Fabiana Cordella, Sophie Faure, Claude Taillefumier, Gennaro Pescitelli, Elisa Martinelli, Giuseppe Alonci, Zhengming Liu, Gaetano Angelici
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引用次数: 0
Abstract
(S)-Indoline-2-carboxylic acid (H-(2S)-Ind-OH) possesses the ability to influence the conformation of peptide bonds towards the cis amide isomer in polar solvents. However, its potential utilization as a conformational switch within long peptide sequences poses challenges due to its low reactivity and strong inclination to form diketopiperazines. The present study explores its reactivity under various conditions and proposes synthetic strategies to overcome these limitations. A series of H-(2S)-Ind-OH containing di- and tri-peptides have been efficiently synthesized and characterized, ready to be inserted in more complex and longer sequences.
(S)-吲哚-2-羧酸（H-(2S)- ind - oh）在极性溶剂中具有影响顺式酰胺异构体的肽键构象的能力。然而，由于其低反应性和形成二酮哌嗪的强烈倾向，其作为长肽序列构象开关的潜在应用面临挑战。本研究探讨了其在各种条件下的反应性，并提出了克服这些限制的综合策略。一系列含二肽和三肽的H-(2S)- ind - oh已被有效地合成和表征，准备插入更复杂和更长的序列。
期刊介绍：
The main aim of the journal is to publish original contributions of scientific work on the role of chirality in chemistry and biochemistry in respect to biological, chemical, materials, pharmacological, spectroscopic and physical properties.
Papers on the chemistry (physiochemical, preparative synthetic, and analytical), physics, pharmacology, clinical pharmacology, toxicology, and other biological aspects of chiral molecules will be published.
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