Enterobactin

Dangerous Goods

CAS number：28384-96-5 molecular formula：C30H27N3O15

overview

Specs

numbering system

physicochemical properties

Safety information

Production methods and uses

MSDS

overview

compound introduction

Enterobactin 是革兰氏阴性菌产生的一种铁载体，对铁有极高的亲和力。Enterobactin 在鼠伤寒沙门氏菌感染巨噬细胞过程中，不仅能帮助细菌摄取铁，还能降低巨噬细胞的抗菌活性。此外，Enterobactin 还参与大肠杆菌应对氧化应激的反应，可在细胞内被 Fes 水解后通过清除自由基发挥抗氧化作用。应用：肠菌素已用于：用作色氨酸荧光猝灭实验中的阳性对照用作高效液相色谱定量玉米联合固氮菌培养基的参考标准品结晶储层（用于去除培养基中的铁污染）以及铁肠菌素结合研究这种肠杆菌素制剂不与铁结合，而是与溶液中的 Fe3+ 和 Fe2+结合。生化/生理作用：微生物对铁的动员和吸收是由被称为铁载体（siderophore）的低分子量络合剂介导的。肠杆菌素是一种儿茶酚（一种苯二醇，C6H4(OH)2)型铁载体，由大肠杆菌和相关肠道细菌在缺铁培养基上生长时少量产生，是已知的最强大的铁离子络合剂之一。肠杆菌素是一种非常有效的铁螯合剂，能够去除蛋白质、不溶性铁络合物和其它铁载体中的铁。对肠杆菌素的化学、调节、合成、识别和运输的研究使其成为人们最了解的铁载体。肠杆菌素是一种儿茶酚（一种苯二醇，C6H4(OH)2)型铁载体，由大肠杆菌和相关肠道细菌在缺铁培养基上生长时少量产生。它是已知的最强大的铁离子络合剂之一。 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.

Specs

Chinese alias	肠菌素 \| 肠螯素 \| N,N',N''-((3S,7S,11S)-2,6,10-三氧代-1,5,9-三氧杂环十二烷-3,7,11-三基)三(2,3-二羟基苯甲酰胺)
English alias	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
CAS number	28384-96-5	molecular formula	C30H27N3O15
molecular weight	669.55 g/mol	Exact mass	≥98%
PSA	288.000 Å²	logp	2.300

numbering system

No numbering system information yet

physicochemical properties

No physical and chemical property information yet

Safety information

pictogram：

GHS08 , GHS07

Signal word：

危险

Hazard Statement：

H315: 引起皮肤刺激 H319: 引起严重眼睛刺激 H335: 可能引起呼吸道刺激 H334: 吸入可能引起过敏或哮喘病症状或呼吸困难

Statement of Preventive Measures：

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾 P305+P351+P338: 如进入眼睛：用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出，取出隐形眼镜。继续冲洗。 P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。 P302+P352: 如皮肤沾染：用水充分清洗。 P321: 特殊处理（请参阅此标签上的...）。 P405: 密闭存放 P501: 将内容物/容器处理到。。。 P264: 处理后要彻底洗手。 P284: 如果通风不良，请佩戴呼吸防护装置。 P271: 仅在室外或通风良好的地方