Open Access
Open access
Molecules, volume 19, issue 1, pages 306-315

Nucleophilic Trapping Nitrilimine Generated by Photolysis of Diaryltetrazole in Aqueous Phase

Publication typeJournal Article
Publication date2013-12-27
Journal: Molecules
Quartile SCImago
Q1
Quartile WOS
Q2
SJR0.744
CiteScore7.4
Impact factor4.2
ISSN14203049
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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GOST |
Cite this
GOST Copy
Zhang Y. et al. Nucleophilic Trapping Nitrilimine Generated by Photolysis of Diaryltetrazole in Aqueous Phase // Molecules. 2013. Vol. 19. No. 1. pp. 306-315.
GOST all authors (up to 50) Copy
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.
RIS |
Cite this
RIS Copy
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
PB - MDPI
SP - 306-315
IS - 1
VL - 19
PMID - 24378969
SN - 1420-3049
ER -
BibTex |
Cite this
BibTex Copy
@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 = {MDPI},
month = {dec},
url = {https://doi.org/10.3390/molecules19010306},
number = {1},
pages = {306--315},
doi = {10.3390/molecules19010306}
}
MLA
Cite this
MLA Copy
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.
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