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Ncm, a Photolabile Group for Preparation of Caged Molecules: Synthesis and Biological Application.

ABSTRACT: Ncm, 6-nitrocoumarin-7-ylmethyl, is a photolabile protective group useful for making "caged" molecules. Ncm marries the reliable photochemistry of 2-nitrobenzyl systems with the excellent stability and spectroscopic properties of the coumarin chromophore. From simple, commercially available starting materials, preparation of Ncm and its caged derivatives is both quick and easy. Photorelease of Ncm-caged molecules occurs on the microsecond time scale, with quantum efficiencies of 0.05-0.08. We report the synthesis and physical properties of Ncm and its caged derivatives. The utility of Ncm-caged glutamate for neuronal photostimulation is demonstrated in cultured hippocampal neurons and in brain slice preparations.

SUBMITTER: Muralidharan S

PROVIDER: S-EPMC5047466 | biostudies-literature | 2016

REPOSITORIES: biostudies-literature

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Ncm, a Photolabile Group for Preparation of Caged Molecules: Synthesis and Biological Application.

Muralidharan Sukumaran S Dirda Nathaniel D A ND Katz Elizabeth J EJ Tang Cha-Min CM Bandyopadhyay Sharba S Kanold Patrick O PO Kao Joseph P Y JP

PloS one 20161003 10

Ncm, 6-nitrocoumarin-7-ylmethyl, is a photolabile protective group useful for making "caged" molecules. Ncm marries the reliable photochemistry of 2-nitrobenzyl systems with the excellent stability and spectroscopic properties of the coumarin chromophore. From simple, commercially available starting materials, preparation of Ncm and its caged derivatives is both quick and easy. Photorelease of Ncm-caged molecules occurs on the microsecond time scale, with quantum efficiencies of 0.05-0.08. We re ...[more]

PMID: 27695074

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