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Isopentenyl pyrophosphate isomerase : ウィキペディア英語版 | Isopentenyl pyrophosphate isomerase
Isopentenyl pyrophosphate isomerase (IPP isomerase) (incorrectly, Isopentenyl-diphosphate delta isomerase) is an isomerase that catalyzes the conversion of the relatively un-reactive isopentenyl pyrophosphate (IPP) to the more-reactive electrophile dimethylallyl pyrophosphate (DMAPP). This isomerization is a key step in the biosynthesis of isoprenoids through the mevalonate pathway. == Enzyme Mechanism == IPP isomerase catalyzes the isomerization of IPP to DMAPP by an antarafacial transposition of hydrogen.〔Cornforth, R. H. and G. Popják (1969). Chemical syntheses of substrates of sterol biosynthesis. Methods in Enzymology. B. C. Raymond, Academic Press. Volume 15: 359-390.〕 The empirical evidence suggests that this reaction proceeds by a protonation/deprotonation mechanism, with the addition of a proton to the ''re''-face of the inactivated C3-C4 double bond resulting in a transient carbocation intermediate.〔Street, I. P., D. J. Christensen, et al. (1990). "Hydrogen exchange during the enzyme-catalyzed isomerization of isopentenyl diphosphate and dimethylallyl diphosphate." Journal of the American Chemical Society 112(23): 8577-8578.〕 The removal of the pro-R proton from C2 forms the C2-C3 double bond of DMAPP.
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