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Oligo Synthesis

Oligo Synthesis : Click Chemistry

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Azide Tags

Azide tags for click chemistry

Glen Research

Catalogue No.DescriptionPack SizePriceQty
50-2000-90BiotinTEG Azide100umole £409.00 Quantity Add to Order
50-2000-92BiotinTEG Azide25umole £136.00 Quantity Add to Order
50-2003-906-FAM-TEG Azide100umole £491.00 Quantity Add to Order
50-2003-926-FAM-TEG Azide25umole £164.00 Quantity Add to Order

Description

We are now embarking on an expansion of our azide catalog for Click Chemistry. Our strategy is to offer first our most popular labels for general interest and, subsequently, we will add azide products that are not compatible with phosphoramidite chemistry. Our first offering of azide tags for Click Chemistry consists of BiotinTEG, DesthiobiotinTEG, 6-FAM-TEG, and Dipivaloyl 6-FAM-TEG.

50-2002

Catalog Number: 50-2003-xx

Description: 6-FAM-TEG Azide

6-fluoresceinyl-2-aminoethyl-diethyleneglycolyl-ethyl azide
Formula: C29H28N4O9 M.W.: 576.55

Diluent: Not Applicable


Storage: Refrigerated storage, maximum of 2-8°C, dry
Stability in Solution: Not Applicable

Conjugation using Click Chemistry (CONT.)

Glen Research is collaborating with baseclick Gmbh to offer a variety of interesting alkyne phosphoramidites. We offer some azide products and are now embarking on an expansion of our azide catalog. Our strategy is to offer first our most popular labels for general interest and, subsequently, we will add azide products that are not compatible with phosphoramidite chemistry.

Biotin is still our most commonly used label and biotinTEG, with its hydrophilic triethylene glycol spacer, is the most popular biotin product. Desthiobiotin is a biotin analogue that is well captured by streptavidin but the captured product can be easily released by applying a biotin solution to the streptavidin beads. 6-FAM is our most popular fluorescein derivative and we offer azides of both 6-FAM and pivaloyl-protected 6-FAM for situations where subsequent reactions require the 6-FAM to be protected. In both 6-FAM products, the hydrophilic TEG spacer is again used. The azides are offered in 25 and 100 µmole packs for convenient oligonucleotide labelling.

7-Hydroxycoumarin, also known as umbelliferone, is a highly fluorescent, pH-sensitive fluorophore that emits in the blue region of the spectrum. However, its fluorescence is strongly quenched if the hydroxyl is alkylated or phosphorylated, making it useful in high-throughput screening for phosphatases and lipases. Interestingly, it was found that the 3-azido derivative is also highly quenched but, upon reaction with an alkyne in the presence of copper to form the triazole, the fluorescence is restored.1 The clicked coumarin emits at a lambda max of 480 nm and absorbs at 358 nm.

HEX and TET are two of our most popular fluorescein-based dyes for labelling oligonucleotides. We are happy to offer 6-HEX and 6-TET Azides for use in click conjugations.

If you cannot find the answer to your problem then please contact us or telephone +44 (0)1954 210 200

Protocols

MSDS

Glen Report 22.2: New Products - Azide Tags for Click Chemistry

Materials

  1. 800nmoles of Alkyne-labelled oligo in 80μl water (10mM)
  2. 2 molar equivalents of azide label per alkyne moiety to Click
  3. 3mg CuBr
  4. 240μl 0.1M TBTA in DMSO/t-butanol 3:1 (v/v)

Procedure

  1. Add the azide label to the alkyne-labelled oligo and vortex to dissolve
  2. Add the CuBr to the 0.1M TBTA solution and vortex to dissolve.  (Note: this solution must be made fresh)
  3. Combine the CuBr/TBTA and oligo/azide solutions, mix well and transfer to a heat block set at 45°C
  4. Let react for 1.5 hours
  5. Dilute to 1ml with water and desalt on a Glen Gel-Pak™ cartridge or equivalent.  (Note: CuBr may precipitate upon the addition of water but this will not interfere with the desalting of the labelled oligo.)

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References

  1. A H El-Sagheer, and T Brown, Chem Soc Rev., 2010, 39, 1388-405
  2. P Kocalka, A H El-Sagheer, and T Brown, Chembiochem., 2008, 9, 1280-1285
  3. A H El-Sagheer, and T Brown, Proc Natl Acad Sci USA, 2010, 107, 15329-34

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Notes

Notes on Click Chemistry

The CuBr/TBTA solution must be made fresh, however, the 0.1M TBTA solution in DMSO/t-butanol can be safely stored in the freezer.  If the click reaction is performed on the column, note that the resulting triazole linkage is compatible with deprotection in AMA for 10 minutes at 65°C or overnight deprotection in ammonium hydroxide at room temperature.

If you cannot find the answer to your problem then please contact us or telephone +44 (0)1954 210 200

Related products

If you cannot find the answer to your problem then please contact us or telephone +44 (0)1954 210 200