Abstract
Several aspects of the intercalation of organic dyes into DNA are presented. After a description of general features of intercalation and the analytical evaluation of this binding mode, recent applications of the intercalation process in chemistry, biology, pharmacy, and medicine are described, with examples from representative dye classes, namely acridines, anthraquinones, cyanines, and phenanthridinium dyes. Along with references to classical work in this research field, examples are presented which demonstrate the influence of the substitution pattern of the intercalator on the selectivity and efficiency of intercalation. In addition, a survey of the recent literature is given that covers significant developments in the application of intercalating dyes as chemotherapeutic drugs, as probe or sensor molecules in biophysical chemistry and molecular biology, as photosensitizers in DNA-damage reactions, and as fluorescence stains.
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Abbreviations
- A:
-
Adenine
- Ala:
-
Alanine
- BER:
-
Base Excision Repair
- C:
-
Cytosine
- CD:
-
Circular dichroism
- ct DNA:
-
Calf thymus DNA
- dA:
-
Deoxyadenosinephosphate
- dC:
-
Deoxycytidinephosphate
- dG:
-
Deoxyguanosinephosphate
- dsDNA:
-
Double-stranded DNA
- dT:
-
Deoxythymidinephosphate
- ET:
-
Electron transfer
- Gln:
-
Glutamine
- Gly:
-
Glycine
- G:
-
Guanine
- LD:
-
Linear dichroism
- Lys:
-
Lysine
- SASA:
-
Solvent-accessible surface area
- Ser:
-
Serine
- ssDNA:
-
Single-stranded DNA
- T:
-
Thymine
- Trp:
-
Tryptophane
- Tyr:
-
Tyrosine
- Val:
-
Valine
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Ihmels, H., Otto, D. Intercalation of Organic Dye Molecules into Double-Stranded DNA -- General Principles and Recent Developments. In: Würthner, F. (eds) Supermolecular Dye Chemistry. Topics in Current Chemistry, vol 258. Springer, Berlin, Heidelberg. https://doi.org/10.1007/b135804
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