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

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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
刊名	JOURNAL OF BIOCHEMISTRY
	2011
卷号	149 期号:1 页码:27-33
关键词	butyl-isobutyl-phthalate alpha-glucosidase interaction docking simulation
ISSN号	0021-924X
中文摘要	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.
英文摘要	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.
学科主题	Biochemistry & Molecular Biology
收录类别	SCI
原文出处	10.1093/jb/mvq110
语种	英语
WOS记录号	WOS:000285625600004
公开日期	2012-07-03
内容类型	期刊论文
源URL	[http://ir.qdio.ac.cn/handle/337002/11956]
专题	海洋研究所_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
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.