Design and synthesis of a calcium-sensitive photocage.

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Angewandte Chemie (International ed. in English). 2016 May 24;. doi: 10.1002/anie.201602941

Design and synthesis of a calcium-sensitive photocage. Lavis LabSchreiter LabAnatomy and Histology

Heckman LM, Grimm JB, Schreiter ER, Kim C, Verdecia MA, Shields BC, Lavis LD

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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.

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Design and synthesis of a calcium-sensitive photocage.

Abstract

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