Article

A new fluorescent chemosensor for copper ions based on tripeptide glycyl-histidyl-lysine (GHK).

Center for Supramolecular Science and Department of Chemistry, University of Miami, PO Box 249118, Coral Gables, Florida 33124, USA.
Organic Letters (Impact Factor: 6.14). 11/2001; 3(21):3277-80. DOI:10.1021/ol0101638
Source: PubMed

ABSTRACT [structure: see text]. A new fluorescent chemosensor for Cu2+ ions was synthesized by modifying the tripeptide glycyl-histidyl-lysine (GHK) with 9-carbonylanthracene via the standard Fmoc solid-phase peptide synthesis method. While significant fluorescence quenching was observed from the molecule upon binding with Cu2+, addition of Fe2+, Co2+, Ni2+, and Zn2+ to the peptide solution caused a minimum fluorescence emission spectral change, indicating a high specificity of this chemosensor for Cu2+ ions. Effects of pH were also investigated.

0 0
 · 
0 Bookmarks
 · 
98 Views
  • Source
    [show abstract] [hide abstract]
    ABSTRACT: Stable coinage metal nanoparticles (NPs) have been synthesized individually in an aqueous alkaline solution from the corresponding metal salts as precursors using the condensation product (CP) of salicylaldehyde and triethylenetetramine as a reagent. Silver and gold NPs are obtained with and without light illumination but UV irradiation is essential for Cu(0)NP formation. During nanoparticle formation the CP is oxidized to OCP which eventually becomes a fluorophore and also a stabilizer for the in situ produced NPs. It has been observed that silver and gold particle formation kinetics is accelerated by UV exposure. Thus the ease of evolution of coinage metal NP formation relates to their nobility. The as prepared OCP solutions containing coinage metals exhibit a fluorescence contrast behaviour (fluorescence enhancement by Cu and Ag; quenching by AuNP) due to the match and mismatch of wave vectors. The electric field evident from the FDTD simulation abreast of the scattering cross section of the NPs governed from Mie theory as a consequence of surface plasmon coupled emission (SPCE), near field electromagnetic intensity enhancement and lightening rod effect concentrating the electric field around the fluorophore are responsible for the Cu and AgNPs stimulated fluorescence. Again, lossy surface waves are anticipated for efficient quenching by the AuNPs. The most unprecedented observation is 'Turn On' fluorescence which is reported here as a result of the substitution of Au(0) or Cu(0) by Ag(0). Finally, the preferential fluorescence enhancement helps the selective detection of Ag(i) and Cu(ii) well below the US Environmental Protection Agency (EPA) permissible level by tuning the experimental conditions.
    Dalton Transactions 10/2013; · 3.81 Impact Factor
  • [show abstract] [hide abstract]
    ABSTRACT: A new, highly selective and sensitive colorimetric chemosensor for detection of Cu(2+) ions in aqueous solution was developed. Receptor detected Cu(2+) ions by changing its color from colorless to yellow. Moreover, the Cu(2+)-sensitive compound was used as a colorimetric pH detector based on a color change due to -Cu(2+) complex formation identifiable by the naked eye.
    Dalton Transactions 03/2014; · 3.81 Impact Factor
  • [show abstract] [hide abstract]
    ABSTRACT: A novel peptidyl chemosensor (PySO2-His-Gly-Gly-Lys(PySO2)-NH2, 1) was synthesized by incorporation of two pyrene (Py) fluorophores into the tetrapeptide using sulfonamide group. Compound 1 exhibited selective fluorescence response towards Hg(II) over the other metal ions in aqueous buffered solutions. Furthermore, 1 with the potent binding affinity (Kd=120nM) for Hg(II) detected Hg(II) without interference of other metal ions such as Ag(I), Cu(II), Cd(II), and Pb(II). The binding mode of 1 with Hg(II) was investigated by UV absorbance spectroscopy, (1)H NMR titration experiment, and pH titration experiment. The addition of Hg(II) induced a significant decrease in both excimer and monomer emissions of the pyrene fluorescence. Hg(II) interacted with the sulfonamide groups and the imidazole group of His in the peptidyl chemosensor and then two pyrene fluorophores were close to each other in the peptide. The decrease of both excimer and monomer emission was mainly due to the excimer/monomer emission change by dimerization of two pyrene fluorophores and a quenching effect of Hg(II).
    Bioorganic & medicinal chemistry 10/2013; · 2.82 Impact Factor