Design, Synthesis and Structural Investigations of a beta-Peptide Forming a 3_(14)-Helix Stabilized by Electrostatic Interactions

Magnus Rueping; Yogesh R.Mahajan; Bernhard Jaun; Dieter Seebach

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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，合成和结构研究形成静电相互作用稳定的3_（14）-螺旋的β肽。

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Two different strategies have been employed for the synthesis of Fmoc-proteced beta~3-homoarginine;the Arndt-Elister 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 designed to form a helix stabilized by electrostatic interactions through positively (beta~3hArg) and negatively charged (beta~3hGlu) 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：已采用两种不同的策略合成Fmoc保护的β〜3-高精氨酸;α-精氨酸的Arndt-Elister同源性和β〜3-高鸟氨酸的胍基化反应。固相β-肽合成用于制备β-七肽1的结构设计成通过正电荷（β〜3hArg）和负电荷（β〜3hGlu）氨基酸残基通过静电相互作用形成稳定的螺旋。在MeOH和水溶液中的CD测量和相应的NMR研究确实显示了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8页
作者
Magnus Rueping; Yogesh R.Mahajan; Bernhard Jaun; Dieter Seebach;
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原文格式 PDF
正文语种 eng
中图分类化学;
关键词
beta-peptides; electrostatic interactions; helical structures; NMR spectroscopy; salt bridges;

机译：β-肽;静电相互作用;螺旋结构;NMR光谱;盐桥;

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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. NMR-Solution Structures of Fluoro-Substituted beta-Peptides:A 3_(14)-Helix and a Hairpin Turn.The First Case of a 90° O=C-C-F Dihedral Angle in an alpha-Fluoro-Amide Group [J] . Raveendra I.Mathad, Bernhard Jaun, Oliver Flogel Helvetica chimica acta . 2007,第12期

机译：氟取代的β肽的NMR溶液结构：3_（14）-螺旋和发夹形转角.α-氟-酰胺基中90°O = C-C-F二面角的第一种情况
3. Evidence that the beta-Peptide 14-Helix is Stabilized by beta~3-Residues with Side-Chain Branching Adjacent to the beta-Carbon Atom [J] . Tami L.Raguse, Jonathan R.Lai, Samuel H.Gellman Helvetica chimica acta . 2002,第12期

机译：β-肽14-螺旋被β〜3-残基稳定且具有侧链支化且与β-碳原子相邻的证据
4. Amphipathic stabilization of the 3_(10)/alpha-helix equilibrium in synthetic peptids rich in C~(alpha),C~(alpha)-disubstituted glycines [C] . Lars G.J.Hammarstrom, Ted J.Gauthier, Mark L.McLaughlin the International Peptide Symposium . 2001

机译：3_（10）/α-螺旋平衡的两性稳定化合成肽富含C〜（α），C〜（α） - 中取出的甘氨酸
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. Solution Structure of an ABC Collagen Heterotrimer Reveals a Single-register Helix Stabilized by Electrostatic Interactions [O] . Jorge A. Fallas, Varun Gauba, Jeffrey D. Hartgerink 2009

机译：ABC胶原异三聚体的溶液结构揭示了通过静电相互作用稳定的单寄存器螺旋。
7. Solution Structure of an ABC Collagen Heterotrimer Reveals a Single-register Helix Stabilized by Electrostatic Interactions [O] . Jorge A. Fallas, Varun Gauba, Jeffrey D. Hartgerink 2009

机译：ABC胶原蛋白的溶液结构揭示了通过静电相互作用稳定的单销螺旋
8. Studies Related to Primitive Chemistry. A Preliminary Investigation of the Applicability of Proton and Nitrogen-14 Nuclear Magnetic Resonance to the Characterization of Interactions Between Amino Acid and Nucleic Acid Constituents and a Discussion of Previous Work on These Interactions and Their Possible Relation to Prebiotic Synthesis of Biopolymers [R] . Manatt, S. L., Cohen, E. A., Shiller, A. M., 1973

机译：与原始化学相关的研究。质子和氮-14核磁共振对氨基酸和核酸组分相互作用表征的适用性的初步研究，以及对这些相互作用的前期工作的讨论及其与生物聚合物益生元合成的可能关系

Design, Synthesis and Structural Investigations of a beta-Peptide Forming a 3_(14)-Helix Stabilized by Electrostatic Interactions

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