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  Fluorescence assisted capillary electrophoresis of glycans enabled by the negatively charged auxochromes in 1-Aminopyrenes

Savicheva, E. A., Seikowski, J., Kast, J. I., Grünig, C. R., Belov, V. N., & Hell, S. W. (2021). Fluorescence assisted capillary electrophoresis of glycans enabled by the negatively charged auxochromes in 1-Aminopyrenes. Angewandte Chemie International Edition, 60(7), 3720-3726. doi:10.1002/anie.202013187.

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 Creators:
Savicheva, E. A.1, Author              
Seikowski, J.2, Author              
Kast, J. I., Author
Grünig, C. R., Author
Belov, V. N.3, Author              
Hell, S. W.1, Author              
Affiliations:
1Department of NanoBiophotonics, MPI for Biophysical Chemistry, Max Planck Society, ou_578627              
2Department of NanoBiophotonics, MPI for Biophysical chemistry, Max Planck Society, ou_578627              
3Department of NanoBiophotonics, MPI for biophysical chemistry, Max Planck Society, ou_578627              

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Free keywords: Chromophores; Donor-acceptor-systems; electrophoresis; Fluorescent probes; Glycoconjugates
 Abstract: 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.

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Language(s): eng - English
 Dates: 2020-11-272021-02-15
 Publication Status: Published in print
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 Rev. Type: Peer
 Identifiers: DOI: 10.1002/anie.202013187
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Title: Angewandte Chemie International Edition
Source Genre: Journal
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Pages: - Volume / Issue: 60 (7) Sequence Number: - Start / End Page: 3720 - 3726 Identifier: -