nucleophilic trapping nitrilimine generated by photolysis of diaryltetrazole in aqueous phase

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ID: 201189
2013
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Abstract
Nitrilimine generated by photolysis of diaryltetrazole in aqueous phase under mild conditions was trapped by nucleophiles including amines and thioalcohols. The representative products were characterized, while products with all 20 natural amino acids and a peptide were observed by MALDI-TOF mass spectroscopy. Competitive studies showed that this reaction also occurred in the presence of acrylamide. These results provided new information for understanding the potential side reactions when tetrazole-alkene pairs were used as a bioorthogonal reaction in labeling proteins and related studies in buffered systems.
Reference Key
zhang2013moleculesnucleophilic Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors ;Yixin Zhang;Wujun Liu;Zongbao K. Zhao
Journal Journal of ethnopharmacology
Year 2013
DOI
10.3390/molecules19010306
URL
http://www.mdpi.com/1420-3049/19/1/306
Keywords
photolysis nucleophilic addition tetrazole

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