Tetra-arylborate lipophilic anions as targeting groups

Kishore K. Gaddale Devanna; Justyna M. Gawel; Tracy A. Prime; Filip Cvetko; Cristiane Benincá; Stuart T. Caldwell; Alexander Negoda; Andrew Harrison; Andrew M. James; Evgeny V. Pavlov; Michael P. Murphy; Richard C. Hartley

doi:10.1039/D0CC07924C

Tetra-arylborate lipophilic anions as targeting groups†

Kishore K. Gaddale Devanna,^a Justyna M. Gawel,^a Tracy A. Prime,^b Filip Cvetko,^b Cristiane Benincá,^b Stuart T. Caldwell,

^a Alexander Negoda,^c Andrew Harrison,

^b Andrew M. James,^b Evgeny V. Pavlov,^d Michael P. Murphy*^be and Richard C. Hartley

*^a

Author affiliations

* Corresponding authors

^a School of Chemistry, University of Glasgow, Glasgow, UK
E-mail: Richard.Hartley@glasgow.ac.uk

^b MRC Mitochondrial Biology Unit, Hills Road, University of Cambridge, UK
E-mail: mpm@mrc-mbu.cam.ac.uk

^c Department of Physiology and Biophysics, Dalhousie University, Halifax, Nova Scotia, Canada

^d New York University, College of Dentistry, Department of Molecular Pathobiology, 345 East 24th Street, New York, NY 10010, USA

^e Department of Medicine, University of Cambridge, Cambridge, UK

Abstract

Tetraphenylborate (TPB) anions traverse membranes but are excluded from mitochondria by the membrane potential (Δψ). TPB-conjugates also distributed across membranes in response to Δψ, but surprisingly, they rapidly entered cells. They accumulated within lysosomes following endocystosis. This pH-independent targeting of lysosomes makes possible new classes of probe and bioactive molecules.

Chemical Communications

Tetra-arylborate lipophilic anions as targeting groups†

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Tetra-arylborate lipophilic anions as targeting groups

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