Clip chemistry: diverse (bio)(macro) molecular and material function through breaking covalent bonds

P Shieh, MR Hill, W Zhang, SL Kristufek… - Chemical …, 2021 - ACS Publications
In the two decades since the introduction of the “click chemistry” concept, the toolbox of “click
reactions” has continually expanded, enabling chemists, materials scientists, and biologists …

Modifications of amino acids using arenediazonium salts

S Sengupta, S Chandrasekaran - Organic & Biomolecular Chemistry, 2019 - pubs.rsc.org
Aryl transfer reactions from arenediazonium salts have started to make their impact in
chemical biology with initial forays in the arena of arylative modifications and bio …

A chemoselective rapid azo-coupling reaction (CRACR) for unclickable bioconjugation

PS Addy, SB Erickson, JS Italia… - Journal of the American …, 2017 - ACS Publications
Chemoselective modification of complex biomolecules has become a cornerstone of
chemical biology. Despite the exciting developments of the past two decades, the demand …

Photo-Driven Regiodivergent Arylation/Cyclization and Arylation/Hydroxylation of N-Aryl Methacrylamides with Aryltriazenes: Access to Functionalized 3,3 …

X Zhou, W Xu, B Wang, A Iqbal, Z Chen… - The Journal of …, 2024 - ACS Publications
A metal-free, light-induced regiodivergent functionalization of α, β-unsaturated amides with
aryltriazenes under ambient conditions was developed. The visible light and B (C6F5) 3 …

Affinity-Driven Aryl Diazonium Labeling of Peptide Receptors on Living Cells

S Sharma, MJ Naldrett, MJ Gill… - Journal of the American …, 2024 - ACS Publications
Peptide–receptor interactions play critical roles in a wide variety of physiological processes.
Methods to link bioactive peptides covalently to unmodified receptors on the surfaces of …

Protein modification via mild photochemical isomerization of triazenes to release aryl diazonium ions

GJ Davis, JA Townsend, MG Morrow… - Bioconjugate …, 2021 - ACS Publications
This work describes the development of phenyl diazenyl piperidine triazene derivatives that
can be activated to release aryl diazonium ions for labeling of proteins using light. These …

Copper-free click enabled triazabutadiene for bioorthogonal protein functionalization

AN Wijetunge, GJ Davis, M Shadmehr… - Bioconjugate …, 2021 - ACS Publications
Aryl diazonium ions have long been used in bioconjugation due to their reactivity toward
electron-rich aryl residues, such as tyrosine. However, their utility in biological systems has …

Coumarin triazabutadienes for fluorescent labeling of proteins

M Shadmehr, GJ Davis, BT Mehari, SM Jensen… - …, 2018 - Wiley Online Library
The use of small‐molecule fluorophores to label proteins with minimal perturbation in
response to an external stimulus is a powerful tool to probe chemical and biochemical …

Site‐Selective Aryl Diazonium Installation onto Protein Surfaces at Neutral pH using a Maleimide‐Functionalized Triazabutadiene

NDJ Yates, NE Hatton, MA Fascione… - ChemBioChem, 2023 - Wiley Online Library
Aryl diazonium cations are versatile bioconjugation reagents due to their reactivity towards
electron‐rich aryl residues and secondary amines, but historically their usage has been …

Rapid in Situ Generation of Benzene Diazonium Ions under Basic Aqueous Conditions from Bench-Stable Triazabutadienes

J He, FW Kimani, JC Jewett - Synlett, 2017 - thieme-connect.com
Aryl diazonium ions are useful across a range of chemical/biochemical areas. These
species are generally made using strongly acidic conditions, which can be detrimental to …