Synthesis and photophysical characterization of 1-and 4-(purinyl) triazoles
Journal article, 2013
Fluorescent adenine mimetics are useful tools for studying DNA, RNA and enzyme functions. Herein we describe the synthesis of eight 1-(purinyl)triazoles and two 4-(purinyl)triazoles utilizing the 1,4-regioselective copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction as the key step. The fluorescence properties of five of the synthesized 1-(purinyl)triazoles are also presented. The five measured compounds displayed low quantum yields. The results, when compared to previously published data, suggest a high influence of the substitution pattern of the triazole on the fluorescence properties.
ADENYLATE ANALOGS
INHIBITORS
METHIONYL-TRANSFER-RNA
Fluorescent purines
MYCOBACTERIUM-TUBERCULOSIS
DESIGN
SYNTHETASE
Purinyltriazole
ACID
ISOLEUCYL ADENYLATES
PANTOTHENATE
TRANSFER-RNA SYNTHETASE
SIDEROPHORE BIOSYNTHESIS
CuAAc
Author
Itedale Namro Redwan
University of Gothenburg
David Bliman
University of Gothenburg
Munefumi Tokugawa
University of Gothenburg
Christopher Lawson
University of Gothenburg
Morten Grötli
University of Gothenburg
Tetrahedron
0040-4020 (ISSN)
Vol. 69 42 8857-8864Subject Categories
Biochemistry and Molecular Biology
DOI
10.1016/j.tet.2013.08.023