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 Click 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.

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
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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 $110.00 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
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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
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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
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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 $110.00 in stock
B10F0 5 mg $210.00 5 days
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
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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 $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
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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
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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
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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
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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 5 days
E50F0 50 mg $695.00 5 days
F50F0 100 mg $1190.00 in stock
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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
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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
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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
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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
641E0 100 mg $1190.00 in stock
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sulfo-Cyanine3 DBCO

Sulfo-Cyanine3 DBCO is a cycloalkyne derivative of water soluble, general purpose fluorophore sulfo-Cyanine3 for Click Chemistry.
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Cat. # Quantity Price Lead time
113F0 1 mg $110.00 in stock
213F0 5 mg $290.00 in stock
413F0 25 mg $690.00 in stock
513F0 50 mg $1270.00 in stock
613F0 100 mg $1990.00 in stock
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Sulfo-Cyanine3 tetrazine

Water soluble sulfo-Cyanine3 dye tetrazine derivative for TCO ligation labeling with trans-cyclooctenes.
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Cat. # Quantity Price Lead time
113E0 1 mg $110.00 in stock
213E0 5 mg $290.00 in stock
313E0 10 mg $460.00 in stock
413E0 25 mg $690.00 in stock
513E0 50 mg $1270.00 in stock
613E0 100 mg $1990.00 in stock
Delivery options for stock items

Sulfo-Cyanine5 tetrazine

Water soluble Cyanine dye tetrazine derivative for TCO ligation with trans-cyclooctenes and other strained olefines.
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Cat. # Quantity Price Lead time
133E0 1 mg $110.00 in stock
233E0 5 mg $290.00 in stock
333E0 10 mg $460.00 in stock
433E0 25 mg $690.00 in stock
533E0 50 mg $1270.00 in stock
633E0 100 mg $1990.00 in stock
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Sulfo-Cyanine7 tetrazine

Near infrared, water soluble dye methyltetrazine for the conjugation with strained cycloalkenes in TCO ligation reaction.
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Cat. # Quantity Price Lead time
153E0 1 mg $110.00 in stock
253E0 5 mg $290.00 in stock
453E0 25 mg $690.00 in stock
553E0 50 mg $1270.00 in stock
653E0 100 mg $1990.00 in stock
Delivery options for stock items

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