Singlet Oxygen: Applications in Biosciences and Nanosciences
Chapter 3: Water-Soluble Carriers of Singlet Oxygen for Biological Media
Published:27 Jan 2016
Special Collection: 2016 ebook collection
C. Pierlot, V. Rataj, and J. Aubry, in Singlet Oxygen: Applications in Biosciences and Nanosciences, ed. S. Nonell, C. Flors, S. Nonell, and C. Flors, The Royal Society of Chemistry, 2016, ch. 3, pp. 47-73.
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Water-soluble naphthalene derivatives bind reversibly singlet oxygen (1O2, 1Δg) at neutral pH giving isolable endoperoxides NO2. These nontoxic compounds release, upon moderate heating, well-defined amounts of 1O2 free from any other reactive contaminants. Therefore, they allow nonambiguous determination of the reactivity of 1O2 toward biological targets. This review focuses on the one hand, on synthetic strategies developed to prepare effective 1O2 carriers and, on the other hand, their use to assess the genuine reactivity of 1O2 toward molecular (lipids, amino acids, nucleosides) or macromolecular (DNA, proteins) targets as well as micro-organisms (virus, bacteria, cells). The advantages and limitations of these mild chemical sources 1O2 are compared to those of the conventional photosensitizing method used to generate 1O2.