Fluorous modifier CEP
Notes: Fluorous Modifier CEP (FL 1600) is useful for placing a permanent fluorous tag internally or at the 5'-terminus of an oligonucleotide.
Description: While many of Berry & Associates' fluorous products focus on the purification of oligonucleotides,1 fluorous tags have other potential applications in nucleic acid chemistry. Fluorous modifier CEP (FL 1600) is useful for placing a permanent fluorous tag internally or at the 5'-terminus of an oligonucleotide. In addition to providing a purification handle, fluorous modifications enable applications where fluorophilicity or high hydrophobicity are desired. For example, the presence of a fluorous tag in an oligonucleotide may allow its immobilization onto fluorous-coated glass slides.2,3 Alternatively, placing fluorous monomers at strategic sites in an oligonucleotide may allow intra- or intermolecular fluorous-fluorous interactions, enhancing the attraction between various regions of an oligonucleotide.
For more detail on the use of this product (coupling, cleavage, deprotection, HPLC analysis, and Fluoro-Pak purification), download a Product Information Sheet here.
1. Pearson, W. H.; Berry, D. A.; Stoy, P.; Jung, K.-Y.; Sercel, A. D. J. Org. Chem. 2005, 70, 7114-7122.
2. Fluorous Technologies, Inc., offers Fluorous Modified Glass Slides for the immobilization of fluorous-tagged molecules for microarray formation. The slides feature excellent spot morphology, high signal-to-noise ratios, low and uniform background fluorescence levels, and low non-specific binding, since the fluorous surface around the spot does not interact well with non-fluorous molecules. The ability to use the fluorous tag as both a purification handle and an immobilization handle is also an advantage. Further, the fluorous immobilization is potentially reversible.
3. (a) Pohl and co-workers detected carbohydrate-lectin interactions using fluorous modified slides bearing fluorous-tagged carbohydrates; see: Ko, K.-S.; Jaipuri, F. A.; Pohl, N. L. J. Am. Chem. Soc. 2005, 127, 13162-13163. (b) Spring and co-workers showed that fluorous-tagged small molecules could be immobilized on fluorous modified a glass surface and used to facilitate detection of protein-ligand binding interactions; see: Nicholson, R. L.; Ladlow, M. L.; Spring, D. R. Chem. Commun. 2007, 3906-3908. © Schreiber and co-workers employed fluorous-immobilized small-molecule arrays to screen for histone deacylase inhibitors; see: Vegas, A. J.; Bradner, J. E.; Tang, W.; McPherson, O. M.; Greenberg, E. F.; Koehler, A. N.; Schreiber, S. L. Angew. Chem. Int. Ed. 2007, 46, 7960-7964.