4.6 Article

Preparation of supramolecular chromophoric assemblies using a DNA duplex

Journal

PHYSICAL CHEMISTRY CHEMICAL PHYSICS
Volume 14, Issue 20, Pages 7196-7204

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2cp40520b

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Funding

  1. Ministry of Education, Culture, Sports, Science and Technology, Japan [21241031, 22750149]
  2. Japan Science and Technology Agency (JST)
  3. Grants-in-Aid for Scientific Research [22750149, 21241031] Funding Source: KAKEN

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Organization of supramolecular assemblies of chromophores with precisely-controlled orientation and sequence remains challenging. Nucleic acids with complementary base sequences spontaneously form double-helical structures. Therefore, covalent attachment of chromophores to DNA or RNA can be used to control assembly and orientation of chromophores. In this perspective, we first review our recent work on the assemblies of fluorophores (pyrene and perylene) by using natural base pairs. The interaction between dyes can be strictly controlled by means of cluster and interstrand wedge motifs. We then discuss novel artificial base pairs that can suppress the interaction between fluorophores and nucleobases. We incorporated a cyclohexane moiety into DNA, and showed that these artificial base pairs suppressed the electron-hole transfer between fluorophores and nucleobases and enhanced the quantum yields of fluorophores. These base pairs can potentially be used to accumulate fluorophores inside DNA duplexes without decreasing quantum yields.

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