmic reticulum stress
- signaling pathway
- cell death
- tandem mass spectrometry
- gas chromatography
- living cells
- quantum dots
- photodynamic therapy
- ultra high performance liquid chromatography
- single molecule
- drug induced