E3910
Enterobactin
from Escherichia coli, ≥98% (HPLC)
Sinonimo/i:
Enterochelin
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About This Item
Formula empirica (notazione di Hill):
C30H27N3O15
Numero CAS:
Peso molecolare:
669.55
Codice UNSPSC:
12191503
NACRES:
NA.25
Prodotti consigliati
![(±)-(E)-4-Ethyl-2-[(Z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide ≥97%](/deepweb/assets/sigmaaldrich/product/structures/285/524/99543643-31d0-4c4f-b8da-9b1f872868ad/640/99543643-31d0-4c4f-b8da-9b1f872868ad.png)
Origine biologica
Escherichia coli
Livello qualitativo
Saggio
≥98% (HPLC)
Condizioni di spedizione
wet ice
Temperatura di conservazione
−20°C
InChI
1S/C30H27N3O15/c34-19-7-1-4-13(22(19)37)25(40)31-16-10-46-29(44)18(33-27(42)15-6-3-9-21(36)24(15)39)12-48-30(45)17(11-47-28(16)43)32-26(41)14-5-2-8-20(35)23(14)38/h1-9,16-18,34-39H,10-12H2,(H,31,40)(H,32,41)(H,33,42)/t16-,17-,18-/m0/s1
SERBHKJMVBATSJ-BZSNNMDCSA-N
Descrizione generale
Enterobactin synthesis occurs via nonribosomal peptide synthetases. The precursor chorismic acid is converted to intermediates isochorismate, 2,3-dihydro-2,3-dihydroxybenzoate and 2,3-dihydroxybenzoic acid (DHB). Final step involves the DHB and L-serine amide linkage. A total of six enzymes (ent A −F) mediate enterobactin biosynthesis.
Applicazioni
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
This preparation of enterobactin is not bound to iron and will bind to Fe3+ and Fe2+ in solution.
Azioni biochim/fisiol
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.
Prodotti correlati
N° Catalogo
Descrizione
Determinazione del prezzo
Codice della classe di stoccaggio
11 - Combustible Solids
Punto d’infiammabilità (°F)
Not applicable
Punto d’infiammabilità (°C)
Not applicable
Certificati d'analisi (COA)
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