Lipase mimetic cyclodextrins,Chemical Science

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Lipase mimetic cyclodextrins
Chemical Science ( IF 7.6 ) Pub Date : 2020-11-19 , DOI: 10.1039/d0sc05711h
Youngjun Lee ₁ , Neal K Devaraj ₁

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Glycerophospholipids (GPLs) perform numerous essential functions in biology, including forming key structural components of cellular membranes and acting as secondary messengers in signaling pathways. Developing biomimetic molecular devices that can detect specific GPLs would enable modulation of GPL-related processes. However, the compositional diversity of GPLs, combined with their hydrophobic nature, has made it challenging to develop synthetic scaffolds that can react with specific lipid species. By taking advantage of the host–guest chemistry of cyclodextrins, we have engineered a molecular device that can selectively hydrolyze GPLs under physiologically relevant conditions. A chemically modified α-cyclodextrin bearing amine functional groups was shown to hydrolyze lyso-GPLs, generating free fatty acids. Lyso-GPLs are preferentially hydrolyzed when part of a mixture of GPL lipid species, and reaction efficiency was dependent on lyso-GPL chemical structure. These findings lay the groundwork for the development of molecular devices capable of specifically manipulating lipid-related processes in living systems.

中文翻译：

脂肪酶模拟环糊精

甘油磷脂 (GPL) 在生物学中发挥着许多基本功能，包括形成细胞膜的关键结构成分和在信号通路中充当二级信使。开发可以检测特定 GPL 的仿生分子设备将能够调节 GPL 相关过程。然而，GPL 的组成多样性，加上它们的疏水性，使得开发可以与特定脂质种类反应的合成支架变得具有挑战性。通过利用环糊精的主客体化学，我们设计了一种分子装置，可以在生理相关条件下选择性水解 GPL。带有胺官能团的化学改性 α-环糊精被证明可以水解溶血-GPL，产生游离脂肪酸。当作为 GPL 脂质种类混合物的一部分时，Lyso-GPL 优先水解，并且反应效率取决于 lyso-GPL 化学结构。这些发现为开发能够在生命系统中专门操纵脂质相关过程的分子装置奠定了基础。

更新日期：2020-11-25

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