Fast and catalyst-free hydrazone ligation via ortho-halo-substituted benzaldehydes for protein C-terminal labeling at neutral pH
| Autor: | Yuan Xia, Yang Xu, Chen Wang, Ling Xu, Qing-Xiang Guo, Yi-Ming Li, Yao Fu, Chao-Jian Guan |
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| Rok vydání: | 2015 |
| Předmět: |
Time Factors
Stereochemistry Hydrazone Peptide Catalysis Halogens Materials Chemistry medicine Neutral ph chemistry.chemical_classification Bioconjugation Molecular Structure Staining and Labeling Hydrazones Metals and Alloys General Chemistry Hydrogen-Ion Concentration Combinatorial chemistry Surfaces Coatings and Films Electronic Optical and Magnetic Materials chemistry Benzaldehydes Ceramics and Composites Chemical ligation Ligation Protein C medicine.drug |
| Zdroj: | Chemical Communications. 51:13189-13192 |
| ISSN: | 1364-548X 1359-7345 |
| Popis: | Rapid and catalyst-free hydrazone ligation reaction between ortho-halobenzaldehyde derivatives and peptide/protein hydrazides was observed at neutral pH and room temperature. 2-Chlorobenzaldehyde exhibited the fastest reaction and highest conversion rates among the series of ortho-halobenzaldehydes. The resulting hydrazone-containing bioconjugation products were also found to be fairly stable under experimental conditions. The new ligation strategy was successfully used for protein C-terminal labeling and should provide a practical approach for the modification of proteins. |
| Databáze: | OpenAIRE |
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