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Ring-opening and ring-closing reactions of a shikimic acid-derived substrate leading to diverse small molecules.
|Publication Type||Journal Article|
|Authors||Miao, H., Tallarico JA, Hayakawa H., Münger K., Duffner JL, Koehler AN, Schreiber SL, and Lewis TA|
|Abstract||An epoxide derived from (-)-shikimic acid was attached to a solid support and used to synthesize over 5000 diverse small molecules. Key transformations include a Lewis acid-catalyzed epoxide opening with amines and an intramolecular Heck reaction with aryl iodides. Compounds derived from this pathway were printed onto small-molecule microarrays and screened for binding to proteins. Compounds that bound to Aurora A kinase were characterized using surface plasmon resonance.|
|Year of Publication||2007|
|Journal||Journal of combinatorial chemistry|
|Date Published (YYYY/MM/DD)||1969/12/31|