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Issue 4, 2017
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De novo synthesis of alkyne substituted tryptophans as chemical probes for protein profiling studies

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Abstract

De novo synthesis of alkynylated tryptophan moieties as chemical probes for protein profiling studies, via an unexpected synthesis of Michael acceptor 12 is reported. Friedel Craft's alkylation of 12 and alkyne substituted indoles gave alkynylated tryptophan moieties, which act as chemical probes by incorporating into actively translating Escherichia coli cells, whereby the alkyne moiety enables multimodal analyses through click chemistry mediated attachment of reporting groups.

Graphical abstract: De novo synthesis of alkyne substituted tryptophans as chemical probes for protein profiling studies

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Publication details

The article was received on 15 Dec 2016, accepted on 24 Dec 2016 and first published on 26 Dec 2016


Article type: Research Article
DOI: 10.1039/C6QO00819D
Citation: Org. Chem. Front., 2017,4, 495-499
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    De novo synthesis of alkyne substituted tryptophans as chemical probes for protein profiling studies

    R. N. Nair, J. J. Rosnow, T. A. Murphree, M. E. Bowden, S. R. Lindemann and A. T. Wright, Org. Chem. Front., 2017, 4, 495
    DOI: 10.1039/C6QO00819D

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