title: Water-Soluble 8-Hydroxyquinoline Conjugate of Amino-Glucose As Receptor for La(3+) in HEPES Buffer, on Whatman Cellulose Paper and in Living Cells.
abstract: A water-soluble glucopyranosyl conjugate, L, has been synthesized and characterized by different analytical and spectral techniques. The L has been demonstrated to have switch-on fluorescence enhancement of ∼75 fold in the presence of La(3+) among the nine lanthanide ions studied in the HEPES buffer at pH 7.4. A minimum detection limit of 140 nM (16 ± 2 ppb) was shown by L for La(3+) in the buffer at physiological pH. The utility of L has been demonstrated by showing its sensitivity toward La(3+) on Whatman filter paper strips. The reversible and reusable action of L has been demonstrated by monitoring the fluorescence changes as a function of the addition of La(3+) followed by F(-) and HPO4(2-) ions. The complexation of L by La(3+) was shown by absorption spectra wherein isosbestic behavior was observed. The Job's plot suggests a 2:1 complex between L and La(3+), and the same was supported by ESI-MS. The control molecular study revealed the necessity of hydroxy quinoline and the amine group for La(3+) ion binding and the glyco-moiety to bring water solubility and biocompatibility. The structural features of the [2L+La(3+)] complex were established by DFT computational calculations. The chemo-ensemble, [2L+La(3+)], is shown responsible for providing intracellular fluorescence imaging in HepG2 cells.
authors.affiliation: Bioinorganic Laboratory, Department of Chemistry, Indian Institute of Technology Bombay , Powai, Mumbai 400076, India.
authors.forename: Sivaiah
authors.initials: S
authors.lastname: Areti
authors.affiliation: Bioinorganic Laboratory, Department of Chemistry, Indian Institute of Technology Bombay , Powai, Mumbai 400076, India.
authors.forename: Sateesh
authors.initials: S
authors.lastname: Bandaru
authors.affiliation: Bioinorganic Laboratory, Department of Chemistry, Indian Institute of Technology Bombay , Powai, Mumbai 400076, India.
authors.forename: Rohit
authors.initials: R
authors.lastname: Teotia
authors.affiliation: Bioinorganic Laboratory, Department of Chemistry, Indian Institute of Technology Bombay , Powai, Mumbai 400076, India.
authors.forename: Chebrolu P
authors.initials: CP
authors.lastname: Rao
mesh_terms: D002021:Buffers; D002470:Cell Survival; D002482:Cellulose / Q000737:chemistry*; D005453:Fluorescence; D005947:Glucose / Q000737:chemistry*; D006531:HEPES / Q000737:chemistry*; D056945:Hep G2 Cells; D006801:Humans; D028581:Lanthanoid Series Elements / Q000032:analysis* / Q000737:chemistry; D008856:Microscopy, Fluorescence; D008958:Models, Molecular; D008968:Molecular Conformation; D015125:Oxyquinoline / Q000737:chemistry*; D010209:Paper; D011789:Quantum Theory; D012995:Solubility; D014867:Water / Q000737:chemistry*
chemical_list: D002021:Buffers; D028581:Lanthanoid Series Elements; D014867:Water; D015125:Oxyquinoline; D002482:Cellulose; D005947:Glucose; D006531:HEPES