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Molecular recognition of the antiretroviral drug Abacavir

  • Due to their optical and electro-conductive attributes, carbazole derivatives are interesting materials for a large range of biosensor applications. In this study, we present the synthesis routes and fluorescence evaluation of newly designed carbazole fluorosensors that, by modification with uracil, have a special affinity for antiretroviral drugs via either Watson–Crick or Hoogsteen base pairing. To an N-octylcarbazole-uracil compound, four different groups were attached, namely thiophene, furane, ethylenedioxythiophene, and another uracil; yielding four different derivatives. Photophysical properties of these newly obtained derivatives are described, as are their interactions with the reverse transcriptase inhibitors such as abacavir, zidovudine, lamivudine and didanosine. The influence of each analyte on biosensor fluorescence was assessed on the basis of the Stern–Volmer equation and represented by Stern–Volmer constants. Consequently we have demonstrated that these structures based on carbazole, with a uracil group, may beDue to their optical and electro-conductive attributes, carbazole derivatives are interesting materials for a large range of biosensor applications. In this study, we present the synthesis routes and fluorescence evaluation of newly designed carbazole fluorosensors that, by modification with uracil, have a special affinity for antiretroviral drugs via either Watson–Crick or Hoogsteen base pairing. To an N-octylcarbazole-uracil compound, four different groups were attached, namely thiophene, furane, ethylenedioxythiophene, and another uracil; yielding four different derivatives. Photophysical properties of these newly obtained derivatives are described, as are their interactions with the reverse transcriptase inhibitors such as abacavir, zidovudine, lamivudine and didanosine. The influence of each analyte on biosensor fluorescence was assessed on the basis of the Stern–Volmer equation and represented by Stern–Volmer constants. Consequently we have demonstrated that these structures based on carbazole, with a uracil group, may be successfully incorporated into alternative carbazole derivatives to form biosensors for the molecular recognition of antiretroviral drugs.zeige mehrzeige weniger

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Metadaten
Verfasserangaben:Krzysztof Ryszard Idzik, Piotr J. CywinskiORCiD, Charles G. Cranfield, Gerhard J. Mohr, Rainer Beckert
URN:urn:nbn:de:kobv:517-opus4-430372
DOI:https://doi.org/10.25932/publishup-43037
ISSN:1866-8372
Titel des übergeordneten Werks (Deutsch):Postprints der Universität Potsdam : Mathematisch Naturwissenschaftliche Reihe
Untertitel (Englisch):towards the development of a novel carbazole-based fluorosensor
Schriftenreihe (Bandnummer):Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe (847)
Publikationstyp:Postprint
Sprache:Englisch
Datum der Erstveröffentlichung:13.03.2020
Erscheinungsjahr:2011
Veröffentlichende Institution:Universität Potsdam
Datum der Freischaltung:13.03.2020
Freies Schlagwort / Tag:HAART; HIV; antiretroviral drugs; base pairing; carbazole; fluorescence spectroscopy
Ausgabe:847
Seitenanzahl:12
Erste Seite:1195
Letzte Seite:1204
Quelle:Journal of Fluorescence 21 (2011) 1195–1204 DOI:10.1007/s10895-010-0798-7
Organisationseinheiten:Mathematisch-Naturwissenschaftliche Fakultät
DDC-Klassifikation:6 Technik, Medizin, angewandte Wissenschaften / 62 Ingenieurwissenschaften / 620 Ingenieurwissenschaften und zugeordnete Tätigkeiten
Peer Review:Referiert
Publikationsweg:Open Access
Lizenz (Deutsch):License LogoCreative Commons - Namensnennung-Nicht kommerziell 2.0 Generic
Externe Anmerkung:Bibliographieeintrag der Originalveröffentlichung/Quelle
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