Synthesis, characterization, theoretical calculations, DNA binding and colorimetric anion sensing applications of 1-[(E)-[(6-methoxy-1,3-benzothiazol-2-yl)imino]methyl]naphthalen-2-ol

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dc.authoridOzcelik, Nefise -- 0000-0002-6972-1071; ASLAN, KADIR -- 0000-0002-7617-0175
dc.contributor.authorBarare, Belygona
dc.contributor.authorYıldız, Mustafa
dc.contributor.authorAlpaslan, Gökhan
dc.contributor.authorDilek, Nefise
dc.contributor.authorÜnver, Fluseyin
dc.contributor.authorTadesse, Solomon
dc.contributor.authorAslan, Kadir
dc.date.accessioned13.07.201910:50:10
dc.date.accessioned2019-07-29T19:26:48Z
dc.date.available13.07.201910:50:10
dc.date.available2019-07-29T19:26:48Z
dc.date.issued2015
dc.departmentSabire Yazıcı Fen Edebiyat Fakültesi
dc.description.abstractWe report the synthesis of a Schiff base 1-(E)-[(6-methoxy-1,3-benzothiazol-2-yl)imino]methyl] naphthalen-2-ol from the reaction of 2-hydroxy-1-naphtaldehyde with 2-amino-6-methoxybenzothiazole. The molecular structure of the title compound was experimentally determined using X-ray single-crystal data and was compared to the structure predicted by theoretical calculations using density functional theory (DFT). In addition, nonlinear optical (NLO) effects of the title compound was predicted using DFT. The colorimetric response of the title compound in DMSO to the addition of equivalent amount of anions (F-, CN-, H2PO4-, OH-, Br-, I-, SCN-, ClO4-, HSO4- N-3(-) and AcO-) was investigated. In this regard, while the addition of F-, CN-, H2PO4-, OH-, and AcO- anions into the solution containing the title compound resulted in a significant color change, the addition of Br-, I-, SCN-, ClO4-, HSO4- and N-3(-) anions resulted in no color change. The most discernable color change in the title compound was caused by CN-, which demonstrated that the title compound can be used to selectively detect CN-. The order of anion-binding power of the title compound was determined to be OH- > CN- > F- similar to AcO- > H2PO4-. The interactions between the receptor and anions were investigated using H-1 NMR titration method. Theoretical and UV-VIS spectroscopy studies of the interactions between the title compound and calf thymus DNA (CT-DNA) showed that the title compound interacts with CT-DNA via intercalative binding. (C) 2015 Elsevier B.V. All rights reserved.
dc.description.sponsorshipAnkara University Grants Commission [2014H0430005]; Aksaray University Science and Technology Application and Research Center, Aksaray, Turkey [2010K120480]; Scientific Research Project Office of Giresun University, Turkey [FEN-BAP-A-220413-61]
dc.description.sponsorshipThe authors are grateful to the Scientific Research Project Office of Giresun University, Turkey, for access to the Gaussian 09W program package (Project no: FEN-BAP-A-220413-61) and the Ankara University Grants Commission for a research grant (Project No.: 2014H0430005) and the Aksaray University Science and Technology Application and Research Center, Aksaray, Turkey, for use of the Bruker SMART BREEZE CCD diffractometer (purchased under grant No. 2010K120480 of the State of Planning Organization).
dc.identifier.doi10.1016/j.snb.2015.03.025
dc.identifier.endpage61en_US
dc.identifier.issn0925-4005
dc.identifier.scopusqualityQ1
dc.identifier.startpage52en_US
dc.identifier.urihttps://doi.org/10.1016/j.snb.2015.03.025
dc.identifier.urihttps://hdl.handle.net/20.500.12451/5711
dc.identifier.volume215en_US
dc.identifier.wosWOS:000354131200008
dc.identifier.wosqualityN/A
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherElsevier Science Sa
dc.relation.ispartofSensors and Actuators B-Chemical
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/embargoedAccess
dc.subjectSchiff Base
dc.subjectDensity Functional Theory
dc.subject2-Amino-6-Methoxybenzothiazole
dc.subjectX-ray Crystallography
dc.subjectCalf Thymus-DNA
dc.subjectAnion Sensors
dc.titleSynthesis, characterization, theoretical calculations, DNA binding and colorimetric anion sensing applications of 1-[(E)-[(6-methoxy-1,3-benzothiazol-2-yl)imino]methyl]naphthalen-2-ol
dc.typeArticle

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