Synthesis and DNA binding studies of a new asymmetric cyanine dye binding in the minor groove of [poly(dA-dT)]2 |
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| Authors: | Karlsson H Jonas Lincoln Per Westman Gunnar |
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| Institution: | 1. Laboratoire de Physique Appliquée, Faculté des Sciences, B.P. 1171, 3000 Sfax, Université de Sfax, Tunisia;2. I3N and Physics Department, University of Aveiro, 3810-193 Aveiro, Portugal;1. College of Materials and Textiles, Zhejiang Sci-Tech University, Hangzhou 310018, China;2. Key Laboratory of Advanced Textile Materials and Manufacturing Technology, Ministry of Education, Zhejiang Sci-Tech University, Hangzhou 310018, China;1. State Key Laboratory of Precision Measurement Technology and Instruments, Department of Precision Instrument, Tsinghua University, Beijing 100084, China;2. State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China;3. National Key Laboratory of Human Factors Engineering, China Astronaut Research and Training Center, Beijing 100094, China;1. Università degli Studi di Torino, Dipartimento di Chimica, Via P. Giuria 5, 10125 Torino, Italy;2. Università degli Studi di Torino, Centro Interdipartimentale NatRisk, Via L. Da Vinci 44, 10095 Grugliasco, TO, Italy;1. Institute for Color Science and Technology (ICST), PO 16765-654, Tehran, Iran;2. Department of Nanomaterials and Nanocoatings, Institute for Color Science and Technology (ICST), PO 16765-654, Tehran, Iran;3. Department of Surface Coatings and Corrosion, Institute for Color Science and Technology (ICST), PO 16765-654, Tehran, Iran |
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| Abstract: | A new asymmetric cyanine dye has been synthesised and its interaction with different DNA has been investigated. In this dye, BEBO, the structure of the known intercalating cyanine dye BO has been extended with a benzothiazole substituent. The resulting crescent-shape of the molecule is similar to that of the well-known minor groove binder Hoechst 33258. Indeed, comparative studies of BO illustrate a considerable change in binding mode induced by this structural modification. Linear and circular dichroism studies indicate that BEBO binds in the minor groove to poly (dA-dT)](2), but that the binding to calf thymus DNA is heterogeneous, although still with a significant contribution of minor groove binding. Similar to other DNA binding asymmetric cyanine dyes, BEBO has a large increase in fluorescence intensity upon binding and a relatively large quantum yield when bound. The minor groove binding of BEBO to poly (dA-dT)](2) affords roughly a 180-fold increase in intensity, which is larger than to that of the commonly used minor groove binding probes DAPI and Hoechst 33258. |
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