5LDG

Isopiperitenone reductase from Mentha piperita in complex with Isopiperitenone and NADP

5LDG の概要

• エントリーDOI: 10.2210/pdb5ldg/pdb
• 分子名称: (-)-isopiperitenone reductase, NADP NICOTINAMIDE-ADENINE-DINUCLEOTIDE PHOSPHATE, (-)-Isopiperitenone, ... (4 entities in total)
• 機能のキーワード: short-chain dehydrogenases/reductases (sdr), rossmann fold, isopiperitenone, isopulegone, oxidoreductase
• 由来する生物種: Mentha piperita (Peppermint)
• 細胞内の位置: Cytoplasm : Q6WAU1
• タンパク質・核酸の鎖数: 1
• 化学式量合計: 35473.42

構造登録者

Karuppiah, V.,Toogood, H.S.,Leys, D.,Scrutton, N.S. (登録日: 2016-06-26, 公開日: 2016-08-31, 最終更新日: 2024-01-10)

主引用文献

Lygidakis, A.,Karuppiah, V.,Hoeven, R.,Ni Cheallaigh, A.,Leys, D.,Gardiner, J.M.,Toogood, H.S.,Scrutton, N.S.
Pinpointing a Mechanistic Switch Between Ketoreduction and "Ene" Reduction in Short-Chain Dehydrogenases/Reductases.
Angew.Chem.Int.Ed.Engl., 55:9596-9600, 2016

PubMed Abstract: Three enzymes of the Mentha essential oil biosynthetic pathway are highly homologous, namely the ketoreductases (-)-menthone:(-)-menthol reductase and (-)-menthone:(+)-neomenthol reductase, and the "ene" reductase isopiperitenone reductase. We identified a rare catalytic residue substitution in the last two, and performed comparative crystal structure analyses and residue-swapping mutagenesis to investigate whether this determines the reaction outcome. The result was a complete loss of native activity and a switch between ene reduction and ketoreduction. This suggests the importance of a catalytic glutamate vs. tyrosine residue in determining the outcome of the reduction of α,β-unsaturated alkenes, due to the substrate occupying different binding conformations, and possibly also to the relative acidities of the two residues. This simple switch in mechanism by a single amino acid substitution could potentially generate a large number of de novo ene reductases.

PubMed: 27411040
DOI: 10.1002/anie.201603785

実験手法

X-RAY DIFFRACTION (1.3 Å)