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Thomas Heinze - One of the best experts on this subject based on the ideXlab platform.

  • Click Chemistry with polysaccharides
    Macromolecular Rapid Communications, 2006
    Co-Authors: Tim Liebert, Claudia Hänsch, Thomas Heinze
    Abstract:

    The copper-catalyzed Huisgen reaction as a typical example of Click Chemistry was realized with the polysaccharide cellulose for the first time. The generality, selectivity, and the efficiency of Click Chemistry perfectly fit the requirements of polysaccharide modification, which is demonstrated by the introduction of triazole-spacer bound functional groups, i.e., carboxylic ester, thiophene, and aniline moieties. Azide moieties introduced into cellulose via the tosyl derivative were simply transferred with ethynyl compounds under Cu(I) catalysis and mild and easily applicable conditions. Hydrolytically stable cellulose derivatives soluble in organic solvents, e.g., DMSO or DMF with DS up to 0.9 are obtained. The triazole substituted cellulose derivatives were characterized by elemental analysis, FTIR, 1H NMR, and 13C NMR spectroscopies and show no impurities or substructures resulting from side reactions. © 2006 WILEY-VCH Verlag GmbH & Co. KGaA.

  • Click Chemistry with Polysaccharides
    Macromolecular Rapid Communications, 2006
    Co-Authors: Tim Liebert, Claudia Hänsch, Thomas Heinze
    Abstract:

    Summary: The copper-catalyzed Huisgen reaction as a typical example of Click Chemistry was realized with the polysaccharide cellulose for the first time. The generality, selectivity, and the efficiency of Click Chemistry perfectly fit the requirements of polysaccharide modification, which is demonstrated by the introduction of triazole-spacer bound functional groups, i.e., carboxylic ester, thiophene, and aniline moieties. Azide moieties introduced into cellulose via the tosyl derivative were simply transferred with ethynyl compounds under Cu(I) catalysis and mild and easily applicable conditions. Hydrolytically stable cellulose derivatives soluble in organic solvents, e.g., DMSO or DMF with DS up to 0.9 are obtained. The triazole substituted cellulose derivatives were characterized by elemental analysis, FTIR, 1H NMR, and 13C NMR spectroscopies and show no impurities or substructures resulting from side reactions. 6-Azido-6-deoxy cellulose.

Tim Liebert - One of the best experts on this subject based on the ideXlab platform.

  • Click Chemistry with polysaccharides
    Macromolecular Rapid Communications, 2006
    Co-Authors: Tim Liebert, Claudia Hänsch, Thomas Heinze
    Abstract:

    The copper-catalyzed Huisgen reaction as a typical example of Click Chemistry was realized with the polysaccharide cellulose for the first time. The generality, selectivity, and the efficiency of Click Chemistry perfectly fit the requirements of polysaccharide modification, which is demonstrated by the introduction of triazole-spacer bound functional groups, i.e., carboxylic ester, thiophene, and aniline moieties. Azide moieties introduced into cellulose via the tosyl derivative were simply transferred with ethynyl compounds under Cu(I) catalysis and mild and easily applicable conditions. Hydrolytically stable cellulose derivatives soluble in organic solvents, e.g., DMSO or DMF with DS up to 0.9 are obtained. The triazole substituted cellulose derivatives were characterized by elemental analysis, FTIR, 1H NMR, and 13C NMR spectroscopies and show no impurities or substructures resulting from side reactions. © 2006 WILEY-VCH Verlag GmbH & Co. KGaA.

  • Click Chemistry with Polysaccharides
    Macromolecular Rapid Communications, 2006
    Co-Authors: Tim Liebert, Claudia Hänsch, Thomas Heinze
    Abstract:

    Summary: The copper-catalyzed Huisgen reaction as a typical example of Click Chemistry was realized with the polysaccharide cellulose for the first time. The generality, selectivity, and the efficiency of Click Chemistry perfectly fit the requirements of polysaccharide modification, which is demonstrated by the introduction of triazole-spacer bound functional groups, i.e., carboxylic ester, thiophene, and aniline moieties. Azide moieties introduced into cellulose via the tosyl derivative were simply transferred with ethynyl compounds under Cu(I) catalysis and mild and easily applicable conditions. Hydrolytically stable cellulose derivatives soluble in organic solvents, e.g., DMSO or DMF with DS up to 0.9 are obtained. The triazole substituted cellulose derivatives were characterized by elemental analysis, FTIR, 1H NMR, and 13C NMR spectroscopies and show no impurities or substructures resulting from side reactions. 6-Azido-6-deoxy cellulose.

Romain Lucas - One of the best experts on this subject based on the ideXlab platform.

  • When cyclodextrins meet Click Chemistry
    European Journal of Organic Chemistry, 2012
    Co-Authors: Pierre-antoine Faugeras, Franois Brouillette, Benjamin Boëns, Pierre-henri Elchinger, Daniel Montplaisir, Rachida Zerrouki, Romain Lucas
    Abstract:

    Cyclodextrins are important building blocks in organic Chemistry. This review deals with the role of Click Chemistry in this family of cyclic oligosaccharides, focusing on the different areas of Chemistry, including chromatography, biological applications, the elaboration of superstructures, and metal detection, that benefit from this reaction. In this paper, attention is given to organic modifications by using functionalizations such as azidation and propargylation and to Click Chemistry grafting onto the two faces of cyclodextrins. Research papers where cyclodextrins are not directly involved in a Click Chemistry reaction are not considered. A summary of chemical advances in the fields of chromatography, biological applications, the elaboration of superstructures, and metal detection is given when cyclodextrins meet the copper-catalyzed azide-alkyne cycloaddition reaction

  • When cyclodextrins meet Click Chemistry
    2012
    Co-Authors: Pierre-antoine Faugeras, Franois Brouillette, Benjamin Boëns, Pierre-henri Elchinger, Daniel Montplaisir, Rachida Zerrouki, Romain Lucas
    Abstract:

    Cyclodextrins are important building blocks in organic Chemistry. This\nreview deals with the role of Click Chemistry in this family of cyclic\noligosaccharides, focusing on the different areas of Chemistry,\nincluding chromatography, biological applications, the elaboration of\nsuperstructures, and metal detection, that benefit from this reaction.\nIn this paper, attention is given to organic modifications by using\nfunctionalizations such as azidation and propargylation and to Click\nChemistry grafting onto the two faces of cyclodextrins. Research papers\nwhere cyclodextrins are not directly involved in a Click Chemistry\nreaction are not considered.

