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Fluorescence Assisted Capillary Electrophoresis of Glycans Enabled by the Negatively Charged Auxochromes in 1‐Aminopyrenes
Author(s) -
Savicheva Elizaveta A.,
Seikowski Jan,
Kast Jeannette I.,
Grünig Christoph R.,
Belov Vladimir N.,
Hell Stefan W.
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202013187
Subject(s) - capillary electrophoresis , sulfonyl , chemistry , fluorescence , chromophore , photochemistry , electrophoresis , analytical chemistry (journal) , amination , emission spectrum , acceptor , nitroaniline , organic chemistry , chromatography , spectral line , catalysis , alkyl , astronomy , condensed matter physics , physics , quantum mechanics
A compact and negatively charged acceptor group, N ‐(cyanamino)sulfonyl, is introduced for dye design and its influence on the absorption and emission spectra of the “push–pull” chromophores is demonstrated with 1,3,6‐tris[(cyanamino)sulfonyl]‐8‐aminopyrene. The new sulfonamides, including O ‐phosphorylated (3‐hydroxyazetidine)‐ N ‐sulfonyl, are negatively charged electron acceptors and auxochromes. 1‐Aminopyrenes decorated with the new sulfonamides have three or six negative charges (pH ≥8), low m / z ratios, high mobilities in an electric field, and yellow to orange emission. We labeled maltodextrin oligomers by reductive amination, separated the products by electrophoresis, and demonstrated their high brightness in a commercial DNA analyzer and the distribution of the emission signal among the detection channels.