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首页> 外文期刊>RSC Advances >Cysteine specific bioconjugation with benzyl isothiocyanates
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Cysteine specific bioconjugation with benzyl isothiocyanates

机译：用苄基异硫氰酸酯的半胱氨酸特异性生物缀合物

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摘要

Protein labelling has a wide variety of applications in medicinal chemistry and chemical biology. In addition to covalent inhibition, specific labelling of biomolecules with fluorescent dyes is important in both target discovery, validation and diagnostics. Our research was conducted through the fragment-based development of a new benzyl-isothiocyanate-activated fluorescent dye based on the fluorescein scaffold. This molecule was evaluated against fluorescein isothiocyanate, a prevalent labelling agent. The reactivity and selectivity of phenyl- and benzyl isothiocyanate were compared at different pHs, and their activity was tested on several protein targets. Finally, the clinically approved antibody trastuzumab (and it's Fab fragment) were specifically labelled through reaction with free cysteines reductively liberated from their interchain disulfide bonds. The newly developed benzyl-fluorescein isothiocyanate and its optimized labelling protocol stands to be a valuable addition to the tool kit of chemical biology.
机译：蛋白质标记在药用化学和化学生物学中具有各种各样的应用。除了共价抑制外，具有荧光染料的生物分子的特异性标记对于目标发现，验证和诊断而言是重要的。我们的研究是通过基于荧光素支架的新苄基 - 异硫氰酸酯活化的荧光染料进行的基于片段的开发进行的。对荧光素异硫氰酸酯，普遍的标记剂评估该分子。将苯基和苄基异硫氰酸酯的反应性和选择性在不同的pH中进行比较，并在几种蛋白质靶标上测试它们的活性。最后，临床批准的抗体曲妥珠单抗（和它的Fab片段）通过与从其间歇性二硫键的游离半胱氨酸的反应进行特异性标记。新开发的苄基 - 荧光素异硫氰酸酯及其优化的标签协议代表成为化学生物学工具套件的宝贵补充。

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  • 来源
    《RSC Advances》 |2020年第25期|共9页
  • 作者

    Petri Laszlo; Szijj Peter A.; Kelemen Adam; Imre Timea; Gomory Agnes; Lee Maximillian T. W.; Hegedus Krisztina; Abranyi-Balogh Peter; Chudasama Vijay; Keseru Gyorgy Miklos;

  • 作者单位

    Res Ctr Nat Sci Med Chem Res Grp Magyar Tudosok Krt 2 H-1117 Budapest Hungary;

    UCL Dept Chem 20 Gordon St London WC1H 0AJ England;

    Res Ctr Nat Sci Med Chem Res Grp Magyar Tudosok Krt 2 H-1117 Budapest Hungary;

    Res Ctr Nat Sci MS Metabol Res Grp Magyar Tudosok Krt 2 H-1117 Budapest Hungary;

    Res Ctr Nat Sci MS Prote Res Grp Magyar Tudosok Krt 2 H-1117 Budapest Hungary;

    UCL Dept Chem 20 Gordon St London WC1H 0AJ England;

    Eotvos Lorand Univ Dept Immunol Pazmany Peter Setany 1-C H-1117 Budapest Hungary;

    Res Ctr Nat Sci Med Chem Res Grp Magyar Tudosok Krt 2 H-1117 Budapest Hungary;

    UCL Dept Chem 20 Gordon St London WC1H 0AJ England;

    Res Ctr Nat Sci Med Chem Res Grp Magyar Tudosok Krt 2 H-1117 Budapest Hungary;

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  • 正文语种 eng
  • 中图分类 化学;
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