Jm. Harris et al., COMPARISON OF THE SUBSTRATE-SPECIFICITY OF TYPE-I AND TYPE-II DEHYDROQUINASES WITH 5-DEOXY-DEHYDROQUINIC AND 4,5-DIDEOXY-DEHYDROQUINIC ACID, Journal of the Chemical Society. Perkin transactions. I, (19), 1996, pp. 2371-2377
Syntheses of 5-deoxydehydroquinic acid and 4,5-dideoxydehydroquinic ac
id from quinic acid are described. These substrate analogues were test
ed against the mechanistically-distinct type I and type II dehydroquin
ases. The C-4 hydroxy group of the substrate is shown to be important
for imine formation on the type I enzyme but appears not to contribute
significantly to specificity on the type II dehydroquinase.