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  Negatively charged yellow‐emitting 1‐aminopyrene dyes for reductive amination and fluorescence detection of glycans

Belov, V. N., Savicheva, E. A., Mitronova, G. Y., Thomas, L., Böhm, M. J., Seikowski, J., et al. (2020). Negatively charged yellow‐emitting 1‐aminopyrene dyes for reductive amination and fluorescence detection of glycans. Angewandte Chemie, International Edition, 59(14), 5505-5509. doi:10.1002/anie.201908063.

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Item Permalink: http://hdl.handle.net/21.11116/0000-0005-6F02-D Version Permalink: http://hdl.handle.net/21.11116/0000-0006-036A-0
Genre: Journal Article

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AngewChemIntEd_59_2020_5505.pdf (Any fulltext), 987KB
 
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 Creators:
Belov , Vladimir N., Author
Savicheva , Elizaveta A., Author
Mitronova , Guyzel Yu., Author
Thomas, Laura, Author
Böhm, Marvin J., Author
Seikowski , Jan, Author
Hell, Stefan W.1, Author              
Affiliations:
1Department of NanoBiophotonics, MPI for Biophysical Chemistry, Max Planck Society, ou_578627              

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Free keywords: Donor-acceptor systems; Glycoconjugates; chromophores; electrophoresis; fluorescent probes
 Abstract: 1 - Aminopyrenes with three w-hydroxylated N-alkylsulfonamido or alkylsulfonyl residues in positions 3, 6 and 8 were prepared, O-phosphorylated and applied for reductive amination of oligosaccharides. The dyes (ε ~ 20000 M -1 cm -1 ) with six negative charges (pH ≥ 8) and low m/z ratios enable labeling and fluorescence detection of reducing sugars (glycans) related to the most structurally and functionally diverse class of natural products. Under excitation with a 488 nm laser, the new glycoconjugates emit yellow light of about 560 nm, outperforming (in respect of brightness and electrophoretic mobilities) the corresponding APTS derivatives (benchmark dye with green emission in conjugates).

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Language(s): eng - English
 Dates: 2019-12-122019-06-282019-12-132020-01-022020-03-27
 Publication Status: Published in print
 Pages: 6
 Publishing info: -
 Table of Contents: -
 Rev. Method: Peer
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Title: Angewandte Chemie, International Edition
  Abbreviation : Angew. Chem., Int. Ed.
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 59 (14) Sequence Number: - Start / End Page: 5505 - 5509 Identifier: ISSN: 1433-7851
CoNE: https://pure.mpg.de/cone/journals/resource/1433-7851