Copper-free click chemistry reactions include cycloadditions for bioconjugation that do not rely on the use of transition metal catalyst, as opposed to traditional copper catalyzed сlick chemistry.
These reactions include the strain promoted alkyne-azide cycloaddition (SPAAC) that involves strained cycloalkyne, and azide. Relief of the sterical strain provides a driving force for this reaction.
DBCO (ADIBO) cycloalkynes are among the most reactive yet stable. The reaction yields two regioisomers that usually cannot be separated, therefore this does not lead to peak doubling in HPLC.
Another process is TCO ligation (tetrazine - trans-cyclooctene ligation) which is also powered by sterical strain. Unlike SPAAC, this is [4+2]-cycloaddition yielding 6-membered ring. TCO ligation is among the fastest reactions used for the bioconjugation.
Both these reactions are very biocompatible as they do not require to use a metal catalyst, they are fast, and orthogonal in case of DBCO cycloalkynes (i.e., it is possible to run two reaction in one mixture without interference).
Lumiprobe manufactures a number of reagents for copper-free click-chemistry, for both SPAAC, and TCO ligation.
Degrader building block containing an E3 ligase ligand with linker and azide group, which can be conjugated to alkyne-functionalized linkers and target protein ligands through click chemistry reactions.
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Unnatural L-phenylalanine derivative with an azide moiety for nascent protein synthesis detection via copper-catalyzed and copper-free click chemistry.
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An azide-functionalized monosaccharide for metabolic labeling and studying the cellular trafficking of labeled proteins and proteomic analysis.
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An azide-functionalized monosaccharide for metabolic labeling and studying the cellular trafficking of labeled proteins and proteomic analysis.
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An azide-functionalized monosaccharide for metabolic labeling and studying the cellular trafficking of labeled proteins and proteomic analysis.
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Tetrazine derivative of AF 430 fluorescent dye suitable for in vitro cell labeling.
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Dibenzocyclooctyne (DBCO, ADIBO) containing the green fluorophore AF 488 for labeling azide-tagged biomolecules inside live cells, whole organisms, and inanimate samples. Pure 5-isomer.
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AF 488-containing derivative of trans-cyclooctene (TCO) for conjugation with tetrazine via the inverse electron-demand Diels-Alder cycloaddition reaction (IEDDA).
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Dibenzocyclooctyne (DBCO, ADIBO) containing the yellow fluorophore AF 555 for labeling azide-tagged biomolecules inside live cells, whole organisms, and inanimate samples.
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Dibenzocyclooctyne (DBCO, ADIBO) containing the orange fluorophore AF 568 for cooper-free labeling azide-tagged biomolecules inside live cells, whole organisms, and inanimate samples.
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Tetrazine derivative of AF 594 fluorophore for TCO ligation and in vitro labeling.
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Dibenzocyclooctyne (DBCO, ADIBO) derivative of the far red fluorophore AF 647 for labeling azide-tagged biomolecules inside live cells, whole organisms, and inanimate samples.
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Noncanonical amino acid analog of methionine with an azide moiety for nascent protein synthesis detection via copper-catalyzed and copper-free click chemistry.
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Azidomethyldeoxyuridine (AmdU) is an azide-contained nucleoside that is incorporated into nascent DNA by cellular polymerases. The azide groups attached to DNA this way can be subsequently modified with alkynes or cycloalkynes via copper-catalyzed or strain-promoted click reaction.
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A hydrophilic bifunctional linker with azide and tetrazine function groups flanking PEG3 (triethylene glycol) spacer.
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BDP 558/568 DBCO is a bright and photostable dye with emission in the yellow spectrum range. It contains a cyclooctyne substituting group (i.e. DBCO), which can react with various azides in Click Chemistry reactions.
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Stable fluorophore that can be conjugated with trans-cyclooctene derivatives of biomolecules for their visualization.
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Tetrazine derivative of BDP 576/589 hydrophobic dye for conjugation with trans-cyclooctenes and cyclopropenes in the TCO ligation reaction.
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