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.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Chemistry, Organic / methods
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Codon
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Cycloaddition Reaction
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Cyclooctanes / chemistry
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Cysteine / chemistry
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Green Fluorescent Proteins / chemistry
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Hydrolysis
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Indicators and Reagents / chemistry*
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Methanocaldococcus / enzymology
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Models, Chemical
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Recombinant Proteins / chemistry
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Triazines / chemistry*
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Tyrosine-tRNA Ligase / chemistry
Substances
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Codon
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Cyclooctanes
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Indicators and Reagents
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Recombinant Proteins
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Triazines
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Green Fluorescent Proteins
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1,2,4-triazine
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Tyrosine-tRNA Ligase
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Cysteine