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Randomized trial demonstrates effective synthesis of carboxyl-functionalized PEGs, suggesting a new method for polymer modification.
In this study, we present an effective chemo-enzymatic method for synthesizing di- and tetra-carboxyl–functionalized poly(ethylene glycol)s (PEGs) using Candida antarctica lipase B (CALB). PEG-diacid was synthesized through CALB-catalyzed Michael addition of 3-mercaptopropionic acid (3-MPA) to PEG-diacrylate. We found that the reactions proceeded in a stepwise manner, first producing monoacid. The synthesis of diacid required additional fresh CALB and 3-MPA. The structure of the products was confirmed by 800 MHz 1H NMR. PEG-tetraacid was synthesized in a single step via CALB-catalyzed Michael addition of acrylic acid to PEG-diamine. In both cases, the CALB-Catalyzed Michael addition reactions effectively produced carboxyl-functionalized PEGs.
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Pillai et al. (2026) studied this question.
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