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通过合理的化学设计正交刺激环肽的组装/解组装。

Orthogonally Stimulated Assembly/Disassembly of Depsipeptides by Rational Chemical Design.

机构信息

Synthesis of Macromolecules, Max Planck Institute for Polymer Research, Ackermannweg 10, 55128, Mainz, Germany.

Institute of Inorganic Chemistry I, Ulm University, Albert-Einstein-Allee-11, 89081, Ulm, Germany.

出版信息

Chembiochem. 2019 Jun 3;20(11):1376-1381. doi: 10.1002/cbic.201800781. Epub 2019 Apr 12.

DOI:10.1002/cbic.201800781
PMID:30690852
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6593846/
Abstract

Controlling the assembly and disassembly of cross-β-sheet-forming peptides is one of the predominant challenges for this class of supramolecular material. As they constitute a continuously propagating material, every atomic change can be exploited to bring about distinct responses at the architectural level. We report herein that, by using rational chemical design, serine and methionine can both be used as orthogonal chemical triggers to signal assembly/disassembly through their corresponding stimuli. Serine is used to construct an ester-bond oligopeptide that can undergo O,N-acyl rearrangement, whereas methionine is sensitive to oxidation by H O . Using the example peptide sequence, KIKISQINM, we demonstrate that assembly and disassembly can be independently controlled on demand.

摘要

控制β-折叠构象形成肽的组装和拆解是这类超分子材料的主要挑战之一。由于它们构成了连续扩展的材料,每个原子的变化都可以被利用来在结构水平上产生不同的响应。我们在此报告,通过合理的化学设计,丝氨酸和甲硫氨酸都可以作为正交化学触发物,通过它们相应的刺激来发出组装/拆解的信号。丝氨酸用于构建可以进行 O,N-酰基重排的酯键寡肽,而甲硫氨酸对 H O 的氧化敏感。使用示例肽序列 KIKISQINM,我们证明可以按需独立控制组装和拆解。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ee8d/6593846/3fb91b0f1c89/CBIC-20-1376-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ee8d/6593846/a05fbc432fef/CBIC-20-1376-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ee8d/6593846/72d1e4cd2a7d/CBIC-20-1376-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ee8d/6593846/661e892a76a5/CBIC-20-1376-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ee8d/6593846/3fb91b0f1c89/CBIC-20-1376-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ee8d/6593846/a05fbc432fef/CBIC-20-1376-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ee8d/6593846/72d1e4cd2a7d/CBIC-20-1376-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ee8d/6593846/661e892a76a5/CBIC-20-1376-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ee8d/6593846/3fb91b0f1c89/CBIC-20-1376-g004.jpg

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