Derivatization based on tetrazine scaffold: synthesis of tetrazine derivatives and their biomedical applications

Author(s):  
Hongbao Sun ◽  
Qinghe Xue ◽  
Chang Zhang ◽  
Haoxing Wu ◽  
Ping Feng

Bioorthogonal chemistry is widely used in biological systems and has been trialed in patients, attracting a lot of attention in this century. Tetrazine-based bioorthogonal reactions are essential in chemical biology...

2021 ◽  
Author(s):  
Javier Idiago-López ◽  
Eduardo Moreno-Antolín ◽  
Jesús M. de la Fuente ◽  
Raluca M. Fratila

Herein, we summarise the recent efforts to bring together the unique properties of nanoparticles and the remarkable features of bioorthogonal reactions for creating a toolbox of new or improved biomedical applications.


2018 ◽  
Vol 6 (1) ◽  
pp. 9-24 ◽  
Author(s):  
Yuancheng Li ◽  
Yaolin Xu ◽  
Candace C. Fleischer ◽  
Jing Huang ◽  
Run Lin ◽  
...  

Various anti-biofouling surface coating materials for nanoparticles have been reviewed for the reduction of their non-specific interactions with biological systems.


2022 ◽  
Author(s):  
W. Kuba ◽  
M. Wilkovitsch ◽  
J. C. T. Carlson ◽  
H. Mikula

AbstractThe spontaneous cycloaddition of tetrazines with a number of different dienophiles has become a powerful tool in chemical biology, in particular for the biocompatible conjugation and modification of (bio)molecules. The exceptional reaction kinetics made these bioorthogonal ligations the methods of choice for time-critical processes at very low concentrations, facilitating controlled molecular transformations in complex environments and even in vivo. The emerging concept of bond-cleavage reactions triggered by tetrazine-based cycloadditions enabled the design of diagnostic and therapeutic strategies. The tetrazine-triggered activation of prodrugs represents the first bioorthogonal reaction performed in humans, marking the beginning of the era of clinical translation of bioorthogonal chemistry. This chapter provides an overview of the synthesis and reactivity of tetrazines, their cycloadditions with various dienophiles, and transformations triggered by these reactions, focusing on reaction mechanisms, kinetics and efficiency, and selected applications.


2018 ◽  
Vol 15 (6) ◽  
pp. 755-761 ◽  
Author(s):  
Zhipeng A. Wang ◽  
Yan-Yu Liang ◽  
Ji-Shen Zheng

The chemical modifications of proteins or protein complexes have been a challenging but fruitful task in the post-genomic era. Bioorthogonal reactions play an important role for the purpose of selective functionalization, localization, and labeling of proteins with natural or non-natural structures. Among these reactions, reductive amination stands out as one of the typical bioorthogonal reactions with high efficiency, good biocompatibility, and versatile applications. However, not many specific reviews exist to discuss the mechanism, kinetics, and their applications in a detailed manner. In this manuscript, we aim to summarize some current developments and mechanistic studies of reductive amination reaction and its applications. We hope reductive amination reaction can contribute to a wider scope of protein chemistry research en route in the chemical biology frontier as one of the well-known bioorthogonal reactions.


2013 ◽  
Vol 9 (5) ◽  
pp. 576-587 ◽  
Author(s):  
Mahendra Rai ◽  
Avinash Ingle ◽  
Indarchand Gupta ◽  
Sonal Birla ◽  
Alka Yadav ◽  
...  

2022 ◽  
Author(s):  
Bernadette A. Miao ◽  
Lingyuan Meng ◽  
Bozhi Tian

This review provides an overview and recent advances of how biological systems guide the design, engineering, and implementation of bioelectrical interfaces for biomedical applications in nervous, cardiac, and microbial systems.


2017 ◽  
Vol 46 (16) ◽  
pp. 4895-4950 ◽  
Author(s):  
B. L. Oliveira ◽  
Z. Guo ◽  
G. J. L. Bernardes

The emerging inverse electron demand Diels–Alder (IEDDA) reaction stands out from other bioorthogonal reactions by virtue of its unmatchable kinetics, excellent orthogonality and biocompatibility.


2017 ◽  
Vol 4 (6) ◽  
pp. 1167-1198 ◽  
Author(s):  
João M. J. M. Ravasco ◽  
Carlos M. Monteiro ◽  
Alexandre F. Trindade

Cyclopropenes have become an important mini-tag tool in chemical biology, participating in fast inverse electron demand Diels–Alder and photoclick reactions in biological settings.


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