Nature communications, 2021-04, Vol.12 (1), p.2257-2257, Article 2257
2021
Details
- Autor(en) / Beteiligte
- Titel
- Modification of N-terminal α-amine of proteins via biomimetic ortho-quinone-mediated oxidation
- Ist Teil von
- Nature communications, 2021-04, Vol.12 (1), p.2257-2257, Article 2257
- Ort / Verlag
- England: Nature Publishing Group
- Erscheinungsjahr
- 2021
- Link zum Volltext
- Quelle
- Free E-Journal (出版社公開部分のみ）
- Beschreibungen/Notizen
- Naturally abundant quinones are important molecules, which play essential roles in various biological processes due to their reduction potential. In contrast to their universality, the investigation of reactions between quinones and proteins remains sparse. Herein, we report the development of a convenient strategy to protein modification via a biomimetic quinone-mediated oxidation at the N-terminus. By exploiting unique reactivity of an ortho-quinone reagent, the α-amine of protein N-terminus is oxidized to generate aldo or keto handle for orthogonal conjugation. The applications have been demonstrated using a range of proteins, including myoglobin, ubiquitin and small ubiquitin-related modifier 2 (SUMO2). The effect of this method is further highlighted via the preparation of a series of 17 macrophage inflammatory protein 1β (MIP-1β) analogs, followed by preliminary anti-HIV activity and cell viability assays, respectively. This method offers an efficient and complementary approach to existing strategies for N-terminal modification of proteins.
- Sprache
- Englisch
- Identifikatoren
- ISSN: 2041-1723eISSN: 2041-1723DOI: 10.1038/s41467-021-22654-7Titel-ID: cdi_doaj_primary_oai_doaj_org_article_f57acc573e8d4c519ae29390bb39b999
- Format
- –
- Schlagworte
- Aldehydes, Amines - chemistry, Amino acids, Antiviral activity, Antiviral Agents - chemistry, Antiviral Agents - pharmacology, Biological activity, Biomimetic Materials - chemistry, Biomimetics, Biomimetics - methods, Cell Line, Tumor, Cell viability, Chemokine CCL4 - chemistry, Chemokine CCL4 - genetics, Chemokine CCL4 - isolation & purification, Chemokine CCL4 - pharmacology, Conjugation, HIV, HIV Infections - drug therapy, HIV Infections - virology, HIV-1 - drug effects, Human immunodeficiency virus, Humans, Inflammation, Macrophage inflammatory protein, Myoglobin - chemistry, Myoglobins, N-Terminus, Oxidation, Oxidation-Reduction, Protein Processing, Post-Translational, Proteins, Quinones, Quinones - chemistry, Reagents, Recombinant Proteins - chemistry, Recombinant Proteins - genetics, Recombinant Proteins - isolation & purification, Small Ubiquitin-Related Modifier Proteins - chemistry, Ubiquitin, Ubiquitin - chemistry, Virus Replication - drug effects