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C8-TIPS-Alkyne-dT-CE Phosphoramidite - (10-1544)
5'-Dimethoxytrityl-5-[8-triisopropylsilyl-octa-1,7-diynyl]-2'-deoxyThymidine,3'-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite5'-Dimethoxytrityl-5-[8-triisopropylsilyl-octa-1,7-diynyl]-2'-deoxyThymidine,3'-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite
Description
5-Ethynyl-dU offers convenient click conjugation with an azide to generate a label rigidly attached to one of the oligonucleotide bases. 5-Ethynyl-dU is subject to base-catalyzed hydration during cleavage and deprotection, especially when using a strong base or heat. Hydration of an ethynyl group forms a methyl ketone which subsequently blocks potential click reactions. Mild deprotection conditions are necessary when using 5-Ethynyl-dU-CE Phosphoramidite to prevent this side reaction. TIPS-5-Ethynyl-dU-CE Phosphoramidite, containing a protected alkyne, offers broader compatibility with oligonucleotide synthesis and deprotection. Protecting the 5-ethynyl group with a triisopropylsilyl (TIPS) protecting group prevents acid or base catalyzed hydration during oligonucleotide synthesis and workup. A quick treatment with TBAF removes the TIPS protecting group.
Details
Usage
- Coupling: 3 minute coupling time recommended.
- Deprotection: Ammonium hydroxide for 2 hours at 55°C or as required by nucleobases.|TIPS removal: After deprotection, dry down oligo and take up in 0.5 mL DMF. Add 0.1 mL TBAF. Vortex and keep at 45°C for 15 minutes. Quench with 0.5 mL 2 M TEAA and desalt on Glen Gel-Pak™ column or equivalent.
Specifications | |
---|---|
Diluent | Anhydrous Acetonitrile |
Recommended Storage | Freezer storage, -10 to -30°C, dry |
Stability In Solution | 1-2 days |
Dilution/Coupling Data
The table below show pack size data and, for solutions, dilution and approximate coupling based on normal priming procedures.
ABI 392/394
Catalog # | Pack Size | Grams/Pack | 0.1M Dil. (mL) | Approximate Number of Additions | |||||
---|---|---|---|---|---|---|---|---|---|
LV40 | LV200 | 40nm | 0.2μm | 1μm | 10μm | ||||
10-1544-02 | 0.25 g | .25grams | 2.52 | 70.67 | 42.4 | 26.5 | 19.27 | 14.13 | 3.53 |
10-1544-90 | 100 µmol | .099grams | 1 | 20 | 12 | 7.5 | 5.45 | 4 | 1 |
10-1544-95 | 50 µmol | .05grams | 0.5 | 3.33 | 2 | 1.25 | 0.91 | 0.67 | 0.17 |
Expedite
Catalog # | Pack Size | Grams/Pack | Dilution (mL) | Approximate Number of Additions | ||||
---|---|---|---|---|---|---|---|---|
Molarity | 50nm | 0.2μm | 1μm | 15μm | ||||
10-1544-02 | 0.25 g | .25grams | 3.76 | 0.07 | 68.8 | 43 | 31.27 | 4.3 |
10-1544-90 | 100 µmol | .099grams | 1.5 | 0.07 | 23.6 | 14.75 | 10.73 | 1.48 |
10-1544-95 | 50 µmol | .05grams | 0.75 | 0.07 | 8.6 | 5.38 | 3.91 | 0.54 |
Technical documents
Intellectual Property
baseclick GmbH has been granted the following patents (1-3) besides its further patent applications (4-5). |1. WO 2006/117161 (New labelling strategies for the sensitive detection of analytes)|2. WO 2008/952775 (Click chemistry for the production of reporter molecules)|3. WO 2010/115957 (Click Chemistry on heterogeneous catalysts)|4. PCT/EP 2013/064610 (Anandamide-modified nucleic molecules)|5. PCT/EP 2015/056007 (Self-assembly of DNA Origami: a diagnostic tool)|baseclick GmbH holds a worldwide exclusive license for granted patent application|WO 03/101972 (Copper-catalysed ligation of azides and acetylenes for the nucleic acid field) in the area of diagnostics and research. As Glen Research and baseclick are partners, Glen Research is now able to help in sublicensing this outstanding technology.
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