Mechanisms and Substituent Effects of Metal-Free Bioorthogonal Reactions
Publication type: Journal Article
Publication date: 2021-01-05
scimago Q1
wos Q1
SJR: 16.455
CiteScore: 100.5
Impact factor: 55.8
ISSN: 00092665, 15206890
PubMed ID:
33400520
General Chemistry
Abstract
Reactions that occur under physiological conditions find diverse uses in the chemical and biological sciences. However, the limitations that biological systems place on chemical reactions restrict the number of such bioorthogonal reactions. A profound understanding of the mechanistic principles and structure-reactivity trends of these transformations is therefore critical to access new and improved versions of bioorthogonal chemistry. The present article reviews the mechanisms and substituent effects of some of the principal metal-free bioorthogonal reactions based on inverse-electron demand Diels-Alder reactions, 1,3-dipolar cycloadditions, and the Staudinger reaction. Mechanisms of modified versions that link these reactions to a dissociative step are further discussed. The presented summary is anticipated to aid the advancement of bioorthogonal chemistry.
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109
Total citations:
109
Citations from 2024:
62
(56.88%)
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GOST
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Deb T., Tu J., Franzini R. M. Mechanisms and Substituent Effects of Metal-Free Bioorthogonal Reactions // Chemical Reviews. 2021. Vol. 121. No. 12. pp. 6850-6914.
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Deb T., Tu J., Franzini R. M. Mechanisms and Substituent Effects of Metal-Free Bioorthogonal Reactions // Chemical Reviews. 2021. Vol. 121. No. 12. pp. 6850-6914.
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TY - JOUR
DO - 10.1021/acs.chemrev.0c01013
UR - https://doi.org/10.1021/acs.chemrev.0c01013
TI - Mechanisms and Substituent Effects of Metal-Free Bioorthogonal Reactions
T2 - Chemical Reviews
AU - Deb, Titas
AU - Tu, Julian
AU - Franzini, Raphael M
PY - 2021
DA - 2021/01/05
PB - American Chemical Society (ACS)
SP - 6850-6914
IS - 12
VL - 121
PMID - 33400520
SN - 0009-2665
SN - 1520-6890
ER -
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BibTex (up to 50 authors)
Copy
@article{2021_Deb,
author = {Titas Deb and Julian Tu and Raphael M Franzini},
title = {Mechanisms and Substituent Effects of Metal-Free Bioorthogonal Reactions},
journal = {Chemical Reviews},
year = {2021},
volume = {121},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://doi.org/10.1021/acs.chemrev.0c01013},
number = {12},
pages = {6850--6914},
doi = {10.1021/acs.chemrev.0c01013}
}
Cite this
MLA
Copy
Deb, Titas, et al. “Mechanisms and Substituent Effects of Metal-Free Bioorthogonal Reactions.” Chemical Reviews, vol. 121, no. 12, Jan. 2021, pp. 6850-6914. https://doi.org/10.1021/acs.chemrev.0c01013.