Saline Accelerates Oxime Reaction with Aldehyde and Keto Substrates at Physiological pH

We have discovered a simple and versatile reaction condition for oxime mediated bioconjugation reaction that could be adapted for both aldehyde and keto substrates. We found that saline accelerated the oxime kinetics in a concentration-dependent manner under physiological conditions. The reaction me...

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Veröffentlicht in:Scientific reports 2018-02, Vol.8 (1), p.2193-7, Article 2193
Hauptverfasser: Wang, Shujiang, Nawale, Ganesh N., Kadekar, Sandeep, Oommen, Oommen P., Jena, Naresh K., Chakraborty, Sudip, Hilborn, Jöns, Varghese, Oommen P.
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Sprache:eng
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Zusammenfassung:We have discovered a simple and versatile reaction condition for oxime mediated bioconjugation reaction that could be adapted for both aldehyde and keto substrates. We found that saline accelerated the oxime kinetics in a concentration-dependent manner under physiological conditions. The reaction mechanism is validated by computational studies, and the versatility of the reaction is demonstrated by cell-surface labeling experiments. Saline offers an efficient and non-toxic catalytic option for performing the bioorthogonal-coupling reaction of biomolecules at the physiological pH. This saline mediated bioconjugation reaction represents the most biofriendly, mild and versatile approach for conjugating sensitive biomolecules and does not require any extensive purification step.
ISSN:2045-2322
2045-2322
DOI:10.1038/s41598-018-20735-0