Spectroscopic investigations of the chiral interactions between lipase and the herbicide dichlorprop.
Spectroscopic investigations of the chiral interactions between lipase and the herbicide dichlorprop.
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DOI：
10.1002/chir.20608
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发表时间：
2009-03
期刊：
影响因子：
2
通讯作者：
Yuezhong Wen;Yu Yuan;Chen Shen;Huijun Liu;Wei-ping Liu
中科院分区：
文献类型：
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作者：
Yuezhong Wen;Yu Yuan;Chen Shen;Huijun Liu;Wei-ping Liu
在pH=8的磷酸盐缓冲溶液中，用紫外差示分光光度法和荧光分光光度法研究了膨胀青霉碱性脂肪酶与手性苯氧丙酸类除草剂敌敌畏的对映体选择性相互作用。检测了脂肪酶与敌敌畏的紫外吸收光谱和荧光光谱的手性差异。紫外吸收光谱和荧光分光光度法都表明，(R)-敌百虫与脂肪酶的相互作用最强，其次是(RAc)-二氯丙酮，而(S)-二氯丙酮的相互作用最弱。疏水相互作用似乎占主导地位，(R)-对映体需要最小的能量来驱动吸热反应，而RAC型和S类化合物需要更多的能量才能发生反应。同时，脂肪酶对FDA的催化水解实验表明，在相同条件下，(R)-DCPP对脂肪酶的抑制作用最强，这可能是因为(R)-DCPP对脂肪酶具有较强的结合作用和较高的对映体选择性。
The enantioselective interaction between penicillium expansum alkaline lipase and chiral phenoxypropionic acid herbicide dichlorprop was studied by using UV differential spectrophotometry and fluorescence spectrophotometry in the presence of a pH 8, phosphate buffer solution. Chiral differences in the UV absorption and fluorescence spectra of lipase with dichlorprop were detected. (R)-Dichlorprop interacted the strongest with lipase as measured by both UV absorption and fluorescence spectrophotometry, followed by (Rac)-dichlorprop, while (S)-dichlorprop had the weakest interaction. The hydrophobic interaction seem to play the dominant role in the interactions and the (R)-enantiomer needed the minimum put of energy to drive the endothermic reaction, while the Rac-type and S-type compounds needed more for the reaction to take place. In the meantime, the catalytic hydrolysis of FDA with lipase show that (R)-DCPP could inhibit lipase the most strongly relatively at the same condition, perhaps because (R)-DCPP had a stronger combining effect and high enantiomeric selectivity on lipase than (Rac)-DCPP and (S)-DCPP.