title: 1,2,4-Triazines Are Versatile Bioorthogonal Reagents.
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.
authors.forename: David N
authors.initials: DN
authors.lastname: Kamber
authors.forename: Yong
authors.initials: Y
authors.lastname: Liang
authors.affiliation: #Department of Biochemistry and Biophysics, Oregon State University, Corvallis, Oregon 97331, United States.
authors.forename: Robert J
authors.initials: RJ
authors.lastname: Blizzard
authors.forename: Fang
authors.initials: F
authors.lastname: Liu
authors.affiliation: #Department of Biochemistry and Biophysics, Oregon State University, Corvallis, Oregon 97331, United States.
authors.forename: Ryan A
authors.initials: RA
authors.lastname: Mehl
authors.forename: K N
authors.initials: KN
authors.lastname: Houk
authors.forename: Jennifer A
authors.initials: JA
authors.lastname: Prescher
mesh_terms: D002625:Chemistry, Organic / Q000379:methods; D003062:Codon; D061565:Cycloaddition Reaction; D034242:Cyclooctanes / Q000737:chemistry; D003545:Cysteine / Q000737:chemistry; D049452:Green Fluorescent Proteins / Q000737:chemistry; D006868:Hydrolysis; D007202:Indicators and Reagents / Q000737:chemistry*; D063747:Methanocaldococcus / Q000201:enzymology; D008956:Models, Chemical; D011994:Recombinant Proteins / Q000737:chemistry; D014227:Triazines / Q000737:chemistry*; D014448:Tyrosine-tRNA Ligase / Q000737:chemistry
chemical_list: D003062:Codon; D034242:Cyclooctanes; D007202:Indicators and Reagents; D011994:Recombinant Proteins; D014227:Triazines; D049452:Green Fluorescent Proteins; C093444:1,2,4-triazine; D014448:Tyrosine-tRNA Ligase; D003545:Cysteine