[reaction: see text] A concise, stereocontrolled synthesis of sphingofungin F was achieved. Key features involve diastereoselective oxazoline formation catalyzed by palladium(0), MgBr(2)-promoted gamma-alkoxy allylic stannane addition, and palladium(0)-catalyzed coupling of a vinyl iodide with an organozinc reagent.
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Article Synopsis
- Serine palmitoyltransferase is crucial for sphingolipid biosynthesis and has been linked to diseases like cancer and Alzheimer’s, making it a valuable target for therapies.
- Sphingofungins, natural inhibitors derived from fungi, were tested using a new colorimetric assay that measures serine palmitoyltransferase activity in a 96-well format.
- The study found that modifications to the sphingofungins affect their inhibitory activity, with notable differences in how they interact with enzymes from both bacterial and fungal sources.
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