Cleavage of Oligonucleotides

Cleavage of oligonucleotide from solid support and removal of A benzoyl and A isobutyryl blocking groups. 

Hessner MJ, Budish MA, Friedman KD. Genotyping of factor V G1691A (Leiden) without the use of PCR by invasive cleavage of oligonucleotide probes [In Process Citation]. Clin Chem 2000 46(8 Pt 1) 1051—1056. 

Lyamichev, V., et al., Polymorphism identification and quantitative detection of genomic DNA by invasive cleavage of oligonucleotide probes. Nat Biotechnol, 1999. 17(3) p. 292-6. 

Diacid-based linkers, such as the succinic linker 21, have been described to prepare alcohols. The procedure involves the esterification of the starting alcohol with succinic anhydride and DMAP to yield the hemiester that is anchored to an amino containing-resin by means of an amide bond. The bound alcohol is then elaborated and finally released with a nucleophile. Oligosaccharides have been assembled following this approach and released with aqueous ammonia or sodium methoxide in methanol-dioxane [73, 74]. Peptide alcohols have also been prepared with the succinic linker on BHA resin and released by treatment with NH3 in MeOH for 72-96h or hydrazine in DMF for 24h [75]. Similarly, hydroquinone-0,0 -diacetic acid (linker 22) has been used to link nucleosides to polystyrene or CPG supports. Cleavage of oligonucleotides was carried out with aqueous ammonia [76]. Other diacids with a similar function have also been described [77]. 

Greenberg MM, Gilmore JL. Cleavage of oligonucleotides from solid-phase supports using o-nitrobenzyl photochemistry. J Org Chem 59 746-753, 1994,... 

Victor Lyamichev, Andrea L. Mast, Jeff G. Hall, James R. Prudent, Michael W. Kaiser, Tsetska Takova, Robert W. Kwiatkowski, Tamara J. Sander, Monika de Arruda, David A. Arco, Bruce P. Neri and Mary Ann D. Brow, Polymorphism identification and quantitative detection of genomic DNA by invasive cleavage of oligonucleotide probes. Nature Biotechnology, 17 (1999), 292-296. 

In further studies of the cleavage of oligonucleotides by bleomycin- metal systems, the balance between the o> gen-dependent pathway for breakdown of the C-4 -radical and the C>2-independent pathway has been investigated with various deoxy-tetranucleotides. In certain cases an unusual selective hydroxylation at C-4 of a terminal cytldlne unit was observed.254... 

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