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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BDP 581/591 is a borondipyrromethene dye that can be used not only as a fluorescent dye, but also as a ROS probe. It can be conjugated with azides using copper-free click chemistry.
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BDP 581/591 is a borondipyrromethene dye with a tetrazine group for the inverse electron demand Diels-Alder (IEDDA) ligation.
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BDP 630/650 is a borondipyrromethene dye for Cyanine5 channel. This is a tetrazine derivative for the coupling with strained cycloalkenes.
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This red-fluorescent dye contains a substituting group for copper-free click chemistry.
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BDP FL DBCO is a dye cyclooctyne for copper-free click chemistry reactions with azides. Its absorption and emission wavelengths correspond to those of fluorescein (FAM), but BDP FL is significantly more photostable.
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BDP FL tetrazine (methyltetrazine) is a reactive dye for the inverse electron demand Diels-Alder (IEDDA) reaction with trans-cyclooctenes, cyclopropenes, and other strained cycloolefines. BDP FL is a bright and photostable dye for the 488 nm fluorescein (FAM) channel.
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A derivative of BDP R6G dye with azodibenzocyclooctyne (DBCO or ADIBO) for copper-free click chemistry conjugation with azides.
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BDP R6G tetrazine is a borondipyrromethene dye with absorption and emission wavelengths similar to those of rhodamine 6G. It contains a tetrazine fragment for IEDDA ligation.
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This yellow-orange-fluorescent boron dipyrromethene dye contains a DBCO substituting group for participation in click chemistry reactions.
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A fluorophore for the TAMRA channel with a functional group that can form conjugates in click chemistry reactions (IEDDA ligation) .
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A dye with a dibenzocyclooctyne substituting group for the ROX channel.
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BDP TR is a borondipyrromethene fluorophore for the ROX channel. The dye produces bright fluorescent emission. Tetrazines are reactive components for the conjugation with strained cycloalkenes.
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Biotin tetrazine is a reagent for copper-free click chemistry labeling with biotin, a well-known affinity probe to streptavidin.
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Cyanine3 dibenzocyclooctyne (DBCO, or ADIBO) is a cycloalkyne dye derivative for copper-free click chemistry.
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Tetrazine derivative of the fluorophore Cyanine3. Tetrazines react extremely quickly with strained alkenes (such as trans-cyclooctenes, cyclopropenes), and some strained alkynes.
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Cyanine3-PEG4-BCN is an ethylene glycol separated linker for the azido-modified molecules for copper-free click conjugation.
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Cyclooctyne derivative of Cyanine3.5 dye, which easily reacts with various azides resulting in stable conjugates.
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Dibenzocyclooctyne (DBCO, ADIBO) containing Cyanine3B fluorophore for labeling azide-tagged biomolecules inside live cells, whole organisms, and inanimate samples.
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Cyanine3B dye tetrazine derivative for IEDDA conjugation with strained olefins and terminal alkenes.
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Cyanine5 dye with dibenzocyclooctyne (DBCO) functional group for copper-free click chemistry.
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Cyanine5 is a universal red emitting dye with a very high extinction coefficient, and good quantum yield. This tetrazine derivative reacts very quickly with trans-cyclooctenes and cyclopropenes with the formation of stable conjugates.
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Cyanine5.5 is a far-red / NIR emitting dye that is useful for bioimaging studies. Cyanine5.5 DBCO is a derivative of the dye with a cycloalkyne moiety for copper-free click chemistry.
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A compound containing Cyanine5.5 fluorophore, a far red emitting dye, and tetrazine fragment for the conjugation with trans-cyclooctenes / cyclopropenes via TCO ligation.
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NIR fluorescent dye functionalized with cyclooctyne moiety for copper free click chemistry conjugation with azides.
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Near infrared Cyanine7 dye derivative containing tetrazine group for TCO ligation.
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Cyanine7.5 tetrazine is a tetrazine derivative for TCO ligation and Diels-Alder reaction containing a NIR fluorophore and suitable for in vivo infrared imaging.
