Water-Soluble BODIPY Photocages with Tunable Cellular Localization
Dnyaneshwar Kand, Pei Liu, Marisol X. Navarro, Logan J. Fischer, Liat Rousso-Noori, Dinorah Friedmann‐Morvinski, Arthur H. Winter, Evan W. Miller, Roy Weinstain
Abstract
-methyl BODIPY photocages is incompatible with their photoreaction due to an increase in the excited state barrier for photorelease. We present a simple, remote sulfonation solution to BODIPY photocages that imparts water solubility and provides control over cellular permeability while retaining their favorable spectroscopic and photoreaction properties. Peripherally disulfonated BODIPY photocages are cell impermeable, making them useful for modulation of cell-surface receptors, while monosulfonated BODIPY retains the ability to cross the cellular membrane and can modulate intracellular targets. This new approach is generalizable for controlling BODIPY localization and was validated by sensitization of mammalian cells and neurons by visible-light photoactivation of signaling molecules.