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Irreversible inhibition of type I dehydroquinase by substrates for type II dehydroquinase
C G Bello1, J M Harris, M K Manthey
1Cambridge Centre for Molecular Recognition, University Chemical Laboratory, UK.
Abstract:
Mechanistic differences between type I and type II dehydroquinases have been exploited in the design of type specific inhibitors. (2R)-2-Bromo-3-dehydroquinic acid (3), (2R)-2-fluoro-3-dehydroquinic acid (5) and 2-bromo-3-dehydroshikimic acid (4), all excellent substrates for type II dehydroquinase, are shown to be irreversible inhibitors of type I dehydroquinase.
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