Esterase-catalyzed siderophore hydrolysis activates an enterobactin–ciprofloxacin conjugate and confers targeted antibacterial activity

W Neumann, M Sassone-Corsi… - Journal of the …, 2018 - ACS Publications
Enteric Gram-negative bacteria, including Escherichia coli, biosynthesize and deploy the
triscatecholate siderophore enterobactin (Ent) in the vertebrate host to acquire iron, an …

Siderophore-Mediated Cargo Delivery to the Cytoplasm of Escherichia coli and Pseudomonas aeruginosa: Syntheses of Monofunctionalized Enterobactin Scaffolds …

T Zheng, JL Bullock, EM Nolan - Journal of the American …, 2012 - ACS Publications
The design and syntheses of monofunctionalized enterobactin (Ent, l-and d-isomers)
scaffolds where one catecholate moiety of enterobactin houses an alkene, aldehyde, or …

Evaluation of a reducible disulfide linker for siderophore-mediated delivery of antibiotics

W Neumann, EM Nolan - JBIC Journal of Biological Inorganic Chemistry, 2018 - Springer
Bacterial iron uptake machinery can be hijacked for the targeted delivery of antibiotics into
pathogens by attaching antibiotics to siderophores, iron chelators that are employed by …

Enterobactin-Mediated Delivery of β-Lactam Antibiotics Enhances Antibacterial Activity against Pathogenic Escherichia coli

T Zheng, EM Nolan - Journal of the American Chemical Society, 2014 - ACS Publications
The design, synthesis, and characterization of enterobactin–antibiotic conjugates, hereafter
Ent-Amp/Amx, where the β-lactam antibiotics ampicillin (Amp) and amoxicillin (Amx) are …

Enterobactin: an archetype for microbial iron transport

KN Raymond, EA Dertz, SS Kim - Proceedings of the …, 2003 - National Acad Sciences
Bacteria have aggressive acquisition processes for iron, an essential nutrient. Siderophores
are small iron chelators that facilitate cellular iron transport. The siderophore enterobactin is …

Heavy-Metal Trojan Horse: Enterobactin-Directed Delivery of Platinum(IV) Prodrugs to Escherichia coli

C Guo, EM Nolan - Journal of the American Chemical Society, 2022 - ACS Publications
The global crisis of untreatable microbial infections necessitates the design of new
antibiotics. Drug repurposing is a promising strategy for expanding the antibiotic repertoire …

How pathogenic bacteria evade mammalian sabotage in the battle for iron

MA Fischbach, H Lin, DR Liu, CT Walsh - Nature chemical biology, 2006 - nature.com
Many bacteria, including numerous human pathogens, synthesize small molecules known
as siderophores to scavenge iron. Enterobactin, a siderophore produced by enteric bacteria …

Biosynthetic considerations of triscatechol siderophores framed on serine and threonine macrolactone scaffolds

ZL Reitz, M Sandy, A Butler - Metallomics, 2017 - academic.oup.com
Bacteria often produce siderophores to facilitate iron uptake. One of the most studied
siderophores is enterobactin, the macrolactone trimer of 2, 3-dihydroxybenzoyl-l-serine …

Design and syntheses of new antibiotics inspired by nature's quest for iron in an oxidative climate

MJ Miller, R Liu - Accounts of chemical research, 2021 - ACS Publications
Conspectus This Account describes fundamental chemistry that promoted the discovery of
new antibiotics. Specifically, the NH acidity of simple hydroxamic acid derivatives facilitated …

[HTML][HTML] Siderophores: chemical tools for precise antibiotic delivery

D Rodríguez, C González-Bello - Bioorganic & Medicinal Chemistry Letters, 2023 - Elsevier
The success of precision medicine coupled with the disappointing impact of broad-spectrum
antibiotic use on microbiome stability and bacterial resistance, has triggered a shift in …