In step 8 of fatty-acid biosynthesis (Figure 29.5), reduction of trans-crotonyl ACP

Chapter 29, Problem 29.47

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In step 8 of fatty-acid biosynthesis (Figure 29.5), reduction of trans-crotonyl ACP gives butyryl ACP. A hydride from NADPH adds to C3 of the crotonyl group from the Re face, and protonation on C2 occurs on the Si face. Is the reduction a syn addition or an anti addition? CC OC H H H3C SACP Crotonyl ACP Butyryl ACP CH3CH2CH2CSAC

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