Design, synthesis and structural investigations of a beta-peptide forming a 3(14)-helix stabilized by electrostatic interactions

Rueping M; Mahajan YR; Jaun B; Seebach D

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Design, synthesis and structural investigations of a beta-peptide forming a 3(14)-helix stabilized by electrostatic interactions

机译：设计，合成和结构研究的β肽形成通过静电相互作用稳定的3（14）螺旋。

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Two different strategies have been employed for the synthesis of Fmoc-protected beta(3)-homoarginine; the Arndt-Eistert homologation of alpha-arginine and the guanidinylation of beta(3)-homoornithine. Solid-phase beta-peptide synthesis was used for the preparation of beta-heptapeptide 1, which was de- signed to form a helix stabilized by electrostatic interactions through positively (beta(3)hArg) and negatively charged (beta(3)hGlu) amino acid residues. CD measurements and corresponding NMR investigations in MeOH and aqueous solutions do indeed show that the beta-peptidic 3(14)-helix can be stabilized by salt-bridge formation.

机译：两种不同的策略已被用于合成Fmoc保护的beta（3）-homo精氨酸。 α-精氨酸的Arndt-Eistert同源性和β（3）-高鸟氨酸的胍基化。固相β-肽合成用于制备β-七肽1，其设计形成通过正电荷（β（3）hArg）和负电荷（β（3）hGlu）的静电相互作用稳定的螺旋结构氨基酸残基。 CD测量和相应的MeOH和水溶液中的NMR研究确实表明，β-肽3（14）-螺旋可以通过盐桥形成而稳定。

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《Chemistry: A European journal》 |2004年第7期|共9页
作者
Rueping M; Mahajan YR; Jaun B; Seebach D;
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正文语种 eng
中图分类化学;
关键词
beta-peptides; electrostatic interactions; helical structures; NMR spectroscopy; salt bridges; HELICAL SECONDARY STRUCTURE; SOLID-PHASE SYNTHESIS; PROTEINOGENIC SIDE-CHAINS; NMR-SOLUTION STRUCTURE; CD SPECTRA; SPECTROSCOPIC EVIDENCE; CELLULAR UPTAKE; SALT BRIDGES; AMINO-ACIDS; ARGININE;

机译：β-肽;静电相互作用;螺旋结构;核磁共振波谱;盐桥;螺旋二级结构;固相合成;蛋白原性侧链;核磁共振溶液结构;CD光谱;光谱证据;蜂窝状;盐桥;精氨酸;

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1. Design, Synthesis and Structural Investigations of a beta-Peptide Forming a 3_(14)-Helix Stabilized by Electrostatic Interactions [J] . Magnus Rueping, Yogesh R.Mahajan, Bernhard Jaun, Chemistry: A European journal . 2004,第7期

机译：设计，合成和结构研究形成静电相互作用稳定的3_（14）-螺旋的β肽。
2. Design of β-Amino Acid with Backbone–Side Chain Interactions: Stabilization of 14/15-Helix in α/β-Peptides [J] . Gangavaram V. M. Sharma †, Thota Anupama Yadav †, Madavi Choudhary §, The Journal of Organic Chemistry . 2012,第16期

机译：具有主链-侧链相互作用的β-氨基酸的设计：α/β-肽中14 / 15-螺旋的稳定化
3. Design of β-amino acid with backbone-side chain interactions: Stabilization of 14/15-helix in α/β-peptides [J] . Sharma G.V.M., Yadav T.A., Choudhary M., The Journal of Organic Chemistry . 2012,第16期

机译：具有主链-侧链相互作用的β-氨基酸的设计：α/β-肽中14 / 15-螺旋的稳定性
4. The Role of Electrostatic Interaction in Triggering the Unraveling of Stable Helix 1 in Normal Prion Protein.A Molecular Dynamics Simulation Investigation [C] . Hong-Fang Ji, Hong-Yu Zhang, Liang Shen 第三届国际分子模拟与信息技术应用学术会议 . 2007

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5. Design and Investigations of Bisarsenical Cyanine Dyes with Cysteine-Rich Peptides and 14-Helical Beta-Peptide Mimics of Oriented Transmembrane Domains [D] . Alexander, Seth Chase 2014

机译：半胱氨酸丰富的肽和定向跨膜域的14螺旋β肽模拟物的双剪花青染料的设计和研究。
6. Research Topic: From structural to molecular systems biology: experimental and computational approaches to unravel mechanisms of kinase activity regulation in cancer and neurodegeneration: Intramolecular interactions stabilizing compact conformations of the intrinsically disordered kinase-inhibitor domain of Sic1: a molecular dynamics investigation [O] . Matteo Lambrughi, Elena Papaleo, Lorenzo Testa, 2012

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Design, synthesis and structural investigations of a beta-peptide forming a 3(14)-helix stabilized by electrostatic interactions

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