A Simple Approach to Bioconjugation at Diverse Levels: Metal-Free Click Reactions of Activated Alkynes with Native Groups of Biotargets without Prefunctionalization
The efficient bioconjugation of functional groups/molecules to targeted matrix and bio-related species drives the great development of material science and biomedicine, while the dilemma of metal catalysis, uneasy premodification, and limited reaction efficiency in traditional bioconjugation has res...
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Language: | English |
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American Association for the Advancement of Science (AAAS)
2018-01-01
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Series: | Research |
Online Access: | http://dx.doi.org/10.1155/2018/3152870 |
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author | Xianglong Hu Xueqian Zhao Benzhao He Zheng Zhao Zheng Zheng Pengfei Zhang Xiujuan Shi Ryan T. K. Kwok Jacky W. Y. Lam Anjun Qin Ben Zhong Tang |
author_facet | Xianglong Hu Xueqian Zhao Benzhao He Zheng Zhao Zheng Zheng Pengfei Zhang Xiujuan Shi Ryan T. K. Kwok Jacky W. Y. Lam Anjun Qin Ben Zhong Tang |
author_sort | Xianglong Hu |
collection | DOAJ |
description | The efficient bioconjugation of functional groups/molecules to targeted matrix and bio-related species drives the great development of material science and biomedicine, while the dilemma of metal catalysis, uneasy premodification, and limited reaction efficiency in traditional bioconjugation has restricted the booming development to some extent. Here, we provide a strategy for metal-free click bioconjugation at diverse levels based on activated alkynes. As a proof-of-concept, the abundant native groups including amine, thiol, and hydroxyl groups can directly react with activated alkynes without any modification in the absence of metal catalysis. Through this strategy, high-efficient modification and potential functionalization can be achieved for natural polysaccharide, biocompatible polyethylene glycol (PEG), synthetic polymers, cell penetrating peptide, protein, fast whole-cell mapping, and even quick differentiation and staining of Gram-positive bacteria, etc. Therefore, current metal-free click bioconjugation strategy based on activated alkynes is promising for the development of quick fluorescence labeling and functional modification of many targets and can be widely applied towards the fabrication of complex biomaterials and future in vivo labeling and detection. |
first_indexed | 2024-03-07T17:14:39Z |
format | Article |
id | doaj.art-34015b207cec401aa9dc7cddb1180647 |
institution | Directory Open Access Journal |
issn | 2639-5274 |
language | English |
last_indexed | 2024-03-07T17:14:39Z |
publishDate | 2018-01-01 |
publisher | American Association for the Advancement of Science (AAAS) |
record_format | Article |
series | Research |
spelling | doaj.art-34015b207cec401aa9dc7cddb11806472024-03-02T23:14:50ZengAmerican Association for the Advancement of Science (AAAS)Research2639-52742018-01-01201810.1155/2018/3152870A Simple Approach to Bioconjugation at Diverse Levels: Metal-Free Click Reactions of Activated Alkynes with Native Groups of Biotargets without PrefunctionalizationXianglong Hu0Xueqian Zhao1Benzhao He2Zheng Zhao3Zheng Zheng4Pengfei Zhang5Xiujuan Shi6Ryan T. K. Kwok7Jacky W. Y. Lam8Anjun Qin9Ben Zhong Tang10Department of Chemistry, Hong Kong Branch of Chinese National Engineering, Research Center for Tissue Restoration and Reconstruction, Institute of Advanced Study, State Key Laboratory of Molecular Nanoscience, Division of Life Science and Diversion of Biomedical Engineering, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, China; Ministry of Education Key Laboratory of Laser Life Science & Institute of Laser Life Science, College of Biophotonics, South China Normal University, Guangzhou 510631, ChinaDepartment of Chemistry, Hong Kong Branch of Chinese National Engineering, Research Center for Tissue Restoration and Reconstruction, Institute of Advanced Study, State Key Laboratory of Molecular Nanoscience, Division of Life Science and Diversion of Biomedical Engineering, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, ChinaDepartment of Chemistry, Hong Kong Branch of Chinese National Engineering, Research Center for Tissue Restoration and Reconstruction, Institute of Advanced Study, State Key Laboratory of Molecular Nanoscience, Division of Life Science and Diversion of Biomedical Engineering, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, ChinaDepartment of Chemistry, Hong Kong Branch of Chinese National Engineering, Research Center for Tissue Restoration and Reconstruction, Institute of Advanced Study, State Key Laboratory of Molecular Nanoscience, Division of Life Science and Diversion of Biomedical Engineering, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, ChinaDepartment of Chemistry, Hong Kong Branch of Chinese National Engineering, Research Center for Tissue Restoration and Reconstruction, Institute of Advanced Study, State Key Laboratory of Molecular Nanoscience, Division of Life Science and Diversion of