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Poly(vinyl alcohol) potentiating an inert d-amino acid-based drug for boron neutron capture therapy

Kakeru Konarita, Kaito Kanamori, Minoru Suzuki, Daiki Tokura, Shota Tanaka, Yuto Honda, Nobuhiro Nishiyama, Takahiro Nomoto

2024Journal of Controlled Release11 citationsDOIOpen Access PDF

Abstract

Since the discovery of d -amino acids, they have been considered inactive and have not been used as potent drugs. Here, we report that simple mixing with poly(vinyl alcohol) (PVA) unleashed latent potentials of d -amino acids in boron neutron capture therapy (BNCT). PVA formed boronate esters with seemingly useless boronated d -amino acids and induced tumor-associated amino acid transporter-superselective internalization and prolonged intracellular retention, accomplishing complete cure of tumors. The superselective internalization was achieved by switching the internalization pathway from ineffective pass through the transporter to the transporter-mediated endocytosis. The acidic environment in the endo−/lysosome dissociated the boronate esters and elicited the stealthiness of the drugs, preventing their externalization and prolonging intracellular retention time. In a subcutaneous tumor model, this system accomplished surprisingly high tumor-selective accumulation that could not be achieved by conventional approaches and induced drastic BNCT effects. PVA may be a unique material to unlock potentials of seemingly inert molecules. • Simple addition of poly(vinyl alcohol) revealed latent effects of seemingly inert molecules. • Our system interacts specifically with LAT1 and shows astonishingly high tumor accumulation. • We unlocked the potential of a d -amino acid-based drug for cancer therapy.

Topics & Concepts

InternalizationVinyl alcoholChemistryAmino acidIntracellularEndocytosisBoronTransporterAlcoholCombinatorial chemistryAmino acid transporterEndosomeBiochemistryOrganic chemistryPolymerCellGeneAmino Acid Enzymes and MetabolismBoron Compounds in ChemistryEpigenetics and DNA Methylation
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