Copper-free click chemistry in Applications

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.

Scheme of SPAAC copper-free click chemistry 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.

Scheme of TCO (trans-cyclooctene tetrazine) ligation reaction

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.

(S,R,S)-AHPC-PEG2-C2-azide

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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Cat. # Quantity Price Lead time
4530-25mg 25 mg $189 in stock
4530-100mg 100 mg $529 in stock
4530-500mg 500 mg $1598 in stock
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4AZP (4-Azido-L-phenylalanine)

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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Cat. # Quantity Price Lead time
3415-100mg 100 mg $125 in stock
3415-500mg 500 mg $625 in stock
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Ac4GalNAz (N-Azidoacetylgalactosamine-tetraacylated)

An azide-functionalized monosaccharide for metabolic labeling and studying the cellular trafficking of labeled proteins and proteomic analysis.
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Cat. # Quantity Price Lead time
3706-5mg 5 mg $129 in stock
3706-25mg 25 mg $240 in stock
3706-100mg 100 mg $630 in stock
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Ac4GlcNAz (N-Azidoacetylglucosamine-tetraacylated)

An azide-functionalized monosaccharide for metabolic labeling and studying the cellular trafficking of labeled proteins and proteomic analysis.
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Cat. # Quantity Price Lead time
3662-5mg 5 mg $129 in stock
3662-25mg 25 mg $240 in stock
3662-100mg 100 mg $630 in stock
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Ac4ManNAz (N-Azidoacetylmannosamine-tetraacylated)

An azide-functionalized monosaccharide for metabolic labeling and studying the cellular trafficking of labeled proteins and proteomic analysis.
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Cat. # Quantity Price Lead time
3159-5mg 5 mg $129 in stock
3159-25mg 25 mg $240 in stock
3159-100mg 100 mg $630 in stock
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AF 430 tetrazine

Tetrazine derivative of AF 430 fluorescent dye suitable for in vitro cell labeling.
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Cat. # Quantity Price Lead time
108E0 1 mg $125 in stock
208E0 5 mg $325 in stock
308E0 10 mg $480 in stock
408E0 25 mg $950 in stock
508E0 50 mg $1625 in stock
608E0 100 mg $2090 in stock
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AF 488 DBCO

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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Cat. # Quantity Price Lead time
118F0 1 mg $140 in stock
218F0 5 mg $450 in stock
418F0 25 mg $1460 in stock
518F0 50 mg $1890 in stock
618F0 100 mg $2640 5 days
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AF 488 TCO

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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Cat. # Quantity Price Lead time
118H0 1 mg $199 in stock
218H0 5 mg $649 in stock
418H0 25 mg $1789 in stock
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AF 555 DBCO

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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Cat. # Quantity Price Lead time
1K8F0 1 mg $140 in stock
2K8F0 5 mg $450 in stock
4K8F0 25 mg $1460 in stock
5K8F0 50 mg $1890 in stock
6K8F0 100 mg $2990 in stock
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AF 568 DBCO

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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Cat. # Quantity Price Lead time
1158F0 1 mg $140 in stock
2158F0 5 mg $450 in stock
4158F0 25 mg $1460 in stock
5158F0 50 mg $1890 in stock
6158F0 100 mg $2990 in stock
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AF 594 tetrazine, 6-isomer

Tetrazine derivative of AF 594 fluorophore for TCO ligation and in vitro labeling.
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Cat. # Quantity Price Lead time
178E0 1 mg $198 12 days
278E0 5 mg $736 12 days
478E0 25 mg $2396 12 days
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AF 647 DBCO

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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Cat. # Quantity Price Lead time
1G8F0 1 mg $140 in stock
2G8F0 5 mg $450 in stock
4G8F0 25 mg $1460 in stock
5G8F0 50 mg $1890 in stock
6G8F0 100 mg $2990 in stock
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AHA (L-Azidohomoalanine)

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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Cat. # Quantity Price Lead time
3799-25mg 25 mg $125 in stock
3799-100mg 100 mg $235 in stock
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AmdU (5-Azidomethyl-2'-deoxyuridine)

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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Cat. # Quantity Price Lead time
B1540 5 mg $120 in stock
D1540 25 mg $255 in stock
F1540 100 mg $890 in stock
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Azide-PEG3-tetrazine

A hydrophilic bifunctional linker with azide and tetrazine function groups flanking PEG3 (triethylene glycol) spacer.
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Cat. # Quantity Price Lead time
2798-250mg 250 mg $549 in stock
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BDP® 558/568 DBCO

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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Cat. # Quantity Price Lead time
174F0 1 mg $125 in stock
274F0 5 mg $260 in stock
374F0 10 mg $325 in stock
474F0 25 mg $510 in stock
574F0 50 mg $895 in stock
674F0 100 mg $1490 in stock
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BDP® 558/568 tetrazine

Stable fluorophore that can be conjugated with trans-cyclooctene derivatives of biomolecules for their visualization.
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Cat. # Quantity Price Lead time
A74E0 1 mg $125 in stock
B74E0 5 mg $260 in stock
C74E0 10 mg $325 in stock
D74E0 25 mg $510 in stock
E74E0 50 mg $895 in stock
F74E0 100 mg $1490 in stock
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BDP® 576/589 tetrazine

Tetrazine derivative of BDP 576/589 hydrophobic dye for conjugation with trans-cyclooctenes and cyclopropenes in the TCO ligation reaction.
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Cat. # Quantity Price Lead time
1G4E0 1 mg $110 in stock
2G4E0 5 mg $290 in stock
3G4E0 10 mg $450 in stock
4G4E0 25 mg $690 in stock
5G4E0 50 mg $1270 in stock
6G4E0 100 mg $1990 in stock
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