Enterobactin

Enterobactin is a siderophore produced by Gram-negative bacteria and has an extremely high affinity for iron. During the process of Salmonella typhimurium infecting macrophages, Enterobactin can not only help bacteria uptake iron but also reduce the antibacterial activity of macrophages. In addition, Enterobactin is also involved in the oxidative stress response of Escherichia coli. Enterobactin can be hydrolyzed by Fes in the cell and exert antioxidant effects by scavenging free radicals[1][2].

Product Specifications

CAS Number

[28384-96-5]

UNSPSC

12352005

Hazard Statement

H315, H319

Target

Bacterial; Reactive Oxygen Species (ROS)

Type

Reference compound

Related Pathways

Anti-infection; Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB

Applications

COVID-19-immunoregulation

Field of Research

Infection; Inflammation/Immunology

Assay Protocol

https://www.medchemexpress.com/enterobactin.html

Concentration

10mM

Purity

99.64

Solubility

DMSO : 100 mg/mL (ultrasonic; warming; heat to 60°C)

Smiles

O=C1OC[C@H](NC(C2=CC=CC(O)=C2O)=O)C(OC[C@H](NC(C3=CC=CC(O)=C3O)=O)C(OC[C@@H]1NC(C4=CC=CC(O)=C4O)=O)=O)=O

Molecular Formula

C30H27N3O15

Molecular Weight

669.55

Precautions

H315, H319

References & Citations

[1]Saha P, et al. The bacterial siderophore enterobactin confers survival advantage to Salmonella in macrophages. Gut Microbes. 2019;10 (3) :412-423.|[2]Peralta DR, et al. Enterobactin as Part of the Oxidative Stress Response Repertoire. PLoS One. 2016 Jun 16;11 (6) :e0157799.