Chiral recognition of metalaxyl enantiomers by human serum albumin: evidence from molecular modeling and photophysical approach

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	Chiral recognition of metalaxyl enantiomers by human serum albumin: evidence from molecular modeling and photophysical approach
	Ding, Fei 2; Li, Xiu-Nan 3; Diao, Jian-Xiong 1; Sun, Ye 2; Zhang, Li 4; Sun, Ying 1
刊名	CHIRALITY
	2012-06-01
卷号	24 期号:6 页码:471-480
关键词	stereoselectivity metalaxyl enantiomers human serum albumin molecular modeling fluorescence circular dichroism
ISSN号	0899-0042
通讯作者	Sun, Y
英文摘要	Metalaxyl is an acylamine fungicide, belonging to the most widely known member of the amide group. This task is aimed to scrutinize binding region and spatial structural change of principal vector human serum albumin (HSA) complex with (R)-/(S)-metalaxyl by exploiting molecular modeling, steady-state and time-resolved fluorescence, and circular dichroism (CD) approaches. According to molecular modeling, (R)-metalaxyl is situated within subdomains IIA and IIIA and the affinity of site I with (R)-metalaxyl is greater than site II, whereas (S)-metalaxyl is only located at subdomain IIA and the affinity of (S)-metalaxyl with site I is superior compared with that with (R)-metalaxyl. This coincides with the competitive ligand binding, guanidine hydrochloride-induced unfolding of protein, and hydrophobic 8-anilino-1-naphthalenesulfonic acid experiments; the acting forces between (R)-/(S)-metalaxyl and HSA are hydrophobic, pp interactions, and hydrogen bonds, as derived from molecular modeling. Fluorescence emission manifested that the complex of (R)-/(S)-metalaxyl to HSA is the formation of adduct with an affinity of 104?M-1, which corroborates the time-resolved fluorescence that the static type was operated. Furthermore, the changes of far-UV CD spectra evidence the polypeptide chain of HSA partially unfolded after conjugation with (R)-/(S)-metalaxyl. Through this work, we envisage that it can offer central clues on the biodistribution, absorption, and bioaccumulation of (R)-/(S)-metalaxyl. Chirality 24:471480, 2012. (c) 2012 Wiley Periodicals, Inc.
WOS标题词	Science & Technology ; Life Sciences & Biomedicine ; Physical Sciences
类目[WOS]	Chemistry, Medicinal ; Chemistry, Analytical ; Chemistry, Organic ; Pharmacology & Pharmacy
研究领域[WOS]	Pharmacology & Pharmacy ; Chemistry
关键词[WOS]	PERFORMANCE LIQUID-CHROMATOGRAPHY ; ANTITUMORAL DRUG EMODIN ; CIRCULAR-DICHROISM ; PROTEIN-BINDING ; FLUORESCENCE ; SITES ; CHEMISTRY ; ACID ; PHOTOCHEMISTRY ; FUNGICIDES
收录类别	SCI
语种	英语
WOS记录号	WOS:000304390800005
公开日期	2013-10-17
内容类型	期刊论文
版本	出版稿
源URL	[http://ir.ipe.ac.cn/handle/122111/3590]
专题	过程工程研究所_生化工程国家重点实验室
作者单位	1.China Agr Univ, Coll Resources & Environm Sci, Beijing 100193, Peoples R China 2.China Agr Univ, Dept Chem, Beijing 100193, Peoples R China 3.Chinese Acad Sci, Inst Proc Engn, Natl Key Lab Biochem Engn, Beijing, Peoples R China 4.China Agr Univ, Dept Appl Chem, Minist Agr, Key Lab Pesticide Chem & Applicat Technol, Beijing 100193, Peoples R China
推荐引用方式 GB/T 7714	Ding, Fei,Li, Xiu-Nan,Diao, Jian-Xiong,et al. Chiral recognition of metalaxyl enantiomers by human serum albumin: evidence from molecular modeling and photophysical approach[J]. CHIRALITY,2012,24(6):471-480.
APA	Ding, Fei,Li, Xiu-Nan,Diao, Jian-Xiong,Sun, Ye,Zhang, Li,&Sun, Ying.(2012).Chiral recognition of metalaxyl enantiomers by human serum albumin: evidence from molecular modeling and photophysical approach.CHIRALITY,24(6),471-480.
MLA	Ding, Fei,et al."Chiral recognition of metalaxyl enantiomers by human serum albumin: evidence from molecular modeling and photophysical approach".CHIRALITY 24.6(2012):471-480.