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

R Zscherp, J Coetzee, J Vornweg, J Grunenberg… - Chemical …, 2021 - pubs.rsc.org
The design, synthesis and biological evaluation of the artificial enterobactin analogue EntKL
and several fluorophore-conjugates thereof are described. EntKL provides an attachment …

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 …

Exploring the Antibacterial Activity and Cellular Fates of Enterobactin–Drug Conjugates That Target Gram-Negative Bacterial Pathogens

C Guo, EM Nolan - Accounts of Chemical Research, 2024 - ACS Publications
Conspectus Siderophores are secondary metabolites utilized by bacteria to acquire iron
(Fe), an essential transition metal nutrient. Fe levels in the host environment are tightly …

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 …

Conjugation to Native and Nonnative Triscatecholate Siderophores Enhances Delivery and Antibacterial Activity of a β-Lactam to Gram-Negative Bacterial Pathogens

RN Motz, C Guo, A Sargun, GT Walker… - Journal of the …, 2024 - ACS Publications
Developing new antibiotics and delivery strategies is of critical importance for treating
infections caused by Gram-negative bacterial pathogens. Hijacking bacterial iron uptake …

Advances in the synthesis of enterobactin, artificial analogues, and enterobactin-derived antimicrobial drug conjugates and imaging tools for infection diagnosis

P Klahn, R Zscherp, CC Jimidar - Synthesis, 2022 - thieme-connect.com
Iron is an essential growth factor for bacteria, but although highly abundant in nature, its
bioavailability during infection in the human host or the environment is limited. Therefore …

Enterobactin on a bead: parallel, solid phase siderophore synthesis reveals structure–activity relationships for iron uptake in bacteria

MB Nodwell, R Britton - ACS Infectious Diseases, 2020 - ACS Publications
A solid-phase platform for the precise and sequential synthesis of enterobactin analogues is
described. This chemistry unites the power of solid-phase peptide synthesis with the unique …

Facile and versatile chemoenzymatic synthesis of enterobactin analogues and applications in bacterial detection

AA Lee, YCS Chen, E Ekalestari, SY Ho… - Angewandte Chemie …, 2016 - Wiley Online Library
Siderophores, such as enterobactin (Ent), are small molecules that can be selectively
imported into bacteria along with iron by cognate transporters. Siderophore conjugates are …

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 …

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 …