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.

AF488 DBCO, 5-isomer

Dibenzocyclooctyne (DBCO, ADIBO) containing the green fluorophore AF488 for labeling azide-tagged biomolecules inside live cells, whole organisms, and inanimate samples.
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Cat. # Quantity Price Lead time
1118F0 1 mg $110.00 21 days
2118F0 5 mg $290.00 21 days
4118F0 25 mg $690.00 21 days
5118F0 50 mg $1270.00 21 days
6118F0 100 mg $1990.00 21 days

AmdU (5-azidomethyl-2'-deoxyuridine)

Azidomethyldeoxyuridine (AmdU) is an azide containing 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 chemistry.
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Cat. # Quantity Price Lead time
B1540 5 mg $120.00 in stock
D1540 25 mg $255.00 in stock
F1540 100 mg $890.00 in stock

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 $110.00 in stock
274F0 5 mg $210.00 in stock
374F0 10 mg $310.00 in stock
474F0 25 mg $410.00 in stock
574F0 50 mg $695.00 in stock
674F0 100 mg $1190.00 in stock

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 $110.00 in stock
B64F0 5 mg $210.00 in stock
C64F0 10 mg $310.00 in stock
D64F0 25 mg $410.00 in stock
E64F0 50 mg $695.00 in stock
F64F0 100 mg $1190.00 in stock

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 $110.00 in stock
254E0 5 mg $290.00 in stock
454E0 25 mg $690.00 in stock
554E0 50 mg $1270.00 in stock
654E0 100 mg $1990.00 in stock

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 $110.00 in stock
BE4F0 5 mg $210.00 in stock
CE4F0 10 mg $310.00 in stock
DE4F0 25 mg $410.00 in stock
EE4F0 50 mg $695.00 in stock
FE4F0 100 mg $1190.00 in stock

BDP FL DBCO

BDP FL DBCO is a dye cyclooctyne for copper-free click chemistry reaction with azides. Absorption and emission wavelengths of BDP FL 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 $110.00 in stock
B14F0 5 mg $210.00 in stock
C14F0 10 mg $310.00 in stock
D14F0 25 mg $410.00 in stock
E14F0 50 mg $695.00 in stock
F14F0 100 mg $1190.00 in stock

BDP FL tetrazine

BDP FL tetrazine (methyltetrazine) is a reactive dye for the inverse electron demand Diels-Alder (ied-DA) 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 $110.00 in stock
214E0 5 mg $290.00 in stock
414E0 25 mg $690.00 in stock
514E0 50 mg $1270.00 in stock
614E0 100 mg $1990.00 in stock

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 $110.00 in stock
B44F0 5 mg $210.00 in stock
C44F0 10 mg $310.00 in stock
D44F0 25 mg $410.00 in stock
E44F0 50 mg $695.00 in stock
F44F0 100 mg $1190.00 in stock

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 $110.00 in stock
244E0 5 mg $290.00 in stock
444E0 25 mg $690.00 in stock
544E0 50 mg $1270.00 in stock
644E0 100 mg $1990.00 in stock

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 $110.00 in stock
224F0 5 mg $210.00 in stock
424F0 25 mg $410.00 in stock
524F0 50 mg $695.00 in stock
624F0 100 mg $1190.00 in stock

BDP TR DBCO

A dye with a dibenzocyclooctyne substituting group for the ROX hannel.
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Cat. # Quantity Price Lead time
1D4F0 1 mg $110.00 in stock
2D4F0 5 mg $210.00 in stock
4D4F0 25 mg $410.00 in stock
5D4F0 50 mg $695.00 in stock
6D4F0 100 mg $1190.00 in stock

BDP TR tetrazine

BDP TR is a borondipyrromethene fluorophore for 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 $110.00 in stock
234E0 5 mg $290.00 in stock
434E0 25 mg $690.00 in stock
534E0 50 mg $1270.00 in stock
634E0 100 mg $1990.00 in stock

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 $110.00 in stock
B10F0 5 mg $210.00 in stock
C10F0 10 mg $310.00 in stock
D10F0 25 mg $410.00 in stock
E10F0 50 mg $695.00 in stock
F10F0 100 mg $1190.00 in stock

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 $110.00 in stock
210E0 5 mg $290.00 in stock
410E0 25 mg $690.00 in stock
510E0 50 mg $1270.00 in stock
610E0 100 mg $1990.00 in stock

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 $110.00 in stock
B20F0 5 mg $210.00 in stock
C20F0 10 mg $310.00 in stock
D20F0 25 mg $410.00 in stock
E20F0 50 mg $695.00 in stock
F20F0 100 mg $1190.00 in stock

