Aerobactin CAS# 26198-65-2 3-[[(1S)-5-(乙酰基-羟基-氨基)-1-羧基-戊基]氨基甲酰]-2-[[(1S)-5-(乙酰基-羟基-氨基)-1-羧基-戊基]氨基甲酰甲基]-2-羟基-丙酸
Aerobactin is a bacterial iron chelating agent (siderophore) found in E. coli. It is a virulence factor enabling E. coli to sequester iron in iron-poor environments such as the urinary tract. Aerobactin is biosynthesized by the oxidation of lysine, catalyzed by the enzyme aerobactin synthase, which is then coupled to citric acid. The gene for this enzyme is found in the aerobactin operon, which is roughly 8 kilobases long and contains 5 or more genes in total. Yersinia pestis contains genes relating to aerobactin, but they have been inactivated by a frameshift mutation, thus Y. pestis is no longer able to synthesize aerobactin.
📌 参考资料/链接:
1.1Catalysts:Copper sulfate;30 min, rt1.24 d, rt2.1Reagents:Sodium bicarbonateSolvents:Water;overnight, rt3.1Reagents:Thionyl chlorideSolvents:Ethanol;0 °C; 2 h, 0 °C; 0 °C → rt; overnight, rt4.1Solvents:Dichloromethane,Water;2 h, pH 10, 0 °C; 4 h, rt5.1Reagents:PyridineSolvents:Dichloromethane;4 h, 50 °C6.1Reagents:Hydrogen bromideSolvents:Acetic acid,Dichloromethane;40 min, rt7.1Reagents:Dicyclohexylcarbodiimide,N-HydroxysuccinimideSolvents:Tetrahydrofuran;30 min, rt7.2Solvents:Water;10 min, rt7.3Reagents:Sodium bicarbonateSolvents:Tetrahydrofuran;overnight, rt8.1Reagents:Trifluoroacetic acidSolvents:Dichloromethane;1 h, rt8.2Reagents:Sodium hydroxideSolvents:Tetrahydrofuran,Water;40 min, rt8.3Reagents:Hydrochloric acidSolvents:Water;pH 2, rt
📄 详细内容
CAS No. 26198-65-2 3-[[(1S)-5-(乙酰基-羟基-氨基)-1-羧基-戊基]氨基甲酰]-2-[[(1S)-5-(乙酰基-羟基-氨基)-1-羧基-戊基]氨基甲酰甲基]-2-羟基-丙酸Aerobactin synthetic routes

Utilizing an iron(III)-chelation masking strategy to prepare mono- and bis-functionalized aerobactin analogues for targeting pathogenic bacteriaBy: Ho, Yu-Hin; et alChemical Communications (Cambridge, United Kingdom) (2017), 53(66), 9265-9268
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