Kinetic Analysis of Genipin Degradation in Aqueous Solution

Kinetic Analysis of Genipin Degradation in Aqueous Solution
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DOI:
10.1177/1934578x1000501202
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发表时间:
2010-12
影响因子:
1.8
通讯作者:
P. Slusarewicz;Keng Zhu;T. Hedman
P. Slusarewicz;Keng Zhu;T. Hedman
中科院分区:
医学4区
文献类型:
--
作者:
P. Slusarewicz;Keng Zhu;T. Hedman

文献摘要

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采用高效液相色谱法研究了京尼平(GP)在不同pH条件下的降解过程。GP的降解符合一级反应和可逆第一步反应的机理。形成的中间体是最慢的,在更中性的pH值,而形成的不可逆的产品是相关的碱度增加。磷酸根离子的存在增强了在所有pH值下的降解。GP的降解最有可能通过水可逆打开二氢吡喃环,然后中间体发生不可逆聚合来进行。然而,不含可检测GP或中间体的降解溶液仍然能够交联蛋白质。
Degradation of genipin (GP), a low toxicity natural protein crosslinking agent, in aqueous solution was monitored by HPLC at various pH levels. Degradation of GP was consistent with a mechanism consisting of a first order reaction with a reversible first step. Formation of the intermediate was slowest at more neutral pHs while formation of the irreversible product was correlated to increasing alkalinity. Degradation at all pHs was enhanced by the presence of phosphate ions. Degradation of GP most likely proceeds via the reversible opening of the dihydropyran ring by water followed by irreversible polymerization of the intermediate. Degraded solutions containing no detectable GP or intermediate, however, are still capable of crosslinking proteins.