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The Tandem Mannich–Electrophilic Amination Reaction: a Versatile Platform for Fluorescent Probing and Labeling
Author(s) -
Sączewski Jarosław,
Hinc Krzysztof,
Obuchowski Michał,
Gdaniec Maria
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201302085
Subject(s) - electrophilic amination , amination , chemistry , tandem , combinatorial chemistry , fluorescence , amine gas treating , electrophile , formaldehyde , aqueous solution , organic chemistry , computer science , materials science , catalysis , physics , quantum mechanics , composite material
Tandem fluorogenic reaction : A new platform for the direct, selective and sensitive detection of formaldehyde and/or secondary aliphatic amines, based on a tandem Mannich–electrophilic amination reaction, is described. Biological applications of hydrophilic, water‐soluble fluorescent 2,2‐dialkyl‐2,3‐dihydro‐[1,2,4]triazolo[4,3‐ a ]pyridin‐2‐ium‐8‐carboxylates ( Safarinium P probes) are exemplified by labeling of the amine‐containing Ac‐AKF‐NH 2 peptide and Bacillus subtilis spores in aqueous solution.