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首页> 外文期刊>Biochemistry >Kinetics and Degradation Mechanism of Adrenaline Derivative CpQ in Diluted Aqueous Solutions
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Kinetics and Degradation Mechanism of Adrenaline Derivative CpQ in Diluted Aqueous Solutions

机译：稀释水溶液中肾上腺素衍生物CPQ的动力学和降解机制

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摘要

The degradation kinetics of an adrenaline (epinephrine) derivative, CpQ, was studied in solution in the pH range of 1-12 at 40-80 degrees C by high-performance liquid chromatography and ultraviolet visible spectroscopy. The pH rate profile exhibits a bell-shaped curve with two sigmoidal regions in the specific acid-catalyzed and specific base-catalyzed regions. The pH range of maximum stability was 2.5-4.5 with the main degradation pathway being the oxidative N-dealkylation of the aliphatic amino moiety followed by fast interconversion of the resulting fragments to stable degradation products. The autoxidation reaction was slower than the reaction of the oxygen reactive species. The chiral center underwent R to S racemization by a polar reaction mechanism under acidic conditions with a rate minimum at pH 4. The rates of degradation of the R and S enantiomers were similar across all pHs. CpQ degradation in the presence of hydrogen peroxide at 40 degrees C was significantly faster, and the extent of increases with pH. Metal ions bind to CpQ and catalyze its hydrolysis in the order Fe3+ Fe2+ mg(2+) mn(2+) Ti3+ Sr2+ Zn2+, with a rate enhancement of = 1 order of magnitude at the studied pH values of 1 and 5. There was no buffer catalysis observed in the hydrolysis of the studied compound for maleate and phosphate but significant buffer catalysis in the case of citrate and malate.
机译：通过高效液相色谱和紫外线可见光谱，在1-12的pH范围为1-12的pH范围内的溶液中研究肾上腺素（肾上腺素）衍生物CPQ的降解动力学。 pH速率分布表现出具有两种具有两个特定酸催化和特异性碱催化区域的六样曲线的钟形曲线。最大稳定性的pH范围为2.5-4.5，主要降解途径是脂族氨基部分的氧化正催化，然后通过快速将所得片段与稳定的降解产物相互转化。自动氧化反应比氧反应物质的反应较慢。手性中心在酸性条件下通过极性反应机制进行了r至S的超导体，其速率最小在pH4中。R和S对映体的降解速率在所有pH中相似。在40℃下存在过氧化氢的CPQ降解显着更快，并且用pH增加。金属离子与CPQ结合并催化其在订单Fe3 + +＆gt中的水解; Fe2 +＆ mg（2+）＆ Mn（2+）＆ Ti3 +＆ SR2 +＆ Zn2 +，具有速率增强的＆ = 1的pH值为1和5的速率。在研究中的水解中没有观察到的缓冲液催化，用于在柠檬酸盐的情况下在研究的用于马来酸和磷酸盐而且显着的缓冲液催化中观察到的水解中。和苹果酱。

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  • 来源
    《Biochemistry》 |2018年第30期|共11页
  • 作者

    Blasko Andrei; Tam James; Gunasekera Sajeevi; Eboreime Ale;

  • 作者单位

    Novartis Pharmaceut 150 Ind Rd San Carlos CA 94070 USA;

    Novartis Pharmaceut 150 Ind Rd San Carlos CA 94070 USA;

    Novartis Pharmaceut 150 Ind Rd San Carlos CA 94070 USA;

    Novartis Pharmaceut 150 Ind Rd San Carlos CA 94070 USA;

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 生物化学;
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