L-Chlorosuccinate and L-methylsuccinate are substrates for succinic dehydrogenase, chlorofumarate and mesaconate being produced, respectively, by enzyme catalyzed dehydrogenation. The respective enantiomorphs, D-chlorosuccinate and L-methylsuccinate, are inhibitors of the enzyme and the stereospecificity of succinic dehydrogenase is thereby established. The enzyme exhibits a trans stereoselectivity, dehydrogenating erythro-3-deuterio-L-chlorosuccinate to 3-deuterio-chlorofumarate. From the above facts the stereochemistry of the behavior of succinic acid in the enzyme substrate complex is deduced. K M values and K I values for the new substrates under specified conditions are presented and E 0′ values at pH 7.3, 34° for the chlorosuccinate/chlorofumarate and methylsuccinate/mesaconate half-cells are 0.0462 volt and -0.0018 volt, respectively.
|Original language||English (US)|
|Number of pages||6|
|Journal||Journal of the American Chemical Society|
|State||Published - 1952|
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