Literature DB >> 26084312

1,2,4-Triazines Are Versatile Bioorthogonal Reagents.

David N Kamber, Yong Liang, Robert J Blizzard1, Fang Liu, Ryan A Mehl1, K N Houk, Jennifer A Prescher.   

Abstract

A new class of bioorthogonal reagents, 1,2,4-triazines, is described. These scaffolds are stable in biological media and capable of robust reactivity with trans-cyclooctene (TCO). The enhanced stability of the triazine scaffold enabled its direct use in recombinant protein production. The triazine-TCO reaction can also be used in tandem with other bioorthogonal cycloaddition reactions. These features fill current voids in the bioorthogonal toolkit.

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Year:  2015        PMID： 26084312     DOI： 10.1021/jacs.5b05100

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  28 in total

1.  Differential Effects of Nitrogen Substitution in 5- and 6-Membered Aromatic Motifs.

Authors:  Brian J Levandowski; Nile S Abularrage; Ronald T Raines
Journal:  Chemistry       Date:  2020-06-12       Impact factor: 5.236

2.  Fine-Tuning Strain and Electronic Activation of Strain-Promoted 1,3-Dipolar Cycloadditions with Endocyclic Sulfamates in SNO-OCTs.

Authors:  Eileen G Burke; Brian Gold; Trish T Hoang; Ronald T Raines; Jennifer M Schomaker
Journal:  J Am Chem Soc       Date:  2017-05-31       Impact factor: 15.419

3.  Developing bioorthogonal probes to span a spectrum of reactivities.

Authors:  Sean S Nguyen; Jennifer A Prescher
Journal:  Nat Rev Chem       Date:  2020-07-21       Impact factor: 34.035

4.  A Chemoselective Rapid Azo-Coupling Reaction (CRACR) for Unclickable Bioconjugation.

Authors:  Partha Sarathi Addy; Sarah B Erickson; James S Italia; Abhishek Chatterjee
Journal:  J Am Chem Soc       Date:  2017-08-16       Impact factor: 15.419

5.  Installation of Minimal Tetrazines through Silver-Mediated Liebeskind-Srogl Coupling with Arylboronic Acids.

Authors:  William D Lambert; Yinzhi Fang; Subham Mahapatra; Zhen Huang; Christopher W Am Ende; Joseph M Fox
Journal:  J Am Chem Soc       Date:  2019-10-22       Impact factor: 15.419

6.  Bioorthogonal Cycloadditions: Computational Analysis with the Distortion/Interaction Model and Predictions of Reactivities.

Authors:  Fang Liu; Yong Liang; K N Houk
Journal:  Acc Chem Res       Date:  2017-09-06       Impact factor: 22.384

7.  Mutually Orthogonal Nonsense-Suppression Systems and Conjugation Chemistries for Precise Protein Labeling at up to Three Distinct Sites.

Authors:  James S Italia; Partha Sarathi Addy; Sarah B Erickson; Jennifer C Peeler; Eranthie Weerapana; Abhishek Chatterjee
Journal:  J Am Chem Soc       Date:  2019-04-08       Impact factor: 15.419

8.  Constructing New Bioorthogonal Reagents and Reactions.

Authors:  R David Row; Jennifer A Prescher
Journal:  Acc Chem Res       Date:  2018-05-04       Impact factor: 22.384

9.  Decreasing Distortion Energies without Strain: Diazo-Selective 1,3-Dipolar Cycloadditions.

Authors:  Brian Gold; Matthew R Aronoff; Ronald T Raines
Journal:  J Org Chem       Date:  2016-07-07       Impact factor: 4.354

10.  Exploring the Condensation Reaction between Aromatic Nitriles and Amino Thiols To Optimize In Situ Nanoparticle Formation for the Imaging of Proteases and Glycosidases in Cells.

Authors:  Zixin Chen; Min Chen; Yunfeng Cheng; Toshiyuki Kowada; Jinghang Xie; Xianchuang Zheng; Jianghong Rao
Journal:  Angew Chem Int Ed Engl       Date:  2020-01-21       Impact factor: 15.336
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