Near-Quantitative Formation of Imines in Water with Allosteric Control
Abstract
We demonstrate the near-quantitative formation of an imine bond in water under physiologically relevant conditions using a stoichiometric ratio of aldehyde and amine. To overcome the low hydrolytic stability of imines in water, a complementary metal coordination bond between the amine and aldehyde monomers is introduced to enhance the thermodynamic stability of the imine. Imine bond formation is substrate-selective, tolerates the presence of a variety of functional groups, and produces imines that are stable in a broad pH range. We also show that the presence of a second metal-ion complex in the building blocks provides a regulatory handle to 'switch on' imine-bond formation using ATP as an external allosteric effector.
Fields of Study & Subjects
ATP Synthase and ATPases Research
Supramolecular Chemistry and Complexes
Molecular Sensors and Ion Detection
Publication details
- Journal / source
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Volume
- 148
- Issue
- 4
- Pages
- 4615–4621
- Publication date
- 20 January 2026
- Language
- EN