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利用分光光度筛选测定法开发用于水解寡糖中糖苷键的催化剂。

Developing Catalysts for the Hydrolysis of Glycosidic Bonds in Oligosaccharides Using a Spectrophotometric Screening Assay.

作者信息

Striegler Susanne

机构信息

Department of Chemistry and Biochemistry, University of Arkansas, Fayetteville, Arkansas 72701, United States.

出版信息

ACS Catal. 2024 Aug 14;14(17):12940-12946. doi: 10.1021/acscatal.4c03261. eCollection 2024 Sep 6.

DOI:10.1021/acscatal.4c03261
PMID:39263547
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11385356/
Abstract

In a proof-of-concept study, a method for the empirical design of polyacrylate gel catalysts with the ability to cleave 1→4 α-glycosidic bonds in di- and trisaccharides was elaborated. The study included the synthesis of a 300-gel member library based on two different cross-linkers and 10 acrylate monomers, identification of monomodal gels by dynamic light scattering, and a 96-well plate spectrophotometric screening assay to monitor the hydrolysis of chromophore-free maltose into glucose units. The composition of the matrix of the most efficient catalysts in the library was found to enable CH-π, hydrophobic, and H-bond accepting interactions during the hydrolysis as typically seen in glycosylases. The same gel catalysts allowed the hydrolysis of the trisaccharide maltotriose with a catalytic proficiency of 2 × 10 indicating transition state stabilization during the hydrolysis of 5 × 10. The results place the developed gels among the most efficient catalysts developed for the hydrolysis of natural saccharides. The elaborated strategy may lead to catalysts that can transform polysaccharides into valuable synthons in the near future.

摘要

在一项概念验证研究中，阐述了一种用于经验性设计聚丙烯酸酯凝胶催化剂的方法，该催化剂能够裂解二糖和三糖中的1→4 α-糖苷键。该研究包括基于两种不同交联剂和10种丙烯酸酯单体制备一个包含300种凝胶成员的文库，通过动态光散射鉴定单峰凝胶，以及采用96孔板分光光度筛选测定法监测无发色团的麦芽糖水解为葡萄糖单元的过程。发现文库中最有效催化剂的基质组成在水解过程中能够实现CH-π、疏水和氢键接受相互作用，这是糖基化酶中常见的情况。相同的凝胶催化剂能够水解三糖麦芽三糖，催化效率为2×10，表明在5×10的水解过程中过渡态得到稳定。这些结果使所开发的凝胶跻身于为天然糖类水解而开发的最有效催化剂之列。所阐述的策略可能会在不久的将来催生出能够将多糖转化为有价值合成子的催化剂。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e126/11385356/48e33506475c/cs4c03261_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e126/11385356/96b1cc26a5a1/cs4c03261_0001.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e126/11385356/0090c8318379/cs4c03261_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e126/11385356/846ecf047da3/cs4c03261_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e126/11385356/a89ac181732d/cs4c03261_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e126/11385356/5a2db6d96cd0/cs4c03261_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e126/11385356/d2158184ab4c/cs4c03261_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e126/11385356/958e673b54f0/cs4c03261_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e126/11385356/48e33506475c/cs4c03261_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e126/11385356/96b1cc26a5a1/cs4c03261_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e126/11385356/41a233e5b0f7/cs4c03261_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e126/11385356/0090c8318379/cs4c03261_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e126/11385356/846ecf047da3/cs4c03261_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e126/11385356/a89ac181732d/cs4c03261_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e126/11385356/5a2db6d96cd0/cs4c03261_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e126/11385356/d2158184ab4c/cs4c03261_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e126/11385356/958e673b54f0/cs4c03261_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e126/11385356/48e33506475c/cs4c03261_0007.jpg

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