Biomedical Engineering, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, ChinaDepartment of Chemistry, Hong Kong Branch of Chinese National Engineering, Research Center for Tissue Restoration and Reconstruction, Institute of Advanced Study, State Key Laboratory of Molecular Nanoscience, Division of Life Science and Diversion of Biomedical Engineering, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, ChinaDepartment of Chemistry, Hong Kong Branch of Chinese National Engineering, Research Center for Tissue Restoration and Reconstruction, Institute of Advanced Study, State Key Laboratory of Molecular Nanoscience, Division of Life Science and Diversion of Biomedical Engineering, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, China; HKUST-Shenzhen Research Institute, Shenzhen 518057, ChinaDepartment of Chemistry, Hong Kong Branch of Chinese National Engineering, Research Center for Tissue Restoration and Reconstruction, Institute of Advanced Study, State Key Laboratory of Molecular Nanoscience, Division of Life Science and Diversion of Biomedical Engineering, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, ChinaDepartment of Chemistry, Hong Kong Branch of Chinese National Engineering, Research Center for Tissue Restoration and Reconstruction, Institute of Advanced Study, State Key Laboratory of Molecular Nanoscience, Division of Life Science and Diversion of Biomedical Engineering, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, ChinaNSFC Center for Luminescence from Molecular Aggregates, SCUT-HKUST Joint Research Institute, State Key Laboratory of Luminescent Materials and Devices, South China University of Technology, Guangzhou 510640, ChinaDepartment of Chemistry, Hong Kong Branch of Chinese National Engineering, Research Center for Tissue Restoration and Reconstruction, Institute of Advanced Study, State Key Laboratory of Molecular Nanoscience, Division of Life Science and Diversion of Biomedical Engineering, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, China; HKUST-Shenzhen Research Institute, Shenzhen 518057, China; NSFC Center for Luminescence from Molecular Aggregates, SCUT-HKUST Joint Research Institute, State Key Laboratory of Luminescent Materials and Devices, South China University of Technology, Guangzhou 510640, ChinaThe efficient bioconjugation of functional groups/molecules to targeted matrix and bio-related species drives the great development of material science and biomedicine, while the dilemma of metal catalysis, uneasy premodification, and limited reaction efficiency in traditional bioconjugation has restricted the booming development to some extent. Here, we provide a strategy for metal-free click bioconjugation at diverse levels based on activated alkynes. As a proof-of-concept, the abundant native groups including amine, thiol, and hydroxyl groups can directly react with activated alkynes without any modification in the absence of metal catalysis. Through this strategy, high-efficient modification and potential functionalization can be achieved for natural polysaccharide, biocompatible polyethylene glycol (PEG), synthetic polymers, cell penetrating peptide, protein, fast whole-cell mapping, and even quick differentiation and staining of Gram-positive bacteria, etc. Therefore, current metal-free click bioconjugation strategy based on activated alkynes is promising for the development of quick fluorescence labeling and functional modification of many targets and can be widely applied towards the fabrication of complex biomaterials and future in vivo labeling and detection.http://dx.doi.org/10.1155/2018/3152870 |
spellingShingle | Xianglong Hu Xueqian Zhao Benzhao He Zheng Zhao Zheng Zheng Pengfei Zhang Xiujuan Shi Ryan T. K. Kwok Jacky W. Y. Lam Anjun Qin Ben Zhong Tang A Simple Approach to Bioconjugation at Diverse Levels: Metal-Free Click Reactions of Activated Alkynes with Native Groups of Biotargets without Prefunctionalization Research |
title | A Simple Approach to Bioconjugation at Diverse Levels: Metal-Free Click Reactions of Activated Alkynes with Native Groups of Biotargets without Prefunctionalization |
title_full | A Simple Approach to Bioconjugation at Diverse Levels: Metal-Free Click Reactions of Activated Alkynes with Native Groups of Biotargets without Prefunctionalization |
title_fullStr | A Simple Approach to Bioconjugation at Diverse Levels: Metal-Free Click Reactions of Activated Alkynes with Native Groups of Biotargets without Prefunctionalization |
title_full_unstemmed | A Simple Approach to Bioconjugation at Diverse Levels: Metal-Free Click Reactions of Activated Alkynes with Native Groups of Biotargets without Prefunctionalization |
title_short | A Simple Approach to Bioconjugation at Diverse Levels: Metal-Free Click Reactions of Activated Alkynes with Native Groups of Biotargets without Prefunctionalization |
title_sort | simple approach to bioconjugation at diverse levels metal free click reactions of activated alkynes with native groups of biotargets without prefunctionalization |
url | http://dx.doi.org/10.1155/2018/3152870 |
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