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Live Monitoring of Strain‐Promoted Azide Alkyne Cycloadditions in Complex Reaction Environments by Inline ATR‐IR Spectroscopy
Author(s) -
Svatunek Dennis,
Eilenberger Gottfried,
Denk Christoph,
Lumpi Daniel,
Hametner Christian,
Allmaier Günter,
Mikula Hannes
Publication year - 2020
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.201905478
Subject(s) - cycloaddition , alkyne , azide , kinetics , chemistry , aqueous solution , chemical kinetics , click chemistry , molecule , nuclear magnetic resonance spectroscopy , photochemistry , combinatorial chemistry , organic chemistry , catalysis , physics , quantum mechanics
The strain‐promoted azide alkyne cycloaddition (SPAAC) is a powerful tool for forming covalent bonds between molecules even under physiological conditions, and therefore found broad application in fields ranging from biological chemistry and biomedical research to materials sciences. For many applications, knowledge about reaction kinetics of these ligations is of utmost importance. Kinetics are commonly assessed and studied by NMR measurements. However, these experiments are limited in terms of temperature and restricted to deuterated solvents. By using an inline ATR‐IR probe we show that the cycloaddition of azides and alkynes can be monitored in aqueous and even complex biological fluids enabling the investigation of reaction kinetics in various solvents and even human blood plasma under controlled conditions in low reaction volumes.