Oxidative Modification of Tryptophan-Containing Peptides
| Autor: | Katrine Qvortrup, Vitaly V. Komnatnyy, Kim T. Mortensen, Jonas O. Petersen, Thomas E. Nielsen, Katrine E. Christensen, Mathias T. Nielsen |
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| Přispěvatelé: | Singapore Centre for Environmental Life Sciences and Engineering |
| Jazyk: | angličtina |
| Rok vydání: | 2018 |
| Předmět: |
Fluorescent labeling
Site-selective protein modification Peptide Oxidative phosphorylation Conjugated system 010402 general chemistry 01 natural sciences Solid-phase peptide synthesis Benzoquinones Side chain Moiety Solid-Phase Synthesis Techniques Fluorescent Dyes Indole test chemistry.chemical_classification Molecular Structure 010405 organic chemistry Chemistry Tryptophan General Chemistry General Medicine Combinatorial chemistry Fluorescence Environmental engineering [Engineering] 0104 chemical sciences Peptides Oxidation-Reduction |
| Zdroj: | Petersen, J, Christensen, P K, Nielsen, M T, Mortensen, K T, Komnatnyy, V V, Nielsen, T E & Qvortrup, K 2018, ' Oxidative Modification of Tryptophan-Containing Peptides ', A C S Combinatorial Science, vol. 20, no. 6 . https://doi.org/10.1021/acscombsci.8b00014 |
| DOI: | 10.1021/acscombsci.8b00014 |
| Popis: | We herein present a broadly useful method for the chemoselective modification of a wide range of tryptophan-containing peptides. Exposing a tryptophan-containing peptide to 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) resulted in a selective cyclodehydration between the peptide backbone and the indole side chain of tryptophan to form a fully conjugated indolyl-oxazole moiety. The modified peptides show a characteristic and significant emission maximum at 425 nm, thus making the method a useful strategy for fluorescence labeling. |
| Databáze: | OpenAIRE |
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