Mono-N-acyl-2,6-diaminopimelic acid derivatives: analysis by electromigration and spectroscopic methods and examination of enzyme inhibitory activity.
Mono-N-acyl-2,6-diaminopimelic acid derivatives: analysis by electromigration and spectroscopic methods and examination of enzyme inhibitory activity.
复制标题
单-N-酰基-2,6-二氨基庚二酸衍生物：通过电迁移和光谱方法进行分析以及酶抑制活性的检查。
DOI：
10.1016/j.ab.2014.08.032
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发表时间：
2014
影响因子：
2.9
通讯作者：
Kašička,Václav
中科院分区：
文献类型：
--
作者：
Hlaváček,Jan;Vítovcová,Miloslava;Sázelová,Petra;Pícha,Jan;Vaněk,Václav;Buděšínský,Miloš;Jiráček,Jiří;Gillner,DanutaM;Holz,RichardC;Mikšík,Ivan;Kašička,Václav
Thirteen mono-N-acyl derivatives of 2,6-diaminopimelic acid (DAP)—new potential inhibitors of the dapE-encodedN-succinyl-l,l-diaminopimelic acid desuccinylase (DapE; EC 3.5.1.18)—were analyzed and characterized by infrared (IR) and nuclear magnetic resonance (NMR) spectroscopies and two capillary electromigration methods: capillary zone electrophoresis (CZE) and micellar electrokinetic chromatography (MEKC). Structural features of DAP derivatives were characterized by IR and NMR spectroscopies, whereas CZE and MEKC were applied to evaluate their purity and to investigate their electromigration properties. Effective electrophoretic mobilities of these compounds were determined by CZE in acidic and alkaline background electrolytes (BGEs) and by MEKC in acidic and alkaline BGEs containing a pseudostationary phase of anionic detergent sodium dodecyl sulfate (SDS) or cationic detergent cetyltrimethylammonium bromide (CTAB). The best separation of DAP derivatives, including diastereomers of some of them, was achieved by MEKC in an acidic BGE (500 mM acetic acid [pH 2.54] and 60 mM SDS). All DAP derivatives were examined for their ability to inhibit catalytic activity of DapE fromHaemophilus influenzae(HiDapE) and ArgE fromEscherichia coli(EcArgE). None of these DAP derivatives worked as an effective inhibitor ofHiDapE, but one derivative—N-fumaryl, Me-ester-DAP—was found to be a moderate inhibitor ofEcArgE, thereby providing a promising lead structure for further studies on ArgE inhibitors.
