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Phototriggered Secretion of Membrane Compartmentalized Bioactive Agents.


ABSTRACT: A strategy for the light-activated release of bioactive compounds (BODIPY, colchicine, paclitaxel, and methotrexate) from membrane-enclosed depots is described. We have found that membrane-permeable bioagents can be rendered membrane impermeable by covalent attachment to cobalamin (Cbl) through a photocleavable linker. These Cbl-bioagent conjugates are imprisoned within lipid-enclosed compartments in the dark, as exemplified by their retention in the interior of erythrocytes. Subsequent illumination drives the secretion of the bioactive species from red blood cells. Photorelease is triggered by wavelengths in the red, far-red, and near-IR regions, which can be pre-assigned by affixing a fluorophore with the desired excitation wavelength to the Cbl-bioagent conjugate. Pre-assigned wavelengths allow different biologically active compounds to be specifically and unambiguously photoreleased from common carriers.

SUBMITTER: Hughes RM 

PROVIDER: S-EPMC5177521 | biostudies-literature | 2016 Dec

REPOSITORIES: biostudies-literature

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Phototriggered Secretion of Membrane Compartmentalized Bioactive Agents.

Hughes Robert M RM   Marvin Christina M CM   Rodgers Zachary L ZL   Ding Song S   Oien Nathan P NP   Smith Weston J WJ   Lawrence David S DS  

Angewandte Chemie (International ed. in English) 20161122 52


A strategy for the light-activated release of bioactive compounds (BODIPY, colchicine, paclitaxel, and methotrexate) from membrane-enclosed depots is described. We have found that membrane-permeable bioagents can be rendered membrane impermeable by covalent attachment to cobalamin (Cbl) through a photocleavable linker. These Cbl-bioagent conjugates are imprisoned within lipid-enclosed compartments in the dark, as exemplified by their retention in the interior of erythrocytes. Subsequent illumina  ...[more]

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