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Yeast glyceraldehyde-3-phosphate dehydrogenase as a typical SH enzyme is inactivated by the antipodes of a-iodopropionic acid and its amide at different rates. The apoenzyme reacts faster with the D(+) antipode of the free a-iodopropionic acid (k D /k L = 6.8) and the L(-) antipode of the amide (k L /k D = 3). On addition of NAD + the stereoselectivity of the...