2. Anti-infection NF-κB Metabolic Enzyme/Protease Immunology/Inflammation
  3. Bacterial Reactive Oxygen Species
  4. 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.

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Enterobactin Chemical Structure

Enterobactin Chemical Structure

CAS No. : 28384-96-5

Size Price Stock Quantity
Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO
ready for reconstitution
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Customer Review

Based on 1 publication(s) in Google Scholar

Other Forms of Enterobactin:

Enterobactin Related Antibodies

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  • Purity & Documentation

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Description

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].

In Vitro

Enterobactin (25 μM; 1-24 h) inhibits the intracellular antibacterial response of macrophages to Salmonella typhimurium infection and disrupts macrophage iron homeostasis and M1/M2 polarization[1].
Enterobactin (1-50 μM) can be hydrolyzed by Fes in the cytoplasm of Escherichia coli, releasing free hydroxyl groups and exerting antioxidant effects by scavenging free radicals[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Enterobactin Related Antibodies
Molecular Weight

669.55

Formula

C30H27N3O15
CAS No.
Appearance

Solid

Color

White to off-white

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
Structure Classification
Initial Source

Salmonella typhimurium
Shipping

Room temperature in continental US; may vary elsewhere.
Storage
Powder -20°C 3 years
In solvent -80°C 6 months
-20°C 1 month
Solvent & Solubility
In Vitro: 

DMSO : 100 mg/mL (149.35 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 1.4935 mL 7.4677 mL 14.9354 mL
5 mM 0.2987 mL 1.4935 mL 2.9871 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

  • Molarity Calculator

  • Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

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Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Concentration (start)

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In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

  • Protocol 1

    Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% Saline

    Solubility: ≥ 2.5 mg/mL (3.73 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

    Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
  • Protocol 2

    Add each solvent one by one:  10% DMSO    90% (20% SBE-β-CD in Saline)

    Solubility: ≥ 2.5 mg/mL (3.73 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

    Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

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Animal weight
(per animal)

g

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
%
DMSO +
% 
+
%
Tween-80 +
%
Saline
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Calculation results:
Working solution concentration: mg/mL
Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).
The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
 If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation

Purity: 99.64%

SDS (392 KB)

COA (255 KB) HNMR (251 KB) LCMS (517 KB)

Handling Instructions (2659 KB)
References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 1.4935 mL 7.4677 mL 14.9354 mL 37.3385 mL
5 mM 0.2987 mL 1.4935 mL 2.9871 mL 7.4677 mL
10 mM 0.1494 mL 0.7468 mL 1.4935 mL 3.7339 mL
15 mM 0.0996 mL 0.4978 mL 0.9957 mL 2.4892 mL
20 mM 0.0747 mL 0.3734 mL 0.7468 mL 1.8669 mL
25 mM 0.0597 mL 0.2987 mL 0.5974 mL 1.4935 mL
30 mM 0.0498 mL 0.2489 mL 0.4978 mL 1.2446 mL
40 mM 0.0373 mL 0.1867 mL 0.3734 mL 0.9335 mL
50 mM 0.0299 mL 0.1494 mL 0.2987 mL 0.7468 mL
60 mM 0.0249 mL 0.1245 mL 0.2489 mL 0.6223 mL
80 mM 0.0187 mL 0.0933 mL 0.1867 mL 0.4667 mL
100 mM 0.0149 mL 0.0747 mL 0.1494 mL 0.3734 mL
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Enterobactin Related Classifications

Help & FAQs
  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

Enterobactin28384-96-5BacterialReactive Oxygen SpeciesSalmonella typhimuriummacrophagesEscherichia coliInhibitorinhibitorinhibit

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