Multi-state regulation of the dihydrogen phosphate binding affinity to a light- and heat-responsive bis-urea receptor.
A responsive bis-urea receptor can be switched between three isomers using light and heat as evidenced by (1)H NMR and UV-vis spectroscopy. Anion binding experiments ((1)H NMR titrations, ESI-MS) reveal a high selectivity for dihydrogen phosphate. Importantly, a large difference in binding affinity to the interchangeable isomers is observed, which is further rationalized by DFT calculations. As a consequence, the amount of bound substrate can be controlled via photo- and thermal isomerization in a three-step process.
Centre for Systems Chemistry, Stratingh Institute for Chemistry, University of Groningen , Nijenborgh 4, 9747 AG, Groningen, The Netherlands.
Sander J
SJ
Wezenberg
Matea
M
Vlatković
Jos C M
JC
Kistemaker
Ben L
BL
Feringa
D001665:Binding Sites; D006358:Hot Temperature; D006859:Hydrogen / Q000737:chemistry*; D008027:Light; D008968:Molecular Conformation; D010710:Phosphates / Q000737:chemistry*; D011789:Quantum Theory; D014508:Urea / Q000031:analogs & derivatives / Q000737:chemistry*
D010710:Phosphates; D006859:Hydrogen; D014508:Urea