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. 2017 Aug 25;117(17):11570–11648. doi: 10.1021/acs.chemrev.7b00287

Figure 28.

Figure 28

If the proton elimination step of isoprene synthase were regiospecific then (E)-[4,4,4-2H3]DMAPP would exclusively yield [4,4,4-2H3]isoprene and (Z)-[4,4,4-2H3]DMAPP would exclusively yield [1,1-2H2]isoprene. However, each isotopically labeled substrate yields an equal mixture of both isotopically labeled products, indicating that proton elimination is nonregiospecific. Reproduced from ref (154). Copyright 2012 American Chemical Society.