Computational Investigation of the Mechanism of Diels-Alderase PyrI4.

Yike ZouSong YangJacob N SandersWei LiPeiyuan YuHongbo WangZhijun TangWen Liu Kendall N Houk

Published in: Journal of the American Chemical Society (2020)

We studied the mechanisms of activation and stereoselectivity of a monofunctional Diels-Alderase (PyrI4)-catalyzed intramolecular Diels-Alder reaction that leads to formation of the key spiro-tetramate moiety in the biosynthesis of the pyrroindomycin family of natural products. Key activation effects of PyrI4 include acid catalysis and an induced-fit mechanism that cooperate with the unique "lid" feature of PyrI4 to stabilize the Diels-Alder transition state. PyrI4 enhances the intrinsic Diels-Alder stereoselectivity of the substrate and leads to stereospecific formation of the product.

Keyphrases

machine learning
high glucose
deep learning
diabetic rats
oxidative stress
endothelial cells
solid state
energy transfer
visible light