ORGANIC CHEM(PKG) TEXT+MASTERING+SOL M
ORGANIC CHEM(PKG) TEXT+MASTERING+SOL M
7th Edition
ISBN: 9781269723657
Author: Bruice
Publisher: PEARSON C
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Chapter 24, Problem 33P

Dehydratase is a PLP-requiring enzyme that catalyzes an α,β-elimination reaction. Propose a mechanism for this reaction.

Chapter 24, Problem 33P, Dehydratase is a PLP-requiring enzyme that catalyzes an ,-elimination reaction. Propose a mechanism

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The phosphoryl group on phosphoglucomutase is slowly lost by hydrolysis. Propose a mechanism that utilizes a known catalytic intermediate for restoring this essential phosphoryl group. How might this phosphoryl donor be formed?
Imidazoleglycerol‑phosphate dehydratase is an enzyme in the histine biosynthesis pathway. It catalyzes the E1 dehydration of D‑erthyro‑imidazole‑glycerol phosphate to imidazole acetol‑phosphate. This is a rare example of a biological E1 reaction, as most biological elimination reactions occur through E1cB instead. In this reaction, D‑erthyro‑imidazole‑glycerol phosphate is first protonated to form a good leaving group. Then, the leaving group is ejected to form the resonance‑stabilized carbocation shown. Draw curved arrows forming the most stable resonance structure to explain why this reaction goes through an E1 mechanism. Draw curved arrows to form the most stable resonance structure.
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ORGANIC CHEM(PKG) TEXT+MASTERING+SOL M

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