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

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 prob...

Full description

Saved in:
Bibliographic Details
Published inORGANIC CHEMISTRY FRONTIERS Vol. 4; no. 4; pp. 495 - 499
Main Authors Nair, R. N., Rosnow, J. J., Murphree, T. A., Bowden, M. E., Lindemann, S. R., Wright, A. T.
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.04.2017
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
DYNAMICS
IN-SITU VISUALIZATION
CATALYSIS
ALPHA-AMINO-ACIDS
IDENTIFICATION
MAMMALIAN-CELLS
Online AccessGet full text

Cover

More Information
Summary: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.
Bibliography:NIH RePORTER
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:2052-4129
2052-4110
2052-4110
DOI:10.1039/c6qo00819d