Hypocrellin-B acetate as a fluorogenic substrate for enzyme-assisted cell photosensitization. (Articolo in rivista)

Type
Label
  • Hypocrellin-B acetate as a fluorogenic substrate for enzyme-assisted cell photosensitization. (Articolo in rivista) (literal)
Anno
  • 2010-01-01T00:00:00+01:00 (literal)
Alternative label
  • Croce AC, Fasani E, Bottone MG, De Simone U, Santin G, Pellicciari C, Bottiroli G. (2010)
    Hypocrellin-B acetate as a fluorogenic substrate for enzyme-assisted cell photosensitization.
    in Photochemical & photobiological sciences (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Croce AC, Fasani E, Bottone MG, De Simone U, Santin G, Pellicciari C, Bottiroli G. (literal)
Pagina inizio
  • 1783 (literal)
Pagina fine
  • 1790 (literal)
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  • 10 (literal)
Rivista
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • IGM-CNR, Pavia, Italy; Dipartimento di Chimica, Sezione Chimica Organica, Universita` di Pavia, Italy; Dipartimento di Biologia Animale, Universita` di Pavia, Italy (literal)
Titolo
  • Hypocrellin-B acetate as a fluorogenic substrate for enzyme-assisted cell photosensitization. (literal)
Abstract
  • Photosensitizing molecules (PSs) undergo chemico-physical changes upon addition of suitable substituents, influencing both their photophysical properties and their ability to accumulate into cells. Once inside the cells, the modified PS acts as a fluorogenic substrate: the added substituent is removed by a specific enzyme, restoring the native PS in subcellular sensitive sites. We investigated the photophysical properties and interaction with HeLa cells of Hypocrellin-B (HypB), as native molecule and upon acetate-group addition (HypB-Ac). Chemical modification alters both absorption and fluorescence features of HypB; consequently, the dynamics of the enzyme hydrolysis of HypB-Ac can be monitored through restoring the native HypB spectral properties. At the cellular level, only the HypB emission signal was detected within 5 min of incubation with either HypB or HypB-Ac, allowing a direct comparison of the time courses of their intracellular accumulation. Plateau values were reached within 15 min of incubation with both compounds, the emission signals being significantly higher in HypB-Ac than in HypB treated cells. Consistently, imaging showed a rapid appearance of red fluorescence in the cytoplasm, with more abundant bright spots in HypB-Ac treated cells. Both compounds did not induce darktoxicityatconcentrationsupto1¥10-6 M,whileuponirradiationat480nmphototoxicitywas significantly higher for cells exposed to HypB-Ac than for HypB-loaded cells. These findings suggest an improved efficacy of acetylated HypB to be internalized by cells through membrane trafficking, with a preferential interaction of the photoactive molecules on sensitive intracellular sites. After irradiation, in HypB-Ac treated cells, prominent disorganization of several cytoplasmic organelles such as the endoplasmic reticulum, Golgi apparatus, lysosomes, microfilaments and microtubules were observed. (literal)
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