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题名: Combined X-ray and NMR Analysis of the Stability of the Cyclotide Cystine Knot Fold That Underpins Its Insecticidal Activity and Potential Use as a Drug Scaffold
作者: Wang, Conan K.1; Hu, Shu-Hong1; Martin, Jennifer L.1; Sjogren, Tove2; Hajdu, Janos2; Bohlin, Lars3; Claeson, Per3; Goransson, Ulf3; Rosengren, K. Johan1, 3; Tang, Jun4; Tan, Ning-Hua4; Craik, David J.1
刊名: JOURNAL OF BIOLOGICAL CHEMISTRY
关键词: Ligusticum chuanxiong ; 4-pentylcyclohex-3-ene-1 alpha ; phthalide derivatives ; 2 beta-diol ; ligusticoside A ; WALLICHII ; PHTHALIDES ; CONSTITUENTS ; DERIVATIVES ; RHIZOMES ; DIMERS
英文摘要: Cyclotides are a family of plant defense proteins that are highly resistant to adverse chemical, thermal, and enzymatic treatment. Here, we present the first crystal structure of a cyclotide, varv F, from the European field pansy, Viola arvensis, determined at a resolution of 1.8 angstrom. The solution state NMR structure was also determined and, combined with measurements of biophysical parameters for several cyclotides, provided an insight into the structural features that account for the remarkable stability of the cyclotide family. The x-ray data confirm the cystine knot topology and the circular backbone, and delineate a conserved network of hydrogen bonds that contribute to the stability of the cyclotide fold. The structural role of a highly conserved Glu residue that has been shown to regulate cyclotide function was also determined, verifying its involvement in a stabilizing hydrogen bond network. We also demonstrate that varv F binds to dodecylphosphocholine micelles, defining the binding orientation and showing that its structure remains unchanged upon binding, further demonstrating that the cyclotide fold is rigid. This study provides a biological insight into the mechanism by which cyclotides maintain their native activity in the unfavorable environment of predator insect guts. It also provides a structural basis for explaining how a cluster of residues important for bioactivity may be involved in self-association interactions in membranes. As well as being important for their bioactivity, the structural rigidity of cyclotides makes them very suitable as a stable template for peptide-based drug design.
出版日期: 2009-04-17
卷号: 284, 期号:16, 页码:10672-10683
DOI标识: 10.1074/jbc.M900021200
语种: 英语
收录类别: SCI
学科分类: Biochemistry & Molecular Biology
ISSN号: 0021-9258
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.kib.ac.cn/handle/151853/4822
Appears in Collections:植物化学与西部植物资源持续利用国家重点实验室_期刊论文

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作者单位: 1.Univ Queensland, Inst Mol Biosci, Brisbane, Qld 4072, Australia
2.Uppsala Univ, Dept Cellular & Mol Biol, Biomed Ctr, SE-75124 Uppsala, Sweden
3.Uppsala Univ, Dept Med Chem, Biomed Ctr, SE-75123 Uppsala, Sweden
4.Chinese Acad Sci, State Key Lab Phytochem & Plant Resources W China, Kunming Inst Bot, Kunming 650204, Yunnan, Peoples R China

Recommended Citation:
Wang, CK; Hu, SH; Martin, JL; Sjogren, T; Hajdu, J; Bohlin, L; Claeson, P; Goransson, U; Rosengren, KJ; Tang, J; Tan, NH; Craik, DJ.Combined X-ray and NMR Analysis of the Stability of the Cyclotide Cystine Knot Fold That Underpins Its Insecticidal Activity and Potential Use as a Drug Scaffold,JOURNAL OF BIOLOGICAL CHEMISTRY,2009,284(16):10672-10683
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