Using substrate tritiated stereospecifically at C-6 it was shown that the dehydroshikimate dehydratase reaction involves the syn-elimination of the elements of water, whereas the acid-catalysed chemical conversion of 3-dehydroshikimate into protocatechuate proceeds non-stereospecifically and involves a hydrogen isotope effect.
K. H. Scharf, M. H. Zenk, D. K. Onderka, M. Carroll and H. G. Floss, J. Chem. Soc. D, 1971, 765 DOI: 10.1039/C29710000765
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