A Polyaza Macrocycle Ligand Bearing Anthracenyl Fluorophores for Selective Signaling of Zn(II) in Aqueous Solution

Cao, Shuhong; Li, Hong Bo; Chen, Tingting; Chen, Jinwen

doi:10.1007/s10953-009-9465-5

Cited by 9 publications

(3 citation statements)

References 26 publications

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“…As a result, we predict that polyphenol binds mainly with the two fluorophores, Trp-212 buried inside and Trp-134 located on the surface of BSA. This argument is based on the fact that the emissions λ max of Trp-212 and Try-134 are at 340 nm (Figure ), which is the emission region of hidden tryptophan molecules, while fluorescence emission of exposed tryptophan molecule is at higher wavelength (350 nm) due to solvent relaxation. − The tightening of protein structure through intramolecular interactions, such as hydrogen bonds, seems to bury Trp-212 in a more hydrophobic environment. The change in fluorescence intensity of Trp-212 and Trp-134 in the presence of polyphenol may arise as a direct quenching or as a result of protein conformational changes induced by polyphenol−BSA complexation.…”

Section: Resultsmentioning

confidence: 99%

Resveratrol, Genistein, and Curcumin Bind Bovine Serum Albumin

et al. 2010

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We report the complexation of bovine serum albumin (BSA) with resveratrol, genistein, and curcumin, at physiological conditions, using constant protein concentration and various polyphenol contents. FTIR, CD, and fluorescence spectroscopic methods were used to analyze the ligand binding mode, the binding constant, and the effects of complexation on BSA stability and conformation. Structural analysis showed that polyphenols bind BSA via hydrophilic and hydrophobic interactions with the number of bound polyphenol (n) being 1.30 for resveratrol-BSA, 1.30 for genistein-BSA, and 1.0 for curcumin-BSA. The polyphenol-BSA binding constants were K(Res-BSA) = 2.52(+/-0.5) x 10(4) M(-1), K(Gen-BSA) = 1.26(+/-0.3) x 10(4) M(-1), and K(Cur-BSA) = 3.33(+/-0.8) x 10(4) M(-1). Polyphenol binding altered BSA conformation with a major reduction of alpha-helix and an increase in beta-sheet and turn structures, indicating a partial protein unfolding.

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Section: Resultsmentioning

confidence: 99%

Resveratrol, Genistein, and Curcumin Bind Bovine Serum Albumin

et al. 2010

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“…20%. The structure 85 was developed by Chen et al 66 who demonstrated the sensing of Zn(II) in a 8 : 2 MeOH : H 2 O solution. The sensing of Zn(II) gave rise to changes in both the UV-Vis and the fluorescence emission spectrum of sensor 85.…”

Section: Examples Of Sensors For D-metal Cationsmentioning

confidence: 99%

Fluorescent sensors for ions based on organic structures

Veale

Gunnlaugsson

2010

Annu. Rep. Prog. Chem., Sect. B: Org. Chem.

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“…In addition, formaldehyde can serve as a link for two amine moieties and, therefore, metal-directed reaction of coordinated amines and formaldehyde is useful for the preparation of various types of fully saturated hexaazamacrocyclic complexes containing N-CH 2 -N linkings [21]. Typical examples of primary amines side chain, the ''pendant arm'', that have been used so far include propylamine [22,23], ethanolamine [24,25], 1,4-phenylenediamine [26], hydrazine [27], 2-thiophenemethylamine [28], nicotinamide [5], 4-aminobutyric acid [29,30], ethylamine [31], (R)-(? )-1-(1-naphthyl)ethylamine [32], ethylenediamine [33], 1-(3-aminopropyl)-imidazole [34], benzylamine [1,35], and (R/S)-a-methylbenzylamine [36][37][38][39].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Crystal Structure, and Spectroscopic Properties of Cu(II) Complex with 14-Membered Hexaazamacrocyclic Ligands

et al. 2016

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CuL(ClO 4 ) 2 ] complex of 14-membered hexaazamacrocyclic ligand (L = 6,13-dimethyl-3,10-dioctyl-1,3,5,8,10,12-hexaazacyclotetradecane) was synthesized by template condensation reaction of 1,2-diaminopropane, octylamine, and formaldehyde in ethanol. The product was characterized by elemental analysis, Fourier-transformed infrared spectroscopy (FT-IR), ultraviolet-visible spectroscopy (UV-vis), diffused reflectance spectroscopy (DRS), liquid chromatography-mass spectrometry (LC-MS), and X-ray crystallographic technique. Thermal behavior of this complex was studied by thermogravimetric analysis (TGA). The IR and other spectral properties were consistent with the result from X-ray diffraction. The electronic absorption spectra of [CuL(ClO 4 ) 2 ] complex showed one band at 500 nm corresponding to 2 B 1g ? 2 B 2g transition. The complex crystallized in the triclinic space group of Pī with a = 8.1307(6) Å , b = 9.3579(7) Å , c = 13.3930(10) Å , a = 95.932(2)°, b = 98.579(2)°, and c = 114.478(2)°. The copper(II) ion of the macrocyclic cation displayed a tetragonally distorted octahedral geometry with four nitrogen atoms in the equatorial plane and two oxygen atoms from the perchlorate ions weakly coordinated to the copper(II) ion in the axial positions. The complex exhibited only weak luminescent property.Graphical Abstract A new macrocyclic complex that can be easily obtained from the one-pot synthesis.

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A Polyaza Macrocycle Ligand Bearing Anthracenyl Fluorophores for Selective Signaling of Zn(II) in Aqueous Solution

Cited by 9 publications

References 26 publications

Resveratrol, Genistein, and Curcumin Bind Bovine Serum Albumin

Resveratrol, Genistein, and Curcumin Bind Bovine Serum Albumin

Fluorescent sensors for ions based on organic structures

Synthesis, Crystal Structure, and Spectroscopic Properties of Cu(II) Complex with 14-Membered Hexaazamacrocyclic Ligands

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