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CAS: 134098-64-9
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Ronald T. Raines

University of Wisconsin–Madison
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Co-reporter: Kristen A. Andersen, Thomas P. Smith, Jo E. Lomax, and Ronald T. Raines
pp: 319
Publication Date(Web):December 2, 2015
DOI: 10.1021/acschembio.5b00966
The use of exogenous proteins as intracellular probes and therapeutic agents is in its infancy. A major hurdle has been the delivery of native proteins to an intracellular site of action. Herein, we report on a compact delivery vehicle that employs the intrinsic affinity of boronic acids for the carbohydrates that coat the surface of mammalian cells. In the vehicle, benzoxaborole is linked to protein amino groups via a “trimethyl lock.” Immolation of this linker is triggered by cellular esterases, releasing native protein. Efficacy is demonstrated by enhanced delivery of green fluorescent protein and a cytotoxic ribonuclease into mammalian cells. This versatile strategy provides new opportunities in chemical biology and pharmacology.

Binghe Wang

Georgia State University
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Bengang Xing

Nanyang Technological University
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Jamie Simpson

Monash University
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Ronald Raines

University of Wisconsin
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