Metabolic glycoengineering–exploring glycosylation with bioorthogonal chemistry

M Kufleitner, LM Haiber, V Wittmann - Chemical Society Reviews, 2023 - pubs.rsc.org
Glycans are involved in numerous biological recognition events. Being secondary gene
products, their labeling by genetic methods–comparable to GFP labeling of proteins–is not …

Inverse electron demand Diels–Alder reactions in chemical biology

BL Oliveira, Z Guo, GJL Bernardes - Chemical Society Reviews, 2017 - pubs.rsc.org
The emerging inverse electron demand Diels–Alder (IEDDA) reaction stands out from other
bioorthogonal reactions by virtue of its unmatchable kinetics, excellent orthogonality and …

Click chemistry in proteomic investigations

CG Parker, MR Pratt - Cell, 2020 - cell.com
Despite advances in genetic and proteomic techniques, a complete portrait of the proteome
and its complement of dynamic interactions and modifications remains a lofty, and as of yet …

Advances in chemical probing of protein O-GlcNAc glycosylation: structural role and molecular mechanisms

A Saha, D Bello, A Fernández-Tejada - Chemical Society Reviews, 2021 - pubs.rsc.org
The addition of O-linked-β-DN-acetylglucosamine (O-GlcNAc) onto serine and threonine
residues of nuclear and cytoplasmic proteins is an abundant, unique post-translational …

Conformationally strained trans-cyclooctene with improved stability and excellent reactivity in tetrazine ligation

A Darko, S Wallace, O Dmitrenko, MM Machovina… - Chemical …, 2014 - pubs.rsc.org
Computation has guided the design of conformationally-strained dioxolane-fused trans-
cyclooctene (d-TCO) derivatives that display excellent reactivity in the tetrazine ligation. A …

To view your biomolecule, click inside the cell

V Rigolot, C Biot, C Lion - Angewandte Chemie, 2021 - Wiley Online Library
The surging development of bioorthogonal chemistry has profoundly transformed chemical
biology over the last two decades. Involving chemical partners that specifically react together …

Constructing new bioorthogonal reagents and reactions

RD Row, JA Prescher - Accounts of chemical research, 2018 - ACS Publications
Conspectus Chemical tools are transforming our understanding of biomolecules and living
systems. Included in this group are bioorthogonal reagents–functional groups that are inert …

Theoretical elucidation of the origins of substituent and strain effects on the rates of Diels–Alder reactions of 1, 2, 4, 5-tetrazines

F Liu, Y Liang, KN Houk - Journal of the American Chemical …, 2014 - ACS Publications
The Diels–Alder reactions of seven 1, 2, 4, 5-tetrazines with unstrained and strained alkenes
and alkynes were studied with quantum mechanical calculations (M06-2X density functional …

1, 2, 4-triazines are versatile bioorthogonal reagents

DN Kamber, Y Liang, RJ Blizzard, F Liu… - Journal of the …, 2015 - ACS Publications
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 …

Live‐cell localization microscopy with a fluorogenic and self‐blinking tetrazine probe

P Werther, K Yserentant, F Braun… - Angewandte Chemie …, 2020 - Wiley Online Library
Recent developments in fluorescence microscopy call for novel small‐molecule‐based
labels with multiple functionalities to satisfy different experimental requirements. A current …