Bioorganic & Medicinal Chemistry Letters 2005-02-01

Hybridization dependent cleavage of internally modified disulfide-peptide nucleic acids.

Iris Boll, Roland Krämer, Andriy Mokhir

Index: Bioorg. Med. Chem. Lett. 15 , 505-509, (2005)

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Abstract

Selectivity of the cleavage of single stranded over hybridized forms of internally modified disulfide-peptide nucleic acids (PNA) has been optimized using a series of phosphines and thiols, which have different sizes and charges. For the most selective cleaver found (tris-(carboxyethyl)-phosphine), reactivity of single stranded PNA is 33 times higher than that of the PNA-DNA duplex. Selectivity of single stranded disulfide-PNA cleavage has been explained in terms of electrostatic interaction between the substrate and the cleaver.