Synthesis and effects of conjugated tocopherol analogues on peptide nucleic acid hybridisation.

Elisse C Browne, Steven J Langford, Belinda M Abbott

Department of Chemistry, La Trobe University, Bundoora, Australia. b.abbott@latrobe.edu.au.

Organic & biomolecular chemistry 2013 Oct 21

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To the N-terminus of a nonamer peptide nucleic acid sequence, H-GCACGACTT-NH2, was attached a number of lipophilic conjugate molecules including three synthetic tocopherol (vitamin E) analogues. Studies were then undertaken with complementary PNA and DNA sequences to explore the effects of the conjugates using the techniques of UV monitored melting curves and isothermal calorimetry. Duplex formation was observed when the benzopyran group of vitamin E was conjugated. However, in the presence of the phytyl chain of vitamin E, binding was found to be temperature dependent.

Citation

Elisse C Browne, Steven J Langford, Belinda M Abbott. Synthesis and effects of conjugated tocopherol analogues on peptide nucleic acid hybridisation. Organic & biomolecular chemistry. 2013 Oct 21;11(39):6744-50

PMID: 23995261

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