9KBC

3-hydroxyisobutyrate dehydrogenase

9KBC の概要

• エントリーDOI: 10.2210/pdb9kbc/pdb
• 分子名称: 3-hydroxyisobutyrate dehydrogenase (2 entities in total)
• 機能のキーワード: oxidoreductase activity, oxidoreductase
• 由来する生物種: Micromonospora echinaurantiaca
• タンパク質・核酸の鎖数: 1
• 化学式量合計: 28705.74

構造登録者

Fang, P.,Liu, Z. (登録日: 2024-10-30, 公開日: 2025-07-30, 最終更新日: 2025-12-03)

主引用文献

Li, K.,Liu, Z.,Wang, B.,Huang, L.,Yu, L.,Zhou, Z.,Lin, L.,Fang, P.,Fu, H.
Imine Reductase-Catalyzed Remote Stereocontrol for Enantiodivergent Synthesis of Cyclohexylidene-Based Axially Chiral Amines.
Angew.Chem.Int.Ed.Engl., 64:e202500572-e202500572, 2025

PubMed Abstract: Cyclohexylidene-based amines exhibit unique axial chirality arising from the restricted double bond and have shown great potential in medicinal chemistry. However, their asymmetric synthesis remains challenging due to the long distance between the chirally relevant groups. Herein, we report a highly efficient and asymmetric synthesis of cyclohexylidene-based axially chiral amines from 4-substituted cyclohexanones and primary amines catalyzed by imine reductases (IREDs). Enantiodivergent IREDs were identified to provide convenient access to both enantiomers of chiral products with high yields and enantioselectivity (up to 99% yield, 99:1 or 1:99 enantiomeric ratio). A gram-scale synthesis of cyclohexylidene-based amines was also achieved. Moreover, protein X-ray crystallography and molecular modeling studies were conducted to provide structural insight into the remote stereocontrol of IREDs in generating cyclohexylidene-based axial chirality.

PubMed: 40393926
DOI: 10.1002/anie.202500572

実験手法

X-RAY DIFFRACTION (2 Å)