Journal
TETRAHEDRON
Volume 68, Issue 9, Pages 2093-2099Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.01.021
Keywords
Porphyrin; DNA conjugates; Circular dichroism; Chiral aggregates; Oligonucleotides
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Funding
- UW
- University of Wyoming NSF REU
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [0851931] Funding Source: National Science Foundation
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Circular dichroism (CD), UV-vis absorption, fluorescence, and resonance light scattering (RLS) spectroscopies were used to elucidate the role of the DNA sequence, linkers between DNA and porphyrin, and metal in the porphyrin coordination center on the self-assembly of DNA-porphyrin conjugates. A series of eight non-self-complementary DNA-porphyrin conjugates have been synthesized with zinc and free-base porphyrins covalently attached to the short ODNs (A(8) or T-8) via amide or phosphate linker. A small structural modification (e.g., amide linker replaced by the phosphate linker) showed a dramatic effect on the aggregation properties of DNA-porphyrin conjugates and greatly altered their spectroscopic properties. At low ionic strength, porphyrin aggregation was not observed for any conjugate. An increase in the ionic strength caused two out of eight conjugates to form chiral porphyrin dimers. (C) 2012 Elsevier Ltd. All rights reserved.
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