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.

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 in stock
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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 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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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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2798-250mg 250 mg $549 in stock
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BCN-PEG4-Cyanine3 (exo)

BCN-PEG4-Cyanine3 is an ethylene glycol separated linker for the azido-modified molecules for copper-free click conjugation.
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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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BDP 581/591 DBCO

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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Cat. # Quantity Price Lead time
A64F0 1 mg $125 in stock
B64F0 5 mg $260 in stock
C64F0 10 mg $325 in stock
D64F0 25 mg $510 in stock
E64F0 50 mg $895 in stock
F64F0 100 mg $1490 in stock
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BDP 581/591 tetrazine

BDP 581/591 is a borondipyrromethene dye with tetrazine group for the inverse electron demand Diels-Alder (IEDDA) ligation.
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Cat. # Quantity Price Lead time
164E0 1 mg $110 in stock
264E0 5 mg $290 in stock
464E0 25 mg $690 in stock
564E0 50 mg $1270 in stock
664E0 100 mg $1990 in stock
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BDP 630/650 tetrazine

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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Cat. # Quantity Price Lead time
154E0 1 mg $110 in stock
254E0 5 mg $290 in stock
454E0 25 mg $690 in stock
554E0 50 mg $1270 in stock
654E0 100 mg $1990 in stock
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BDP 650/665 DBCO

This red-fluorescent dye contains a substituting group for copper-free click chemistry.
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Cat. # Quantity Price Lead time
AE4F0 1 mg $125 in stock
BE4F0 5 mg $260 in stock
CE4F0 10 mg $325 in stock
DE4F0 25 mg $510 in stock
EE4F0 50 mg $895 in stock
FE4F0 100 mg $1490 in stock
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BDP FL DBCO

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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Cat. # Quantity Price Lead time
A14F0 1 mg $125 in stock
B14F0 5 mg $260 in stock
C14F0 10 mg $325 in stock
D14F0 25 mg $510 in stock
E14F0 50 mg $895 in stock
F14F0 100 mg $1490 in stock
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BDP FL tetrazine

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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Cat. # Quantity Price Lead time
114E0 1 mg $110 in stock
214E0 5 mg $290 in stock
414E0 25 mg $690 in stock
514E0 50 mg $1270 in stock
614E0 100 mg $1990 in stock
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BDP R6G DBCO

A derivative of BDP R6G dye with azodibenzocyclooctyne (DBCO or ADIBO) for copper-free click chemistry conjugation with azides.
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Cat. # Quantity Price Lead time
A44F0 1 mg $125 in stock
B44F0 5 mg $260 in stock
C44F0 10 mg $325 in stock
D44F0 25 mg $510 in stock
E44F0 50 mg $895 in stock
F44F0 100 mg $1490 in stock
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BDP R6G tetrazine

BDP R6G tetrazine is a borondipyrromethene dye with absorption and emission wavelengths similar to rhodamine 6G. It contains tetrazine fragment for IEDDA ligation.
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Cat. # Quantity Price Lead time
144E0 1 mg $110 in stock
244E0 5 mg $290 in stock
444E0 25 mg $690 in stock
544E0 50 mg $1270 in stock
644E0 100 mg $1990 in stock
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BDP TMR DBCO

This yellow-orange-fluorescent boron dipyrromethene dye contains a DBCO substituting group for participation in click chemistry reactions.
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Cat. # Quantity Price Lead time
124F0 1 mg $125 in stock
224F0 5 mg $260 in stock
424F0 25 mg $510 in stock
524F0 50 mg $895 in stock
624F0 100 mg $1490 in stock
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BDP TMR tetrazine

A fluorophore for the TAMRA channel with a functional group that can form conjugates in click chemistry reactions (IEDDA ligation) .
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Cat. # Quantity Price Lead time
124E0 1 mg $125 in stock
224E0 5 mg $260 in stock
424E0 25 mg $510 in stock
524E0 50 mg $895 in stock
624E0 100 mg $1490 in stock
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BDP TR DBCO

A dye with a dibenzocyclooctyne substituting group for the ROX channel.
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Cat. # Quantity Price Lead time
1D4F0 1 mg $125 in stock
2D4F0 5 mg $260 in stock
4D4F0 25 mg $510 in stock
5D4F0 50 mg $895 in stock
6D4F0 100 mg $1490 in stock
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BDP TR tetrazine

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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Cat. # Quantity Price Lead time
134E0 1 mg $110 in stock
234E0 5 mg $290 in stock
434E0 25 mg $690 in stock
534E0 50 mg $1270 in stock
634E0 100 mg $1990 in stock
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Biotin-PEG4-tetrazine

Biotin tetrazine is a reagent for copper-free click chemistry labeling with biotin, a well-known affinity probe to streptavidin.
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Cat. # Quantity Price Lead time
3797-25mg 25 mg $210 in stock
3797-250mg 250 mg $1190 in stock
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Cyanine3 DBCO

Cyanine3 dibenzocyclooctyne (DBCO, or ADIBO) is a cycloalkyne dye derivative for copper-free click chemistry.
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Cat. # Quantity Price Lead time
A10F0 1 mg $125 in stock
B10F0 5 mg $260 in stock
C10F0 10 mg $325 in stock
D10F0 25 mg $510 in stock
E10F0 50 mg $895 in stock
F10F0 100 mg $1490 in stock
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Cyanine3 tetrazine

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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Cat. # Quantity Price Lead time
110E0 1 mg $125 in stock
210E0 5 mg $260 in stock
410E0 25 mg $510 in stock
510E0 50 mg $895 in stock
610E0 100 mg $1490 in stock
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Cyanine3.5 DBCO

Cyclooctyne derivative of Cyanine3.5 dye, which easily reacts with various azides resulting in stable conjugates.
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Cat. # Quantity Price Lead time
A20F0 1 mg $125 in stock
B20F0 5 mg $260 in stock
C20F0 10 mg $325 in stock
D20F0 25 mg $510 in stock
E20F0 50 mg $895 in stock
F20F0 100 mg $1490 in stock
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Cyanine3B DBCO

Dibenzocyclooctyne (DBCO, ADIBO) containing Cyanine3B fluorophore for labeling azide-tagged biomolecules inside live cells, whole organisms, and inanimate samples.
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Cat. # Quantity Price Lead time
193F0 1 mg $369 in stock
293F0 5 mg $727 in stock
493F0 25 mg $1950 in stock