Perfluoroaryl and Perfluoroheteroaryl Reagents as Emerging New Tools for Peptide Synthesis, Modification and Bioconjugation.

Perfluoroaryl and Perfluoroheteroaryl Reagents as Emerging New Tools for Peptide Synthesis, Modification and Bioconjugation.
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DOI:
10.1002/chem.202103305
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发表时间:
2022-02-01
影响因子:
4.3
通讯作者:
Coxon, Christopher R.
Coxon, Christopher R.
中科院分区:
化学2区
文献类型:
--
作者:
Brittain, William D. G.;Coxon, Christopher R.

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Peptides and proteins are becoming increasingly valuable as medicines, diagnostic agents and as tools for biomedical sciences. Much of this has been underpinned by the emergence of new methods for the manipulation and augmentation of native biomolecules. Perfluoroaromatic reagents are perhaps one of the most diverse and exciting tools with which to modify peptides and proteins, due principally to their nucleophilic substitution chemistry, high electron deficiency and the ability for their reactivity to be tuned towards specific nucleophiles. As discussed in this minireview, in recent years, perfluoroaromatic reagents have found applications as protecting groups or activating groups in peptide synthesis and as orthogonal handles for peptide modification. Furthermore, they have applications in chemoselective ‘tagging’, stapling and bioconjugation of peptides and proteins, as well as tuning of ‘drug‐like’ properties. This review will also explore possible future applications of these reagents in biological chemistry. Perfluoroaromatic and perfluoroheteroaromatic reagents have emerged in recent years as powerful reagents for peptide and protein modification. Dominated by their regio‐ and chemoselective nucleophilic aromatic substitution chemistry under mild conditions, they have been used in peptide synthesis, tagging, cyclisation, stapling and protein bioconjugation.
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