Copper(II) binding to tobramycin: potentiometric and spectroscopic studies

Copper(II) binding to tobramycin: potentiometric and spectroscopic studies
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DOI:
10.1016/s0008-6215(98)00288-2
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发表时间:
1998-12-15
影响因子:
3.1
通讯作者:
Kozlowski, H
Kozlowski, H
中科院分区:
化学3区
文献类型:
--
作者:
Jezowska-Bojczuk, M;Karaczyn, A;Kozlowski, H

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用电位法、紫外-可见光谱、圆二色谱和顺磁共振等方法研究了氨基糖苷类抗生素妥布霉素的质子化和Cu(II)结合作用。发现了一系列通式为CuHnL的单核络合物,其中n在3和-2之间。妥布霉素用其分子的C环的{NH 2,O-}螯合物锚定Cu(II)。妥布霉素A环的氨基和羟基在pH 7及更高时也参与结合。所得到的结构包括两个末端氨基糖环,但从配位中消除了中心链霉胺单元的供体。妥布霉素与其类似物卡那霉素B的比较[M.耶佐夫斯卡-博伊丘克湾Bal和H. Kozlowski,Inorg Chim. Acta,275-276(1998)541-545]揭示了A3-OH基团对于这些氨基糖苷类的结合性质的重要性。(C)1998爱思唯尔科技有限公司版权所有。
Protonation and Cu(II) binding by tobramycin, an aminoglycosidic antibiotic, was studied by potentiometry and UV-vis, CD and EPR spectroscopies. A range of mononuclear complexes of a general formula CuHnL was found, with n between 3 and -2. Tobramycin anchors Cu(II) with an {NH2, O-} chelate of the C-ring of its molecule. The amino and hydroxyl groups of the A-ring of tobramycin also participate in the binding at pH 7 and higher. The resulting structure involves both terminal aminosugar rings but eliminates the donors of the central streptamine unit from the coordination. A comparison between tobramycin and its close analog, kanamycin B [M. Jezowska-Bojczuk, W. Bal and H. Kozlowski, Inorg. Chim. Acta, 275-276 (1998) 541-545] reveals the importance of the A3-OH group for the binding properties of these aminoglycosides. (C) 1998 Elsevier Science Ltd. All rights reserved.