Enterobactin - ≥98% , CAS No.28384-96-5

CAS: 28384-96-5 Cat. No.: E693940 分子式: C30H27N3O15 分子量: 669.55
注文可能
GRADE & PURITY ≥98%
Synonyms
enterobactin | 35C9R2N24F | tri-(2,3-dihydroxy-N-benzoyl-L-serine)-ester | DTXSID40182617 | tri-(N-(2,3-dihydroxybenzoyl)-L-serine)-ester | N-((3S,7S,11S)-7,11-bis((2,3-dihydroxybenzoyl)amino)-2,6,10-trioxo-1,5,9-trioxacyclododec-3-yl)-2,3-dihydroxybenzam
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
Size
USA
ドイツ (EU)*
Price
Qty
1mg
E693940-1mg
2 在庫あり
$49.90
5mg
E693940-5mg
4 在庫あり
$149.90
25mg
E693940-25mg
2 在庫あり
$479.90
Enter a quantity for the sizes you want to add.
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Why this grade

≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

概要

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.

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 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. 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.

Specifications

同義語
enterobactin | 35C9R2N24F | tri-(2,3-dihydroxy-N-benzoyl-L-serine)-ester | DTXSID40182617 | tri-(N-(2,3-dihydroxybenzoyl)-L-serine)-ester | N-((3S,7S,11S)-7,11-bis((2,3-dihydroxybenzoyl)amino)-2,6,10-trioxo-1,5,9-trioxacyclododec-3-yl)-2,3-dihydroxybenzam
仕様と純度
≥98%
生化学的・生理学的メカニズム
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
保管条件
Store at -20°C
入荷
Ice chest + Ice pads
この製品は冷冷この冷このこの製品の運送が必要です。地上およびその他の経済サービスは利用できません。
純度
≥98%
名前と識別子
パブケム・シド528774948
カノニカル・スマイルC1C(C(=O)OCC(C(=O)OCC(C(=O)O1)NC(=O)C2=C(C(=CC=C2)O)O)NC(=O)C3=C(C(=CC=C3)O)O)NC(=O)C4=C(C(=CC=C4)O)O
IUPAC NameN-[(3S,7S,11S)-7,11-bis[(2,3-dihydroxybenzoyl)amino]-2,6,10-trioxo-1,5,9-trioxacyclododec-3-yl]-2,3-dihydroxybenzamide
InChIKeySERBHKJMVBATSJ-BZSNNMDCSA-N
INCHI1S/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
異性体SMILES C1[C@@H](C(=O)OC[C@@H](C(=O)OC[C@@H](C(=O)O1)NC(=O)C2=C(C(=CC=C2)O)O)NC(=O)C3=C(C(=CC=C3)O)O)NC(=O)C4=C(C(=CC=C4)O)O
代替CAS番号 28384-96-5,9001-98-3
MeSH用語 Enterobactin;Enterochelin
分子量 669.55

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
分類Peptidomimetics
SubclassDepsipeptides
Intermediate Tree Nodes Not available
Direct ParentCyclic depsipeptides
Alternative Parents Alpha amino acid esters  N-acyl-alpha amino acids and derivatives  Macrolides and analogues  Macrolactams  Salicylamides  Tricarboxylic acids and derivatives  Benzamides  Catechols  Benzoyl derivatives  1-hydroxy-2-unsubstituted benzenoids  1-hydroxy-4-unsubstituted benzenoids  Vinylogous acids  Secondary carboxylic acid amides  Lactones  Carboxylic acid esters  Oxacyclic compounds  Carbonyl compounds  Hydrocarbon derivatives  Organic oxides  Organonitrogen compounds  Organopnictogen compounds  
Molecular FrameworkAromatic heteromonocyclic compounds
Substituents Cyclic depsipeptide - Alpha-amino acid ester - N-acyl-alpha amino acid or derivatives - Macrolide - Macrolactam - Alpha-amino acid or derivatives - Salicylic acid or derivatives - Salicylamide - Benzamide - Benzoic acid or derivatives - Tricarboxylic acid or derivatives - Benzoyl - Catechol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Monocyclic benzene moiety - Benzenoid - Vinylogous acid - Carboxamide group - Carboxylic acid ester - Secondary carboxylic acid amide - Lactone - Organoheterocyclic compound - Carboxylic acid derivative - Oxacycle - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Aromatic heteromonocyclic compound
説明This compound belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.
External Descriptors polyphenol - macrocycle - crown compound - organic aromatic compound
3 D構造
インタラクティブ化学構造モデル





関連ターゲット(人間)
TF Tbio Serotransferrin (88 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
関連ターゲット(非人間)
Vibrio cholerae (1211 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
作用メカニズム
証明書(CoA、COO、BSE/TSEと分析図)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

7 results found

Lot NumberCertificate Type日付商品
C2613454Certificate of AnalysisMar 04, 2026 E693940
C2613455Certificate of AnalysisMar 04, 2026 E693940
C2613456Certificate of AnalysisMar 04, 2026 E693940
G2621104Certificate of AnalysisMar 04, 2026 E693940
J2515646Certificate of AnalysisAug 11, 2025 E693940
J2515647Certificate of AnalysisAug 11, 2025 E693940
J2515648Certificate of AnalysisAug 11, 2025 E693940
化学的性質と物理的性質
分子量669.500 g/mol
XLogP32.300
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count15
Rotatable Bond Count6
Exact Mass669.144 Da
Monoisotopic Mass669.144 Da
Topological Polar Surface Area288.000 Ų
Heavy Atom Count48
Formal Charge0
Complexity1060.000
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
ソリューション計算機
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