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Bifunctional linker containing dibenzocyclooctyne (DBCO, ADIBO) for strain-promoted copper-free click reaction (SPAAC) and free amine for the coupling with various electrophilic compounds like activated esters and epoxides.
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Bifunctional linker containing a thiol-reactive maleimide group and an azide-reactive dibenzocyclooctyne moiety.
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Azodibenzocyclooctyne (DBCO, ADIBO) reagent for strain-promoted copper-free click chemistry (SPAAC). The reagent contains an NHS ester function for the attachment of the cyclooctyne to various molecules.
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A heterobifunctional linker with DBCO and NHS ester function groups flanking PEG6 (hexaethylene glycol).
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Activated ester for modification of proteins/antibodies/peptides followed by introduction into copper-free click chemistry reaction.
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5'-DBCO-TEG-phosphoramidite for the synthesis of DBCO-TEG-modified oligos used in copper-free click reactions.
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BCN-containing phosphoramidite for the synthesis of oligonucleotides and their labeling using copper-free click reactions.
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BCN-containing phosphoramidite for the synthesis of oligonucleotides and their labeling using copper-free click reactions.
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Cyclooctyne derivative of fluorescein (FAM) for copper-free click chemistry reaction with azides. Pure 6-isomer of fluorescein.
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FAM tetrazine (methyltetrazine) for the conjugation with trans-cyclooctenes and cyclopropenes. Pure 5-isomer of fluorescein.
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This molecule is a conjugate of bright fluorophore FAM (fluorescein) and tetrazine, a reactive group that reacts with trans-cycloalkenes in a reaction called IEDDA (inverse electron demand Diels-Alder reaction).
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PEG3 tetrazine is a mono-reactive triethyleneglycol with a tetrazine group for IEDDA conjugation with strained olefins.
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ROX (rhodamine X) is a bright rhodamine dye. This is a DBCO (dibenzocyclooctyne) derivative that has high reactivity against azides.
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A tetrazine derivative of bright red-emitting dye ROX (Rhodamine X, Rhodamine 101) for copper-free bioconjugation. Pure 5-isomer.
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sulfo-Cyanine3 DBCO is a cycloalkyne derivative of water-soluble fluorophore sulfo-Cyanine3 for copper-free click chemistry.
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Water-soluble sulfo-Cyanine3 dye tetrazine derivative for TCO ligation labeling with trans-cyclooctenes.
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Water-soluble cycloalkyne for copper-free click chemistry reaction with azides. A derivative of sulfo-Cyanine5.
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Water soluble Cyanine dye tetrazine derivative for TCO ligation with trans-cyclooctenes and other strained olefines.
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Sulfo-Cyanine5.5 DBCO is a far-red, water-soluble reagent for copper-free click reaction with azides.
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Tetrazine derivative of water-soluble far-red emitting fluorescent dye sulfo-Cyanine5.5 for TCO ligation with trans-cyclooctenes and other strained olefins.
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Dibenzocyclooctyne (DBCO, or ADIBO) conjugated with sulfo-Cyanine7, a water-soluble near-IR dye for labeling azide-containing biomolecules inside living cells, whole organisms, and inanimate samples.
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Near infrared, water soluble dye methyltetrazine for the conjugation with strained cycloalkenes in TCO ligation reaction.
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Cyclooctyne derivative of tetramethylrhodamine (TMR, TAMRA) for copper-free click chemistry conjugation with azides. Pure 5-isomer.
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Trans-cyclooctene (TCO) amidite is used to introduce a TCO moiety into substrates containing primary or secondary hydroxyl group
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A heterobifunctional linker with trans-cyclooctene and NHS ester groups flanking PEG4 (tetraethylene glycol) for labeling of antibodies, proteins, and other primary amine-containing biomolecules.
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VdU is a synthetic analog of thymidine for studying de novo DNA synthesis and cell proliferation.
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Uridine derivative with a terminal alkene group for monitoring and investigating cell RNA transcription.
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