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Conformational analysis of endomorphin-2 analogs with phenylalanine mimics by NMR and molecular modeling
Shao, Xuan1; Gao, Yanfeng1; Zhu, Chuanjun1; Liu, Xuehui1; Yao, Jinlong1; Cui, Yuxin1; Wang, Rui1
关键词Endomorphin-2 Conformation Nmr Molecular Modeling
刊名BIOORGANIC & MEDICINAL CHEMISTRY
2007-05-15
DOI10.1016/j.bmc.2007.02.050
15期:10页:3539-3547
收录类别SCI
文章类型Article
WOS标题词Science & Technology
类目[WOS]Biochemistry & Molecular Biology ; Chemistry, Medicinal ; Chemistry, Organic
研究领域[WOS]Biochemistry & Molecular Biology ; Pharmacology & Pharmacy ; Chemistry
关键词[WOS]OPIOID RECEPTOR-BINDING ; AROMATIC INTERACTIONS ; DYNAMICS METHODS ; BIOACTIVE CONFORMATION ; ENZYMATIC-HYDROLYSIS ; BETA-PROLINE ; AMINO-ACIDS ; PROTEINS ; MORPHICEPTIN ; PEPTIDES
英文摘要

We investigated a series of conformations of endomorphin-2 (EM-2) analogs substituted by phenylglycine (Phg) and homophenylalanine (Hfe) in the position 3 or 4 by two-dimensional H-1 NMR spectroscopy and molecular modeling. Evaluating the aromatic interactions and the dihedral angles in these phenylalanine mimics, we have observed that the conformations in trans isomer have varied from extended to folded as bioactivity decreases. It is suggested that the flexibility of aromatic side chain affects the backbone of EM-2 to adopt folded structures, which may block the ligands in binding to mu-opioid receptor. (c) 2007 Elsevier Ltd. All rights reserved.

语种英语
WOS记录号WOS:000246257900025
引用统计
被引频次:17[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.bjmu.edu.cn/handle/400002259/50201
专题北京大学药学院
作者单位1.Lanzhou Univ, Sch Life Sci, Inst Biochem & Mol Biol, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
2.Peking Univ, Med & Hlth Anal Ctr, Sch Pharmaceut Sci, State Key NAt & Biomimet Drugs, Beijing 100083, Peoples R China
3.Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxosynth & Selct Oxidat, Lanzhou 730000, Peoples R China
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GB/T 7714
Shao, Xuan,Gao, Yanfeng,Zhu, Chuanjun,et al. Conformational analysis of endomorphin-2 analogs with phenylalanine mimics by NMR and molecular modeling[J]. BIOORGANIC & MEDICINAL CHEMISTRY,2007,15(10):3539-3547.
APA Shao, Xuan.,Gao, Yanfeng.,Zhu, Chuanjun.,Liu, Xuehui.,Yao, Jinlong.,...&Wang, Rui.(2007).Conformational analysis of endomorphin-2 analogs with phenylalanine mimics by NMR and molecular modeling.BIOORGANIC & MEDICINAL CHEMISTRY,15(10),3539-3547.
MLA Shao, Xuan,et al."Conformational analysis of endomorphin-2 analogs with phenylalanine mimics by NMR and molecular modeling".BIOORGANIC & MEDICINAL CHEMISTRY 15.10(2007):3539-3547.
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