Enterobactin from Escherichia coli

Names

[ Name ]:
Enterobactin from Escherichia coli

[Synonym ]:
N-[(3S,7S,11S)-7,11-bis[(2,3-dihydroxybenzoyl)amino]-2,6,10-trioxo-1,5,9-trioxacyclododec-3-yl]-2,3-dihydroxybenzamide
Enterobactin

Biological Activity

[Description]:

Enterobactin is a bacterial siderophore that promotes iron absorption and can be used to study inflammation. Enterobactin also disrupts macrophage (MΦs) iron homeostasis and M1/M2 polarization to protect intracellular bacteria from host antimicrobial effects[1].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Inflammation/Immunology

[References]

[1]. Saha P, et al. The bacterial siderophore enterobactin confers survival advantage to Salmonella in macrophages. Gut Microbes. 2019;10(3):412-423.

Chemical & Physical Properties

[ Density]:
1.72g/cm3

[ Boiling Point ]:
1109.1ºC at 760 mmHg

[ Melting Point ]:
202-203°C (lit.)

[ Molecular Formula ]:
C₃₀H₂₇N₃O₁₅

[ Molecular Weight ]:
669.54600

[ Flash Point ]:
624.6ºC

[ Exact Mass ]:
669.14400

[ PSA ]:
298.05000

[ LogP ]:
0.98340

[ Vapour Pressure ]:
0mmHg at 25°C

[ Index of Refraction ]:
1.732

[ Storage condition ]:
20°C

Safety Information

[ RIDADR ]:
NONH for all modes of transport

Articles

The C-glycosyltransferase IroB from pathogenic Escherichia coli: identification of residues required for efficient catalysis.

Biochim. Biophys. Acta 1844(9) , 1619-30, (2014)

Escherichia coli C-glycosyltransferase IroB catalyzes the formation of a CC bond between enterobactin and the glucose moiety of UDP-glucose, resulting in the production of mono-, di- and tri-glucosyla...

Human Urinary Composition Controls Antibacterial Activity of Siderocalin.

J. Biol. Chem. 290 , 15949-60, (2015)

During Escherichia coli urinary tract infections, cells in the human urinary tract release the antimicrobial protein siderocalin (SCN; also known as lipocalin 2, neutrophil gelatinase-associated lipoc...

AhpC is required for optimal production of enterobactin by Escherichia coli.

J. Bacteriol. 194(24) , 6748-57, (2012)

Escherichia coli alkyl hydroperoxide reductase subunit C (AhpC) is a peroxiredoxin that detoxifies peroxides. Here we show an additional role for AhpC in cellular iron metabolism of E. coli. Deletion ...

Related Compounds

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.