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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.show moreshow less

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Metadaten
Author details: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
Title of parent work (German):Postprints der Universität Potsdam : Mathematisch Naturwissenschaftliche Reihe
Subtitle (English):towards the development of a novel carbazole-based fluorosensor
Publication series (Volume number):Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe (847)
Publication type:Postprint
Language:English
Date of first publication:2020/03/13
Publication year:2011
Publishing institution:Universität Potsdam
Release date:2020/03/13
Tag:HAART; HIV; antiretroviral drugs; base pairing; carbazole; fluorescence spectroscopy
Issue:847
Number of pages:12
First page:1195
Last Page:1204
Source:Journal of Fluorescence 21 (2011) 1195–1204 DOI:10.1007/s10895-010-0798-7
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät
DDC classification:6 Technik, Medizin, angewandte Wissenschaften / 62 Ingenieurwissenschaften / 620 Ingenieurwissenschaften und zugeordnete Tätigkeiten
Peer review:Referiert
Publishing method:Open Access
License (German):License LogoCreative Commons - Namensnennung-Nicht kommerziell 2.0 Generic
External remark:Bibliographieeintrag der Originalveröffentlichung/Quelle
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