Reactive oxygen species-activated bioorthogonal chemistry in living systems enabled by boronate-caged dihydrotetrazines [PDF]
Nature CommunicationsBioorthogonal chemistry has become a robust toolbox with growing applications in biology and medicine. To meet diverse needs in research, new types of on-demand bioorthogonal reactions capable of responding to biological triggers or exogenous stimuli are
Dongqing Ming +9 more
doaj +2 more sources
Conformationally Strained trans-Cyclooctene (sTCO) Enables the Rapid Construction of (18)F-PET Probes via Tetrazine Ligation. [PDF]
Theranostics, 2016 The bioorthogonal reaction between tetrazines and trans-cyclooctenes is a method for the rapid construction of F-18 probes for PET imaging. Described here is a second generation 18F-labeling system based on a conformationally strained trans-cyclooctene ...
Wang M +9 more
europepmc +4 more sources
Polymer Chemistry, 2020 The inverse electron demand Diets-Alder (IEDDA) reaction-initiated ligation between 1,2,4,5-tetra-zines (Tz) and trans-cyclooctenes (TCO) is one of the fastest bioorthogonal reactions known today and is therefore increasingly used for in vivo click ...
Barz, M. +8 more
core +5 more sources
A benzylic linker promotes methyltransferase catalyzed norbornene transfer for rapid bioorthogonal tetrazine ligation. [PDF]
Chem Sci, 2017 Benzylic AdoMet analogs enable highly efficient enzymatic transfer of norbornenes to nucleic acids and subsequent tetrazine ligation.
Muttach F +4 more
europepmc +4 more sources
Selective Late-Stage Functionalization of Tryptophan-Containing Peptides To Facilitate Bioorthogonal Tetrazine Ligation. [PDF]
Org LettSite-selective modification of complex peptides and the functionalization of their C-H bonds hold great promise for expanding their use in therapeutics and biomedical research. Herein, we leverage the power of late-stage chemoenzymatic catalysis using an indole prenyltransferase (IPT) enzyme and alkyl diphosphates to specifically modify the indole ring
Mupparapu N +5 more
europepmc +3 more sources
Bioorthogonal “Click” Cycloadditions: A Toolkit for Modulating Polymers and Nanostructures in Living Systems [PDF]
Reactions“Click” cycloadditions offer effective pathways for the modifications of supramolecular structures, polymers, and nanomaterials. These reactions include bioorthogonal mechanisms that do not interfere with the biological processes, providing a type of ...
Irene Lepori +6 more
doaj +3 more sources
Tetrazine-norbornene versus azide-norbornene ligation: evaluating the toolbox for polymer–polymer coupling [PDF]
Polymer Chemistry, 2023 The selective ligation chemistry of the stable norbornene (Nb) with an asymmetric tetrazine (Tz), accessible in a one-pot reaction is adapted to the ligation of polymer segments yielding block copolymers.
August, Dennis D. +5 more
core +3 more sources
Conformationally Strained <i>trans</i>-Cyclooctene with Improved Stability and Excellent Reactivity in Tetrazine Ligation. [PDF]
Chem Sci, 2014 Computation has guided the design of conformationally-strained dioxolane-fusedtrans-cyclooctene (d-TCO) derivatives that display excellent reactivity in the tetrazine ligation.
Darko A +6 more
europepmc +4 more sources
Tetrazine-<i>trans</i>-cyclooctene ligated lanthanide conjugates for biomedical imaging.
Inorg Chem FrontTetrazine-functionalised lanthanide chelates and their catalyst-free ‘click’ reactions with a trans -cyclooctene-rhodamine fluorophore are reported. These probes were delivered across the blood–brain barrier using focused ultrasound and microbubbles.
Chen H +10 more
europepmc +3 more sources
Tuning Encodable Tetrazine Chemistry for Site-Specific Protein Bioorthogonal Ligations. [PDF]
Angew Chem Int Ed EnglAbstract Using genetic code expansion (GCE) to encode bioorthogonal chemistry has emerged as a promising method for protein labeling, both in vitro and within cells. Here, we demonstrate that tetrazine (Tet) amino acids incorporated into proteins are highly tunable and have extraordinary potential for fast and quantitative ...
Jana S +4 more
europepmc +2 more sources