Synthesis of butyl-isobutyl-phthalate and its interaction with alpha-glucosidase in vitro

doi:10.1093/jb/mvq110

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	Synthesis of butyl-isobutyl-phthalate and its interaction with alpha-glucosidase in vitro
	Liu, Ming 1; Zhang, Wei 2; Qiu, Lin 3; Lin, Xiukun 1
	2011
发表期刊	JOURNAL OF BIOCHEMISTRY
ISSN	0021-924X
卷号	149 期号:1 页码:27-33
文章类型	Article
摘要	Butyl-isobutyl-phthalate (BIP), isolated from the rhizoid of Laminaria japonica, is a potential alpha-glucosidase inhibitor for Type II diabetes treatment. In the present study, a synthetic route was established as a useful approach to obtain enough BIP. Fluorescence analysis, circular dichroism spectra and molecular docking methods were employed to elucidate the underlying molecular mechanisms of BIP inhibition on alpha-glucosidase. The results revealed that BIP could be synthesized in two steps and the synthesized BIP bound with alpha-glucosidase and induced conformational changes of the enzyme. The interaction between BIP and alpha-glucosidase was driven by both hydrophobic forces and hydrogen bond. The docking results indicated that the benzene ring and the isopropyl group of the BIP could fit into the hydrophobic pocket composed of Phe177, Phe157, Leu176, Leu218, Ala278 and the propyl group fitted into another nearby hydrophobic pocket formed by Trp154, Pro240, Leu174 and Ala162, respectively. This study provides useful information for the understanding of the BIP-alpha-glucosidase interaction and development of new alpha-glucosidase inhibitors.; Butyl-isobutyl-phthalate (BIP), isolated from the rhizoid of Laminaria japonica, is a potential alpha-glucosidase inhibitor for Type II diabetes treatment. In the present study, a synthetic route was established as a useful approach to obtain enough BIP. Fluorescence analysis, circular dichroism spectra and molecular docking methods were employed to elucidate the underlying molecular mechanisms of BIP inhibition on alpha-glucosidase. The results revealed that BIP could be synthesized in two steps and the synthesized BIP bound with alpha-glucosidase and induced conformational changes of the enzyme. The interaction between BIP and alpha-glucosidase was driven by both hydrophobic forces and hydrogen bond. The docking results indicated that the benzene ring and the isopropyl group of the BIP could fit into the hydrophobic pocket composed of Phe177, Phe157, Leu176, Leu218, Ala278 and the propyl group fitted into another nearby hydrophobic pocket formed by Trp154, Pro240, Leu174 and Ala162, respectively. This study provides useful information for the understanding of the BIP-alpha-glucosidase interaction and development of new alpha-glucosidase inhibitors.
关键词	Butyl-isobutyl-phthalate Alpha-glucosidase Interaction Docking Simulation
学科领域	Biochemistry & Molecular Biology
DOI	10.1093/jb/mvq110
URL	查看原文
收录类别	SCI
语种	英语
WOS记录号	WOS:000285625600004
引用统计	被引频次：39[WOS] [WOS记录] [WOS相关记录]
文献类型	期刊论文
条目标识符	http://ir.qdio.ac.cn/handle/337002/11955
专题	实验海洋生物学重点实验室
作者单位	1.Chinese Acad Sci, Inst Oceanol, Qingdao 266071, Peoples R China 2.So Res Inst, Birmingham, AL 35205 USA 3.Chinese Acad Sci, Shanghai Inst Biol Sci, Inst Nutr Sci, Shanghai 200031, Peoples R China
第一作者单位	中国科学院海洋研究所
推荐引用方式 GB/T 7714	Liu, Ming,Zhang, Wei,Qiu, Lin,et al. Synthesis of butyl-isobutyl-phthalate and its interaction with alpha-glucosidase in vitro[J]. JOURNAL OF BIOCHEMISTRY,2011,149(1):27-33.
APA	Liu, Ming,Zhang, Wei,Qiu, Lin,&Lin, Xiukun.(2011).Synthesis of butyl-isobutyl-phthalate and its interaction with alpha-glucosidase in vitro.JOURNAL OF BIOCHEMISTRY,149(1),27-33.
MLA	Liu, Ming,et al."Synthesis of butyl-isobutyl-phthalate and its interaction with alpha-glucosidase in vitro".JOURNAL OF BIOCHEMISTRY 149.1(2011):27-33.

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