One-Step Synthesis for Orn-Val with High Molecular Weight and Low Polydispersity by Ugi Four-Component Condensation.

IF 5.4 2区医学 Q2 MATERIALS SCIENCE, BIOMATERIALS ACS Biomaterials Science & Engineering Pub Date : 2024-11-27 DOI:10.1021/acsbiomaterials.4c01379

Junhui Ma, Nan Ma, Jun Liu, Qiongqiong Zhu, Yan Tang, Lei Wang, Yan Yan, Ting Yue, Meiyu Shao, Wei Zhang

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Abstract

Basic amino acid alternating copolymers exhibit exceptional antimicrobial properties and biosafety, yet their application is restricted by the complexity of the synthesis process and low molecular weight (M_n = 1000). In this study, we synthesized a basic amino acid alternating copolymer (Orn-Val) in only one step by the Ugi four-component condensation (Ugi'4CC), achieving high molecular weight (M_n = 20,000) and narrow polydispersity (PDI ≤ 1.10). Furthermore, we observed that factors such as the feed ratio, reaction solvent, and pH significantly influenced the molecular weight and polydispersity of MPE-Orn-Val-Cbz. Moreover, the structure of potassium isocyanate also significantly affected the molecular weight and polydispersity of the products. And it was also demonstrated that the obtained Orn-Val demonstrated excellent antimicrobial properties and biocompatibility. Therefore, this method effectively addresses the limitations associated with the complex synthesis process and low molecular weight of amino acid alternating copolymers.

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通过 Ugi 四组份缩合一步合成高分子量、低多分散性的 Orn-Val。

碱性氨基酸交替共聚物具有优异的抗菌性能和生物安全性，但其应用却受到合成工艺复杂和分子量低（Mn = 1000）的限制。在本研究中，我们通过 Ugi 四组份缩合（Ugi'4CC）法仅用一步就合成了碱性氨基酸交替共聚物（Orn-Val），实现了高分子量（Mn = 20,000）和窄多分散性（PDI ≤ 1.10）。此外，我们还观察到进料比、反应溶剂和 pH 值等因素对 MPE-Orn-Val-Cbz 的分子量和聚分散性有显著影响。此外，异氰酸钾的结构也对产物的分子量和多分散性有很大影响。实验还证明，所获得的 Orn-Val 具有优异的抗菌性和生物相容性。因此，该方法有效地解决了氨基酸交替共聚物合成工艺复杂和分子量低的局限性。

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来源期刊

ACS Biomaterials Science & Engineering Materials Science-Biomaterials

CiteScore

10.30

自引率

3.40%

发文量

413

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