| Summary: | 碩士 === 國立臺灣大學 === 化學研究所 === 88 === Abstract
Protein tyrosine phosphatases play important role in many cellular events, including cell growth, metabolism and even death.1 They are responsible for the removal of phosphate groups from tyrosine residues.2 It is suggested that this group of enzymes are involved in diseases such as diabetes, cancer and some immune system related diseases.4-7
In this theses, we design and synthesize a series of mechanism-based inhibitors7, 8, 9 for protein tyrosine phosphatases. These suicide inhibitors all carry the backbone structure of a tyrosine and will under elimination to generate reactive quinone methides once the phosphate group is hydrolyzed.9 Compound 9 represents the first group, it is a simple β-fluorotyrosine derivative. Compound 22 has a similar construction, but using a 5-membered carbamate as the leaving group instead. Compound 21 has a β-amino acid backbone,10 it is one carbon unit longer than that of compound 9.
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