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We have engineered cationic polyesters functionalized with guanidinium and phenylboronic acid (PBA) groups through the one\u2010pot thiol\u2010Michael addition post\u2010modification to create a dual\u2010targeting mechanism against the bacterial outer membrane (OM). This design combines the membrane\u2010disruptive action of guanidinium with the specific binding capability of PBA to lipopolysaccharides. The relationships between structure of the polymers and their antibacterial ability or cytocompatibility were explored. The optimized polymer, G95\u2010BA5, exhibited potent intrinsic bactericidal activity and good biocompatibility. It also demonstrated remarkable in vitro synergy with rifampicin against multidrug\u2010resistant pathogens, achieving fractional inhibitory concentration indices as low as 0.06 by significantly enhancing the outer membrane permeability. In a lethal murine peritonitis model, the combination of G95\u2010BA5 and rifampicin provided 100% survival, drastically reduced bacterial burden in vital organs, and controlled systemic inflammation. This work establishes an effective polymer platform for overcoming the OM permeability\u2010based resistance and revitalizing existing antibiotics.<\/jats:p>","DOI":"10.1002\/mabi.70217","type":"journal-article","created":{"date-parts":[[2026,7,13]],"date-time":"2026-07-13T08:34:36Z","timestamp":1783931676000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Dual\u2010Functional Antibiotic Adjuvants Based on Antibacterial Polyesters With Guanidinium and Boronic Acid Motifs"],"prefix":"10.1002","volume":"26","author":[{"given":"Yi\u2010Lin","family":"Qian","sequence":"first","affiliation":[{"name":"Beijing National Laboratory for Molecular Sciences Center For Soft Matter Science and Engineering Key Laboratory of Polymer Chemistry and Physics of Ministry of Education College of Chemistry &amp; Molecular Engineering Peking University  Beijing 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