Application Description
Thiolated Nucleobases:
Thiolated nucleobases has been successfully used in template-directed covalent cross-linking of DNA. This strategy is based on the synthetic incorporation of thionucleic acids into oligodeoxynucleotides. In subsequent, post-synthetic modifications of the non-natural bases, reactive functionality is tethered in a site specific, chemoselective manner via the thiocarbonyl group-by S-alkylation or disulfide formation-without affecting other bases within the DNA strand. This strategy makes possible the divergent incorporation of reactive functionality that would otherwise be incompatible with solid-phase synthesis conditions.1
Another high demand for thiolated nucleosides is in DNA and RNA structural study due to size and electro negativity difference of the sulfur atom compared to oxygen.2
References:
1. Coleman, R. S., Kesicki, E. A. Jour. Am. Chem. Soc. 1994, 116, 11636.
2. Sismour, A. M., Benner, S. A. Nucleic. Acids Res. 2005, 33, 5640.