articleJournal of the American Chemical SocietyFeb 27, 2026Closed access

Enzyme-Catalyzed Intramolecular C–C Coupling Transformation of Nitriles

CZChaonan ZhuDWDongqi WuYLYinhong LaiHLHui LiRPRui Pan

East China University of Science and Technology · State Key Laboratory of Bioreactor Engineering · +2 more institutions

PubMed
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Abstract

Nitrile C-C coupling transformation, currently absent from existing biocatalytic toolbox, is a pivotal objective in enzyme catalysis. Herein, we engineered a ThDP-dependent enzyme to achieve nitrile C-C coupling with in situ-generated acyl anion equivalent, providing a valuable synthetic complement to current enzymatic transformations. This reaction also constitutes the first ThDP-dependent enzymatic addition of aldehyde group to an inert triple bond. Under mildly acidic aqueous conditions, this biocatalytic reaction achieves effective hydrolysis of readily isomerizable imine intermediates. Such a hydrolysis process poses formidable challenges to organic solvent-reliant chemical reactions and has been scarcely…

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5
total citations
FWCI
38.63
Percentile
100%
References
72
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Authors

11

Topics & keywords

Topics
Keywords
  • Nitrile
  • Imine
  • Aldehyde
  • Kinetic resolution
  • Intramolecular force
  • Functional group
  • Hydrolysis
  • Chemical synthesis
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