A selective chemosensor for fluoride ion and its interaction with Calf Thymus DNA.
The amido-Schiff base 1 (N1, N3-bis (2-nitrobenzylidene)benzene-1,3-dicabohydrazide) containing a CONH group and CHN linkage has been synthesized by the condensation between isophthalic acid dihydrazide and o-nitrobenzaldehyde. This molecule can act as a fluoride ion sensor with high selectivity and sensitivity. Presence of nitro group in the phenyl ring may be responsible for the detection of fluoride ion visually with a dramatic color change from colorless to deep red in aqueous dimethyl sulphoxide solution. This Schiff base can be used as test kit for sensing of fluoride ion in the solid state. Compound 1 can detect fluoride also in commercially available toothpaste. As the compound has adequate solubility in DMSO-water mixture (7:93, v/v) and having some hydrogen bond donor and acceptor centers, we have investigated its nature of binding with Calf Thymus-DNA (CT-DNA) using theoretical molecular modelling and other experimental methods like UV-vis spectroscopy, circular dichroic and thermal melting studies. Thermodynamic parameters have been obtained using the well known Van't Hoff's equation. From both theoretical and experimental findings it has been observed that it can interact effectively with CT-DNA with binding energy -7.55kcal/mol to -7.50kcal/mol.
Department of Chemistry, University of Calcutta, 92, A.P.C. Road, Kolkata 700 009, India.
Soumen
S
Ghosh
Department of Chemistry, Aliah University, IIA/27, New Town, Kolkata 700 156, West Bengal, India.
Abdulla
A
Al Masum
Department of Chemistry, University of Calcutta, 92, A.P.C. Road, Kolkata 700 009, India.
Aniruddha
A
Ganguly
Department of Chemistry, Aliah University, IIA/27, New Town, Kolkata 700 156, West Bengal, India.
Md Maidul
MM
Islam
Department of Chemistry, Aliah University, IIA/27, New Town, Kolkata 700 156, West Bengal, India. Electronic address: alam_iitg@yahoo.com.
Md Akhtarul
MA
Alam
Department of Chemistry, University of Calcutta, 92, A.P.C. Road, Kolkata 700 009, India. Electronic address: nguchhait@yahoo.com.
Nikhil
N
Guchhait
D000818:Animals; D000838:Anions / Q000032:analysis; D002417:Cattle; D002942:Circular Dichroism; D003116:Color; D003124:Colorimetry / Q000379:methods*; D004247:DNA / Q000378:metabolism*; D005459:Fluorides / Q000032:analysis*; D008968:Molecular Conformation; D062105:Molecular Docking Simulation; D009691:Nucleic Acid Denaturation; D066244:Proton Magnetic Resonance Spectroscopy; D012545:Schiff Bases / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism*; D013056:Spectrophotometry, Ultraviolet; D013816:Thermodynamics; D014100:Toothpastes / Q000737:chemistry
D000838:Anions; D012545:Schiff Bases; D014100:Toothpastes; D004247:DNA; C427203:calf thymus DNA; D005459:Fluorides
Colorimetric sensing; DNA interaction; F(−) sensor; Hydrogen bonding; Schiff base