Potential mechanism-based tyrosine kinase inhibitors. Part 2. Design and synthesis of peptides containing heterocyclic tyrosine analogues

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Abstract
The Fmoc derivatives of two homochiral tyrosine analogues, a pyridine N-oxide and a pyridone, have been prepared in high stereochemical purity. Solid-phase synthesis has been used to prepare a decapeptide substrate for the tyrosine kinase domain of epidermal growth factor. Two decapeptides, which incorporate the tyrosine analogues in place of tyrosine, and thereby have the potential to act as mechanism-based inhibitors of epidermal growth factor tyrosine kinase, have been synthesised and found to inhibit the aforementioned kinase.

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