AUTHOR=Lin Nai-Pin , Zheng Nan , Purushottam Landa , Zhang Yi Wolf , Chou Danny Hung-Chieh TITLE=Synthesis and Characterization of Phenylboronic Acid-Modified Insulin With Glucose-Dependent Solubility JOURNAL=Frontiers in Chemistry VOLUME=10 YEAR=2022 URL=https://www.frontiersin.org/journals/chemistry/articles/10.3389/fchem.2022.859133 DOI=10.3389/fchem.2022.859133 ISSN=2296-2646 ABSTRACT=

Glucose-responsive insulin represents a promising approach to regulate blood glucose levels. We previously showed that attaching two fluorophenylboronic acid (FPBA) residues to the C-terminal B chain of insulin glargine led to glucose-dependent solubility. Herein, we demonstrated that relocating FPBA from B chain to A chain increased the baseline solubility without affecting its potency. Furthermore, increasing the number of FPBA groups led to increased glucose-dependent solubility.