Journal
TETRAHEDRON LETTERS
Volume 55, Issue 9, Pages 1549-1551Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2014.01.067
Keywords
Rosamine; Fluorescent; Benzophenone imine; Organolithium; Xanthone; Acidic hydrolysis
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Funding
- Office of Science, Office of Biological and Environmental Research, Radiochemistry and Imaging Instrumentation, of the U.S. Department of Energy to the University of California [DE-AC02-05CH11231]
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Substituted rosamines are efficiently prepared through a new organometallic addition to an iminesubstituted xanthone as a novel primary amine equivalent. The synthesis reduces the number of synthetic steps to the targeted rosamines, for convenient and facile access to potential libraries of rosamine dyes. The prepared rosamine derivatives represent unique multifunctional platforms that possess radiolabeling capability and fluorescence. Rosamines have (i) useful non-specific binding properties in mammalian cells and plant root hair, and (ii) positive uptake or binding properties in microbial systems. (C) 2014 Elsevier Ltd. All rights reserved.
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