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Cover Picture: A Pyrene‐Linked Cavity within a β‐Barrel Protein Promotes an Asymmetric Diels–Alder Reaction (Angew. Chem. Int. Ed. 44/2017)
Author(s) -
Himiyama Tomoki,
Taniguchi Naomasa,
Kato Shunsuke,
Onoda Akira,
Hayashi Takashi
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201710001
Subject(s) - pyrene , moiety , cyclopentadiene , chemistry , diels–alder reaction , substrate (aquarium) , molecule , stereochemistry , stereoselectivity , photochemistry , organic chemistry , catalysis , oceanography , geology
A pyrene‐linked protein cavity attracts two substrate molecules like the scent of a flower attracts butterflies. In their Communication on page 13618 ff., A. Onoda, T. Hayashi, and co‐workers demonstrate that a polycyclic pyrene moiety linked within the rigid protein scaffold of the β‐barrel of nitrobindin acts as a platform to provide an aromatic interaction with a substrate. An asymmetric Diels–Alder reaction between azachalcone and cyclopentadiene proceeds smoothly with high stereoselectivity within the reaction scaffold.