Open Access
Molecules, volume 19, issue 1, pages 306-315
Nucleophilic Trapping Nitrilimine Generated by Photolysis of Diaryltetrazole in Aqueous Phase
Publication type: Journal Article
Publication date: 2013-12-27
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
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.
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1 publication, 2.63%
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- We do not take into account publications without a DOI.
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- Statistics recalculated weekly.
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Zhang Y. et al. Nucleophilic Trapping Nitrilimine Generated by Photolysis of Diaryltetrazole in Aqueous Phase // Molecules. 2013. Vol. 19. No. 1. pp. 306-315.
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Zhang Y., Liu W., Zhao Z. Nucleophilic Trapping Nitrilimine Generated by Photolysis of Diaryltetrazole in Aqueous Phase // Molecules. 2013. Vol. 19. No. 1. pp. 306-315.
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TY - JOUR
DO - 10.3390/molecules19010306
UR - https://doi.org/10.3390/molecules19010306
TI - Nucleophilic Trapping Nitrilimine Generated by Photolysis of Diaryltetrazole in Aqueous Phase
T2 - Molecules
AU - Zhang, Yixin
AU - Liu, Wujun
AU - Zhao, Zongbao
PY - 2013
DA - 2013/12/27 00:00:00
PB - Multidisciplinary Digital Publishing Institute (MDPI)
SP - 306-315
IS - 1
VL - 19
SN - 1420-3049
SN - 1420-3049
ER -
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@article{2013_Zhang,
author = {Yixin Zhang and Wujun Liu and Zongbao Zhao},
title = {Nucleophilic Trapping Nitrilimine Generated by Photolysis of Diaryltetrazole in Aqueous Phase},
journal = {Molecules},
year = {2013},
volume = {19},
publisher = {Multidisciplinary Digital Publishing Institute (MDPI)},
month = {dec},
url = {https://doi.org/10.3390/molecules19010306},
number = {1},
pages = {306--315},
doi = {10.3390/molecules19010306}
}
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MLA
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Zhang, Yixin, et al. “Nucleophilic Trapping Nitrilimine Generated by Photolysis of Diaryltetrazole in Aqueous Phase.” Molecules, vol. 19, no. 1, Dec. 2013, pp. 306-315. https://doi.org/10.3390/molecules19010306.