C6-Substituted methanopyrrolidine beta-amino acid: synthesis and characterization of oligomeric foldamers

Hu Zilun; Lin Guoliang; Sender Matthew; Cannon Kevin C.; Davis Franklin A.; Krow Grant R.

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C6-Substituted methanopyrrolidine beta-amino acid: synthesis and characterization of oligomeric foldamers

机译：C6取代的甲醇吡咯烷β-氨基酸：合成和表征寡聚糊状物

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Highly conformation constrained beta-proline based methanopyrrolidine-5-carboxylic acids (6, MetPyr-5-acids, or MetPyr-beta-amino acids) derivatives were designed, synthesized, and investigated to control peptide conformation and oligomer folding. Enhanced order of folding uniformity correlated with length of the prepared homo-oligomers as characterized by circular dichroism (CD). The octamer (34) exhibited minimal solvent effects and was stable with increasing temperature up to 80 degrees C. Substitutions on C6 of the 2-azabicyclo[2.1.1] hexane structure could modulate the amide cis/trans conformation. (C) 2020 Elsevier Ltd. All rights reserved.

机译：设计，合成并研究了高度构象约束的基于β-脯氨酸基甲醇基吡咯烷-5-羧酸（6，MetPyr-5-酸或甲酸β-氨基酸）衍生物，以控制肽构象和低聚物折叠。折叠均匀性的增强顺序与制备的同源寡聚体的长度相关，如圆形二色性（CD）所征的。八次蒸馏瓶（34）表现出最小的溶剂作用，并且随着温度的增加，温度较高至80℃。2-氮杂双环[2.1.1]己烷结构的C6取代可以调节酰胺CIS /反式构象。（c）2020 elestvier有限公司保留所有权利。

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来源
《Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry》 |2020年第35期|共4页
作者
Hu Zilun; Lin Guoliang; Sender Matthew; Cannon Kevin C.; Davis Franklin A.; Krow Grant R.;
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作者单位

Temple Univ Dept Chem Philadelphia PA 19122 USA;

Temple Univ Dept Chem Philadelphia PA 19122 USA;

Temple Univ Dept Chem Philadelphia PA 19122 USA;

Penn State Univ Dept Chem Abington PA 19001 USA;

Temple Univ Dept Chem Philadelphia PA 19122 USA;

Temple Univ Dept Chem Philadelphia PA 19122 USA;

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原文格式 PDF
正文语种 eng
中图分类有机化学;
关键词
beta-Amino acid; beta-Proline; 2; 4-Methanopyrrolidine-3-carboxylic acid; Foldamer; Circular dichroism;

机译：β-氨基酸;β-脯氨酸;2;4-甲基吡咯烷-3-羧酸;鳄鱼;圆形二中世;

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1. C6-Substituted methanopyrrolidine beta-amino acid: synthesis and characterization of oligomeric foldamers [J] . Hu Zilun, Lin Guoliang, Sender Matthew, Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2020,第35期

机译：C6取代的甲醇吡咯烷β-氨基酸：合成和表征寡聚糊状物
2. Nonpeptidic Foldamers from Amino Acids:Synthesis and Characterization of 1,3-Substituted Triazole Oligomers [J] . Nicholas G.Angelo, Paramjit S.Arora Journal of the American Chemical Society . 2005,第49期

机译：氨基酸的非肽折叠剂：1，3-取代的三唑低聚物的合成与表征
3. Synthesis and characterizations of oligomeric (4,4'-dialkyl-2,2'-bithiazole) carboxylic acids and their LB-film behavior [J] . J. Cao, M.D. Curtis Synthetic Metals . 2005,第3期

机译：低聚（4,4'-二烷基-2,2'-联噻唑）羧酸的合成，表征及其LB膜行为
4. Synthesis and Characterization of Star-shaped polylactic acid with polyhedral oligomeric silsesquioxanes [C] . Xiaohui Zhang, Wenjuan Gu, Houbin Li, International Conference on Packaging Technology and Science . 2012

机译：具有多面体低聚硅氧烷的星形聚乳酸的合成与表征
5. Constrained beta-prolines. (I) Methanopyrrolidine beta-amino acids: Synthesis and chracterization of novel C6-substituted analogues and peptide oligomers. (II) Synthesis of 2,2-disubstituted pyrrolidine-3-carboxylic acids. [D] . Hu, Zilun. 2015

机译：受约束的β-脯氨酸。（I）甲基吡咯烷β-氨基酸：新型C6取代的类似物和肽低聚物的合成和表征。（II）2，2-二取代的吡咯烷-3-羧酸的合成。
6. Synthesis and Structural Characterization of Sialic Acid-Glutamic Acid Hybrid Foldamers as Conformational Surrogates of α-28-Linked Polysialic Acid [O] . Jonel P. Saludes, James B. Ames, Jacquelyn Gervay-Hague -1

机译：唾液酸 - 谷氨酸杂交折杂体作为α-28-连接的聚核酸构象替代品的合成与结构表征
7. Nonpeptidic Foldamers from Amino Acids: Synthesis and Characterization of 1, 3-Substituted Triazole Oligomers [O] . -1

机译：来自氨基酸的非肽糊状物：1,3取代的三唑寡聚体的合成和表征
8. Synthesis and Characterization of Long-Chain Fluorinated Polyhedral Oligomeric Silsesquioxane (F-POSS) [R] . Stone, R. L., Mabry, J. M., Haddad, T. S. 2010

机译：长链氟化多面体低聚倍半硅氧烷（F-pOss）的合成与表征

C6-Substituted methanopyrrolidine beta-amino acid: synthesis and characterization of oligomeric foldamers

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