Enterobactin
SIGMA/E3910 - from Escherichia coli, ≥98% (HPLC)
Synonym: Enterochelin
CAS Number: 28384-96-5
Empirical Formula (Hill Notation): C30H27N3O15
Molecular Weight: 669.55
MDL Number: MFCD16876395
Linear Formula: C30H27N3O15
Product Type: Chemical
This image is provided for informative purposes only and does not represent an actual product label. It should not be used as a substitute for official product labeling.
| assay | ≥98% (HPLC) |
| biological source | Escherichia coli |
| InChI | 1S/C30H27N3O15/c34-19-7-1 |
| InChI key | SERBHKJMVBATSJ-BZSNNMDCSA |
| Quality Level | 200  |
| shipped in | wet ice |
| SMILES string | N([C@H]2COC(=O)[C@H](COC( |
| storage temp. | −20°C |
| Application: | Enterobactin has been used: • as a positive control in tryptophan fluorescence quenching experiments • as a reference standard in high performance liquid chromatography to quantify Kosakonia radicincitans culture medium siderophores • in the crystallization reservoir to remove iron contamination in the medium and in Fe-enterbactin binding studies |
| Application: | This preparation of enterobactin is not bound to iron and will bind to Fe3+ and Fe2+ in solution. |
| Biochem/physiol Actions: | Enterobactin is a catechol (a benzenediol, C6H4(OH)2) type iron siderophore produced in small quantities by Escherichia coli and related enteric bacteria when grown on iron deficient media. It is one of the most powerful ferric ion complexing agents known. |
| Biochem/physiol Actions: | Iron mobilization and uptake by microbes is mediated by low molecular weight complexing agents named siderophores. Enterobactin is a catechol (a benzenediol, C6H4(OH)2) type siderophore produced in small quantities by Escherichia coli and related enteric bacteria when grown on iron deficient media, and is one of the most powerful ferric ion complexing agents known. Enterobactin is a very effective sequestering agent for iron, able to remove iron from proteins, insoluble iron complexes, and other siderophores. Studies of the chemistry, regulation, synthesis, recognition, and transport of enterobactin make it the best-understood siderophore. |
| General description: | Enterobactin synthesis occurs via nonribosomal peptide synthetases. The precursor chorismic acid is converted to intermediates isochorismate, 2,3-dihydro-2,3-dihydroxy |
| RIDADR | NONH for all modes of transport |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (HPLC) |
| Storage Temp. | −20°C |
| UNSPSC | 12191503 |