Abstract
Epimeric carbaphosphonate [1R-(1α,3α,4β,5α)]-1,3,4-trihydroxy-5-(phosphonomethyl)cyclohexane-1-carboxylic acid and carbaphosphonate [1S-(1α,3β,4α,5β)]-1,3,4-trihydroxy-5-(phosphonomethyl)cyclohexane-1-carboxylic acid are potent inhibitors of purified 3-dehydroquinate (DHQ) synthase. Can either of these carbocyclic diastereomers inhibit DHQ synthase in intact plants? Obtaining sufficient amounts of both diastereomers for in vivo inhibition studies required the development of efficient synthetic routes to both molecules
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