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通过高效液相色谱法和离子喷雾质谱法(液相色谱/质谱联用和串联质谱)鉴定肠杆菌素和线性二羟基苯甲酰丝氨酸化合物。

Identification of enterobactin and linear dihydroxybenzoylserine compounds by HPLC and ion spray mass spectrometry (LC/MS and MS/MS).

作者信息

Berner I, Greiner M, Metzger J, Jung G, Winkelmann G

机构信息

Institut für Biologie, Mikrobiologie/Biotechnologie, Universität Tübingen, Federal Republic of Germany.

出版信息

Biol Met. 1991;4(2):113-8. doi: 10.1007/BF01135388.

DOI:10.1007/BF01135388
PMID:1831634
Abstract

The production of catecholate siderophores was studied in some selected species of Enterobacter (Enterobacteriaceae). The extracted catecholates were separated as iron-free compounds by HPLC on a C18 reversed-phase column using methanol/0.1% phosphoric acid or methanol/0.1% formic acid as a solvent system and identified by ion spray mass spectrometry (LC/MS, MS/MS). Five catecholate compounds were identified which include 2,3-dihydroxybenzoylserine, its linear dimer and trimer, the cyclic enterobactin and an unidentified isomer of enterobactin. In addition, a new large-scale method for the isolation of catecholate siderphores is described which is based on adsorption on XAD-2 and subsequent purification on Sephadex LH20.

摘要

在一些选定的肠杆菌属(肠杆菌科)物种中研究了儿茶酚型铁载体的产生。通过高效液相色谱法(HPLC)在C18反相柱上,使用甲醇/0.1%磷酸或甲醇/0.1%甲酸作为溶剂系统,将提取的儿茶酚类物质分离为无铁化合物,并通过离子喷雾质谱法(LC/MS、MS/MS)进行鉴定。鉴定出了五种儿茶酚类化合物,包括2,3-二羟基苯甲酰丝氨酸、其线性二聚体和三聚体、环状肠杆菌素以及一种未鉴定的肠杆菌素异构体。此外,还描述了一种新的大规模分离儿茶酚型铁载体的方法,该方法基于在XAD-2上的吸附以及随后在Sephadex LH20上的纯化。

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Identification of enterobactin and linear dihydroxybenzoylserine compounds by HPLC and ion spray mass spectrometry (LC/MS and MS/MS).通过高效液相色谱法和离子喷雾质谱法(液相色谱/质谱联用和串联质谱)鉴定肠杆菌素和线性二羟基苯甲酰丝氨酸化合物。
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Uropathogenic Escherichia coli wield enterobactin-derived catabolites as siderophores.尿路致病性大肠杆菌利用肠杆菌素衍生的代谢产物作为铁载体。
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本文引用的文献

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Mutations affecting iron transport in Escherichia coli.影响大肠杆菌中铁运输的突变
J Bacteriol. 1970 Oct;104(1):219-26. doi: 10.1128/jb.104.1.219-226.1970.
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Biologically active compounds containing 2,3-dihydroxybenzoic acid and serine formed by Escherichia coli.由大肠杆菌形成的含有2,3-二羟基苯甲酸和丝氨酸的生物活性化合物。
Biochim Biophys Acta. 1970 Mar 24;201(3):453-60. doi: 10.1016/0304-4165(70)90165-0.
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Enterobactin, an iron transport compound from Salmonella typhimurium.肠杆菌素,一种来自鼠伤寒沙门氏菌的铁转运化合物。
尿路致病性大肠杆菌利用肠杆菌素衍生的分解代谢物作为铁载体。
bioRxiv. 2023 Jul 25:2023.07.25.550588. doi: 10.1101/2023.07.25.550588.
4
Escherichia coli Nissle 1917 secondary metabolism: aryl polyene biosynthesis and phosphopantetheinyl transferase crosstalk.大肠杆菌尼氏 1917 次代谢产物:芳基多烯生物合成和磷酸泛酰巯基乙胺转移酶串扰。
Appl Microbiol Biotechnol. 2021 Oct;105(20):7785-7799. doi: 10.1007/s00253-021-11546-x. Epub 2021 Sep 21.
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Iron Acquisition by Bacterial Pathogens: Beyond Tris-Catecholate Complexes.细菌病原体的铁获取:超越三儿茶酚络合物。
Chembiochem. 2020 Jul 16;21(14):1955-1967. doi: 10.1002/cbic.201900778. Epub 2020 Apr 14.
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Quantitative metabolomics reveals an epigenetic blueprint for iron acquisition in uropathogenic Escherichia coli.定量代谢组学揭示了尿路致病性大肠杆菌中铁摄取的表观遗传蓝图。
PLoS Pathog. 2009 Feb;5(2):e1000305. doi: 10.1371/journal.ppat.1000305. Epub 2009 Feb 20.
7
Infrared multiphoton dissociation of the siderophore enterobactin and its Fe(III) complex. Influence of Fe(III) binding on dissociation kinetics and relative energetics.铁载体肠杆菌素及其铁(III)配合物的红外多光子解离。铁(III)结合对解离动力学和相对能量学的影响。
J Am Soc Mass Spectrom. 2007 Apr;18(4):632-41. doi: 10.1016/j.jasms.2006.11.011. Epub 2007 Jan 5.
8
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Effect of exogenous siderophores on iron uptake activity of marine bacteria under iron-limited conditions.铁限制条件下外源铁载体对海洋细菌铁摄取活性的影响。
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10
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Biometals. 1994 Apr;7(2):149-54. doi: 10.1007/BF00140485.
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Enterochelin system of iron transport in Escherichia coli: mutations affecting ferric-enterochelin esterase.大肠杆菌中铁转运的肠螯合素系统:影响铁肠螯合素酯酶的突变
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High-performance liquid chromatography of siderophores from fungi.真菌中铁载体的高效液相色谱分析
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Universal chemical assay for the detection and determination of siderophores.用于检测和测定铁载体的通用化学分析方法。
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