  • Polysaccharides: The “ClickChemistry Impact
    2011
    Co-Authors: Pierre-henri Elchinger, Franois Brouillette, Benjamin Boëns, Pierre-antoine Faugeras, Daniel Montplaisir, Rachida Zerrouki, Romain Lucas
    Abstract:

    Polysaccharides are complex but essential compounds utilized in many areas such as biomaterials, drug delivery, cosmetics, food Chemistry or renewable energy. Modifications and functionalizations of such polymers are often necessary to achieve molecular structures of interest. In this area, the emergence of the “ClickChemistry concept, and particularly the copper-catalyzed version of the Huisgen 1,3-dipolar cycloaddition reaction between terminal acetylenes and azides, had an impact on the polysaccharides Chemistry. The present review summarizes the contribution of “ClickChemistry in the world of polysaccharides.

Claudia Hänsch - One of the best experts on this subject based on the ideXlab platform.

  • Click Chemistry with polysaccharides
    Macromolecular Rapid Communications, 2006
    Co-Authors: Tim Liebert, Claudia Hänsch, Thomas Heinze
    Abstract:

    The copper-catalyzed Huisgen reaction as a typical example of Click Chemistry was realized with the polysaccharide cellulose for the first time. The generality, selectivity, and the efficiency of Click Chemistry perfectly fit the requirements of polysaccharide modification, which is demonstrated by the introduction of triazole-spacer bound functional groups, i.e., carboxylic ester, thiophene, and aniline moieties. Azide moieties introduced into cellulose via the tosyl derivative were simply transferred with ethynyl compounds under Cu(I) catalysis and mild and easily applicable conditions. Hydrolytically stable cellulose derivatives soluble in organic solvents, e.g., DMSO or DMF with DS up to 0.9 are obtained. The triazole substituted cellulose derivatives were characterized by elemental analysis, FTIR, 1H NMR, and 13C NMR spectroscopies and show no impurities or substructures resulting from side reactions. © 2006 WILEY-VCH Verlag GmbH & Co. KGaA.

  • Click Chemistry with Polysaccharides
    Macromolecular Rapid Communications, 2006
    Co-Authors: Tim Liebert, Claudia Hänsch, Thomas Heinze
    Abstract:

    Summary: The copper-catalyzed Huisgen reaction as a typical example of Click Chemistry was realized with the polysaccharide cellulose for the first time. The generality, selectivity, and the efficiency of Click Chemistry perfectly fit the requirements of polysaccharide modification, which is demonstrated by the introduction of triazole-spacer bound functional groups, i.e., carboxylic ester, thiophene, and aniline moieties. Azide moieties introduced into cellulose via the tosyl derivative were simply transferred with ethynyl compounds under Cu(I) catalysis and mild and easily applicable conditions. Hydrolytically stable cellulose derivatives soluble in organic solvents, e.g., DMSO or DMF with DS up to 0.9 are obtained. The triazole substituted cellulose derivatives were characterized by elemental analysis, FTIR, 1H NMR, and 13C NMR spectroscopies and show no impurities or substructures resulting from side reactions. 6-Azido-6-deoxy cellulose.

Peng Zhan - One of the best experts on this subject based on the ideXlab platform.

  • Recent applications of Click Chemistry in drug discovery
    Expert Opinion on Drug Discovery, 2019
    Co-Authors: Xiangyi Jiang, Lanlan Jing, Gaochan Wu, Dongwei Kang, Peng Zhan
    Abstract:

    ABSTRACTIntroduction: Click Chemistry has been exploited widely in the past to expedite lead discovery and optimization. Indeed, Copper-catalyzed azide-alkyne cycloaddition (CuAAC) Click Chemistry ...

  • Recent applications of Click Chemistry in drug discovery.
    Expert opinion on drug discovery, 2019
    Co-Authors: Xiangyi Jiang, Lanlan Jing, Dongwei Kang, Xia Hao, Xinyong Liu, Peng Zhan
    Abstract:

    Introduction: Click Chemistry has been exploited widely in the past to expedite lead discovery and optimization. Indeed, Copper-catalyzed azide-alkyne cycloaddition (CuAAC) Click Chemistry is a bioorthogonal reaction of widespread utility throughout medicinal Chemistry and chemical biology. Areas covered: The authors review recent applications of CuAAC Click Chemistry to drug discovery based on the literature published since 2013. Furthermore, the authors provide the reader with their expert perspectives on the area including their outlook on future developments. Expert opinion: Click Chemistry reactions are an important part of the medicinal Chemistry toolbox and offer substantial advantages to medicinal chemists in terms of overcoming the limitations of useful chemical synthesis, increasing throughput, and improving the quality of compound libraries. To explore new chemical spaces for drug-like molecules containing a high degree of structural diversity, it may be useful to merge the diversity-oriented synthesis and 'privileged' substructure-based strategy with bioorthogonal reactions using sophisticated automation and flow systems to improve productivity. Large compound libraries obtained in this way should be of great value for the discovery of bioactive compounds and therapeutic agents.