Design and Synthesis of a Calcium‐Sensitive Photocage. (24th May 2016)

• Record Type: Journal Article
• Authors: Heckman, Laurel M.; Grimm, Jonathan B.; Schreiter, Eric R.; Kim, Charles; Verdecia, Mark A.; Shields, Brenda C.; Lavis, Luke D.
• Is Part Of: Angewandte Chemie. Volume 128:Number 29(2016)
• Page Start: 8503
• Page End: 8506
• Publication Date: 2016-05-24
• Subjects: Biologische Bildgebung -- Calcium -- Fluoreszenz -- Ionensensoren -- Photoaktivierung; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201602941
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: Photolabile protecting groups (or "photocages") enable precise spatiotemporal control of chemical functionality and facilitate advanced biological experiments. Extant photocages exhibit a simple input–output relationship, however, where application of light elicits a photochemical reaction irrespective of the environment. Herein, we refine and extend the concept of photolabile groups, synthesizing the first Ca 2+ ‐sensitive photocage. This system functions as a chemical coincidence detector, releasing small molecules only in the presence of both light and elevated [Ca 2+ ]. Caging a fluorophore with this ion‐sensitive moiety yields an "ion integrator" that permanently marks cells undergoing high Ca 2+ flux during an illumination‐defined time period. Our general design concept demonstrates a new class of light‐sensitive material for cellular imaging, sensing, and targeted molecular delivery.