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TCO-C6

TCO-C6-Oligo

Code : [TCO-C6]

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picture of TCO-C6

Modification : TCO-C6-Oligo

Catalog Reference Number
Category
Modification Code
5 Prime
3 Prime
Internal
Molecular Weight (mw)
Extinction Coeficient (ec)
Technical Info (pdf)
Absorbance MAX
Emission MAX
Absorbance EC



26-6797
Click Chemistry
[TCO-C6]
Y
N
N
331.15
-
PS26-6797.pdf
-
-
-


Catalog NoScalePrice
26-6797-0550 nmol$865.00
26-6797-02200 nmol$865.00
26-6797-011 umol$920.00
26-6797-032 umol$1,415.00
26-6797-065 umol$2,844.00
26-6797-1010 umol$4,465.00
26-6797-1515 umol$4,965.00
Discounts are available for TCO-C6-Oligo!
Modification* Discount Price Structure
1 site/order List price
2 sites/order 10% discount
3 sites/order 20% discount
4 sites/order 30% discount
5-9 sites/order 50% discount
10+ sites/order 60% discount
*Exceptions apply

Click here for a complete list of Click Chemistry Oligo Modifications


TCO-C6 (trans-cyclooctene) is incorporated at the 5' end of oligo using automated chemistry. Other TCO offered are post synthesis NHS ester to introduce an active TCO group to an amino-modified oligonucleotide. The ability to incorporate directly without NHS chemistry enables the incorporation of other ligands in the same oligo using NHS chemistry.
Introduction can be done at either the 5'- or 3'-end, or internally. To do this, the oligo first must be synthesized with a primary amino functional group modification, e.g Amino C3, C6 or C12 for the 5' end or amino C3, C6 or C7 for the 3' end for the ends) or the amino C6 version of the base phosphoramidite (for internal labeling). The TCO NHS ester is then manually attached to the oligo through the amino group in a separate reaction post-synthesis. The presence of the TCO allows the user to use "Click Chemistry" (a [3+2] cycloaddition reaction between alkynes and azides, using copper (I) iodide as a catalyst) to conjugate the azide-modified oligo to a terminal alkyne-modified oligo with extremely high regioselectivity and efficiency (1,2). Preparation of the alkyne-modified oligo can be achieved using the 5'-Hexynyl modifier (see its respective tech sheet for details). Click chemistry can be used to form short, cyclic oligos that can be used as research tools in various biophysical and biological studies (3). In particular, they have considerable potential for in vivo work, as cyclic oligos are known to be very stable in serum for up to several days.




References
1. Huisgen, R. Angew. Chem. Int. Ed. (1963), 2: 565-568.
2. Rostovtsev, V.V., Green, L.G., Fokin, V.V., Sharpless, K.B. A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective Ligation of Azides and Terminal Alkynes. Angew. Chem. Int. Ed. (2002), 41: 2596-2599.
3. Kumar, R., El-Sagheer, A., Tumpane, J., Lincoln, P., Wilhelmsson, L.M., Brown, T. Template-Directed Oligonucleotide Strand Ligation, Covalent Intramolecular DNA Circularization and Catenation Using Click Chemistry. J. Am. Chem. Soc. (2007), 129: 6859-6864.


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