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水凝胶和细胞的微尺度纹身：基于苯并硼氧六环驱动的糖基化表面微接触印刷（µCP）

Microscale Tattooing of Hydrogels and Cells: Benzoxaborole-Driven Microcontact Printing (µCP) on Glycosylated Surfaces.

作者信息

Pallab Nazim, Sperlich Eric, Schenderlein Matthias, Krüger-Genge Anne, Li Jinyuan, Zeininger Lukas, Tošner Zdeněk, Uchman Mariusz, Reifarth Martin

机构信息

Institute of Chemistry, University of Potsdam, Karl-Liebknecht-Str. 24-25, 14476, Potsdam, Germany.

Fraunhofer Institute of Applied Polymer Research, Geiselbergstr. 69, 14476, Potsdam, Germany.

出版信息

Angew Chem Int Ed Engl. 2025 Aug 25;64(35):e202501759. doi: 10.1002/anie.202501759. Epub 2025 Jul 16.

DOI:10.1002/anie.202501759
PMID:40515745
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12377447/
Abstract

Microcontact printing (µCP) is a widely used technique for microscale surface patterning. In this study, we present a polymer-supported µCP method for the patterning of (bioactive) glycosylated surfaces under hydrated conditions. Patterning is achieved by direct contact with a grooved polydimethylsiloxane (PDMS) stamp, whose surface was grafted with a dopamine-containing polymer. The polymer brushes offer an anchor for the boronic acid derivative 6-aminobenzo[c][1,2]oxaborol-1(3H)-ol (ABOB), used as an ink for surface functionalization, to introduce patterns to three different surfaces as substrates: (1) monosaccharide-modified hydrogel surfaces possessing aldose (glucose, fucose, galactose) or ketose (fructose, sorbose) functions; (2) glycosylated surfaces of polymeric microspheres; and (3) the membranes of mammalian cells, such as human primary gastric cells and others. During µCP, ABOB patterns transferred to the target surface through the formation of carbohydrate-ABOB complexes at fully hydrated, neutral pH conditions. Fluorescence microscopy confirmed the successful transfer of ABOB patterns to glycosylated surfaces, with clear "tattoo-like" signatures observed on hydrogels, glycosylated particle surfaces and cellular interfaces.

摘要

微接触印刷（µCP）是一种广泛用于微尺度表面图案化的技术。在本研究中，我们提出了一种聚合物支撑的µCP方法，用于在水合条件下对（生物活性）糖基化表面进行图案化。图案化是通过与带有凹槽的聚二甲基硅氧烷（PDMS）印章直接接触实现的，该印章表面接枝了含多巴胺的聚合物。聚合物刷为用作表面功能化墨水的硼酸衍生物6-氨基苯并[c][1,2]氧硼杂环戊硼烷-1(3H)-醇（ABOB）提供了一个锚定位点，以便将图案引入三种不同的表面作为底物：（1）具有醛糖（葡萄糖、岩藻糖、半乳糖）或酮糖（果糖、山梨糖）功能的单糖修饰水凝胶表面；（2）聚合物微球的糖基化表面；以及（3）哺乳动物细胞的膜，如人原代胃细胞等。在µCP过程中，ABOB图案在完全水合、中性pH条件下通过形成碳水化合物-ABOB复合物转移到目标表面。荧光显微镜证实了ABOB图案成功转移到糖基化表面，在水凝胶、糖基化颗粒表面和细胞界面上观察到清晰的“纹身样”特征。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a26b/12377447/ccc038a5f4b9/ANIE-64-e202501759-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a26b/12377447/80674aa98438/ANIE-64-e202501759-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a26b/12377447/2350ce559e64/ANIE-64-e202501759-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a26b/12377447/474e00e30f1e/ANIE-64-e202501759-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a26b/12377447/4a51e2e8c834/ANIE-64-e202501759-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a26b/12377447/33421e0d9078/ANIE-64-e202501759-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a26b/12377447/e73643dcf103/ANIE-64-e202501759-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a26b/12377447/9b4ed79ff0a3/ANIE-64-e202501759-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a26b/12377447/ccc038a5f4b9/ANIE-64-e202501759-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a26b/12377447/80674aa98438/ANIE-64-e202501759-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a26b/12377447/2350ce559e64/ANIE-64-e202501759-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a26b/12377447/474e00e30f1e/ANIE-64-e202501759-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a26b/12377447/4a51e2e8c834/ANIE-64-e202501759-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a26b/12377447/33421e0d9078/ANIE-64-e202501759-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a26b/12377447/e73643dcf103/ANIE-64-e202501759-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a26b/12377447/9b4ed79ff0a3/ANIE-64-e202501759-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a26b/12377447/ccc038a5f4b9/ANIE-64-e202501759-g003.jpg

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Deciphering the Cell Surface Sugar-Coating via Biochemical Pathways.通过生化途径破解细胞表面的糖涂层。
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