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Issue 39, 2013
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Synthesis and effects of conjugated tocopherol analogues on peptide nucleic acid hybridisation

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Abstract

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.

Graphical abstract: Synthesis and effects of conjugated tocopherol analogues on peptide nucleic acid hybridisation

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Supplementary files

Article information


Submitted
07 Aug 2013
Accepted
09 Aug 2013
First published
20 Aug 2013

Org. Biomol. Chem., 2013,11, 6744-6750
Article type
Paper

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

E. C. Browne, S. J. Langford and B. M. Abbott, Org. Biomol. Chem., 2013, 11, 6744
DOI: 10.1039/C3OB41613E

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