Cyanine5 DBCO

Cyanine5 dye with dibenzocyclooctyne (DBCO) functional group for copper-free click chemistry.
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Cat. # Quantity Price Lead time
A30F0 1 mg $110.00 in stock
B30F0 5 mg $210.00 in stock
C30F0 10 mg $310.00 in stock
D30F0 25 mg $410.00 in stock
E30F0 50 mg $695.00 in stock
F30F0 100 mg $1190.00 in stock

Cyanine5 tetrazine

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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Cat. # Quantity Price Lead time
130E0 1 mg $110.00 in stock
230E0 5 mg $290.00 in stock
430E0 25 mg $690.00 in stock
530E0 50 mg $1270.00 in stock
630E0 100 mg $1990.00 in stock

Cyanine5.5 DBCO

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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Cat. # Quantity Price Lead time
A70F0 1 mg $110.00 in stock
B70F0 5 mg $210.00 5 days
C70F0 10 mg $310.00 in stock
D70F0 25 mg $410.00 in stock
E70F0 50 mg $695.00 in stock
F70F0 100 mg $1190.00 in stock

Cyanine5.5 tetrazine

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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Cat. # Quantity Price Lead time
170E0 1 mg $110.00 in stock
270E0 5 mg $290.00 in stock
470E0 25 mg $690.00 in stock
570E0 50 mg $1270.00 in stock
670E0 100 mg $1990.00 in stock

Cyanine7 DBCO

NIR fluorescent dye functionalized with cyclooctyne moiety for copper free Click chemistry conjugation with azides.
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Cat. # Quantity Price Lead time
A50F0 1 mg $110.00 in stock
B50F0 5 mg $210.00 in stock
C50F0 10 mg $310.00 in stock
D50F0 25 mg $410.00 in stock
E50F0 50 mg $695.00 in stock
F50F0 100 mg $1190.00 in stock

Cyanine7 tetrazine

Near infrared Cyanine7 dye derivative containing tetrazine group for TCO ligation.
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Cat. # Quantity Price Lead time
150E0 1 mg $110.00 in stock
250E0 5 mg $290.00 in stock
450E0 25 mg $690.00 in stock
550E0 50 mg $1270.00 in stock
650E0 100 mg $1990.00 in stock

Cyanine7.5 tetrazine

Cyanine7.5 is a NIR fluorescent dye with absorption and emission spectra similar to ICG (indocyanine green), but possessing a higher fluorescence quantum yield. This derivative is a tetrazine derivative for the TCO ligation reaction.
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Cat. # Quantity Price Lead time
160E0 1 mg $110.00 in stock
260E0 5 mg $290.00 in stock
460E0 25 mg $690.00 in stock
560E0 50 mg $1270.00 in stock
660E0 100 mg $1990.00 in stock

DBCO NHS ester

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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Cat. # Quantity Price Lead time
34720 10 mg $60.00 in stock
44720 25 mg $95.00 in stock
54720 50 mg $145.00 in stock
64720 100 mg $210.00 in stock
94720 1 g $1190.00 in stock
K4720 5 g $3570.00 5 days
N4720 25 g please inquire 21 days

DBCO STP ester

Activated ester for modification of proteins/antibodies/peptides followed by introduction into copper-free Click Chemistry reaction.
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Cat. # Quantity Price Lead time
2584-10mg 10 mg $90.00 in stock
2584-25mg 25 mg $180.00 in stock
2584-100mg 100 mg $450.00 in stock
2584-500mg 500 mg $1700.00 in stock
2584-1g 1 g $3000.00 in stock
2584-5g 5 g please inquire 21 days

endo-BCN CE-Phosphoramidite

BCN-containing phosphoramidite for the synthesis of oligonucleotides and their labeling using copper-free click reactions.
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Cat. # Quantity Price Lead time
3005-250mg 250 mg $800.00 10 days
3005-1g 1 g $2350.00 21 days

FAM DBCO, 6-isomer

Cyclooctyne derivative of fluorescein (FAM) for copper free Click chemistry reaction with azides. Contains pure 6-isomer of fluorescein.
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Cat. # Quantity Price Lead time
151F0 1 mg $110.00 in stock
251F0 5 mg $160.00 in stock
451F0 25 mg $210.00 in stock
551F0 50 mg $270.00 in stock
651F0 100 mg $420.00 in stock

FAM tetrazine, 5-isomer

FAM tetrazine (methyltetrazine) for the conjugation with trans-cyclooctenes and cyclopropenes. Pure 5-isomer of fluorescein.
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Cat. # Quantity Price Lead time
141E0 1 mg $110.00 in stock
241E0 5 mg $210.00 in stock
441E0 25 mg $410.00 in stock
541E0 50 mg $695.00 in stock