Derivatization of Aminoglycoside Antibiotics with Tris(2,6-dimethoxyphenyl)carbenium Ion
نویسندگان
چکیده
Detection of aminoglycoside antibiotics by MS or HPLC is complicated, because a) carbohydrate molecules have low ionization ability in comparison with other organic molecules (particularly in MALDI-MS), and b) the lack of aromatics and/or amide bonds in the molecules makes common HPLC UV-detectors useless. Here, we report on the application of a previously developed method for amine derivatization with tris(2,6- dimethoxyphenyl)carbenium ion to selective modification of aminoglycoside antibiotics. Only amino groups bound to primary carbons get modified. The attached aromatic residue carries a permanent positive charge. This makes it easy to detect aminoglycoside antibiotics by MS-methods and HPLC, both as individual compounds and in mixtures.
منابع مشابه
Direct coupling of carbenium ions with indoles and anilines for the synthesis of cationic π-conjugated dyes.
A C-C bond forming reaction occurs spontaneously between tris-(2,6-dimethoxyphenyl)carbenium ions and indoles/anilines. The carbocation acts both as an electrophile and an oxidant. Effective cationic π-conjugated dyes are formed resulting in a strong hyper- and bathochromism.
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