Biomimetic enterobactin analogue mediates iron-uptake and cargo transport into E. coli and P. aeruginosa.

ABSTRACT: The design, synthesis and biological evaluation of the artificial enterobactin analogue EntKL and several fluorophore-conjugates thereof are described. EntKL provides an attachment point for cargos such as fluorophores or antimicrobial payloads. Corresponding conjugates are recognized by outer membrane siderophore receptors of Gram-negative pathogens and retain the natural hydrolyzability of the tris-lactone backbone. Initial density-functional theory (DFT) calculations of the free energies of solvation (ΔG(sol)) and relaxed Fe-O force constants of the corresponding [Fe-EntKL]3- complexes indicated a similar iron binding constant compared to natural enterobactin (Ent). The synthesis of EntKL was achieved via an iterative assembly based on a

SUBMITTER: Zscherp R 

PROVIDER: S-EPMC8336463 | biostudies-literature | 2021 Aug

REPOSITORIES: biostudies-literature