*Biochemistry*
Is acenitate hydratase (acnonitase) stereoselective and if so for which one of the 4 diastereomers are being produced (isocitrate)?
In addition is this due to that citrate, which is a symmetric molecule, react asymmetrically?

Question

frostbite · Answer

attachment

frostbite · Answer

@blues be my savior.

abb0t · Answer

isocitrate is a 2º alcohol, which is a better oxidant than citrate.

abb0t · Answer

aconitate is just the intermediate.

abb0t · Answer

and yes, it is very regioseletive.

frostbite · Answer

Yes I know aconitate is just the intermediate, but I choose to kinda exclude that from my considerations as I've got to the understanding that aconitate never leave the active site before it rehydrated. So to say I just consider the reaction: citrate <-> isocitrate.

Like furmarase I wondered what the specific stereoisomere was for isocitrate. There should be a few center @aaronq

abb0t · Answer

I think you'd need to determine that experimentally. Using a guess, it would be the more acidic portion of the compound.