A chiral lactate reporter based on total and circularly polarized Tb(<scp>iii</scp>) luminescence

Leonzio, Marco; Melchior, Andrea; Faura, Georgina; Tolazzi, Marilena; Bettinelli, Marco; Zinna, Francesco; Arrico, Lorenzo; Bari, Lorenzo Di; Piccinelli, Fabio

doi:10.1039/c7nj04640e

Cited by 42 publications

(34 citation statements)

References 48 publications

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“…As the paramagnetic Eu(III) and Tb(III) complexes are rather difficult to model computationally, the analogues of the diamagnetic Y(III) ion were studied. It has been shown that Y(III) complexes may serve as suitable models for the Eu(III) analogues, [33][34][35][36] consistently with the fact that its ionic radius differs from that of Eu(III) ion by about 0.05 Å [and less for Tb(III)]. Geometry optimizations of the [Y(L)(H2O)n] complexes were carried out at DFT level in vacuum using the B3LYP exchangecorrelation functional.…”

Section: Dft Calculationsmentioning

confidence: 99%

“…The surprising higher affinity of Eu(bQcd)(CF3SO3) and Eu(bpcd)Cl (logK 4.62 and 5.76, respectively) promises a better selectivity towards HCO3 -. In this context, since both the enantiomers of the analog Tb(bpcd)Cl weakly interact with L-lactate (logK = 1.3 -1.45), 34 a strong selectivity for hydrogen carbonate is expected in a solution containing both analytes.…”

Section: Sensing Of Hco3 -mentioning

confidence: 99%

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Eu(iii) and Tb(iii) complexes of 6-fold coordinating ligands showing high affinity for the hydrogen carbonate ion: a spectroscopic and thermodynamic study

et al. 2019

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Section: Dft Calculationsmentioning

confidence: 99%

Section: Sensing Of Hco3 -mentioning

confidence: 99%

Eu(iii) and Tb(iii) complexes of 6-fold coordinating ligands showing high affinity for the hydrogen carbonate ion: a spectroscopic and thermodynamic study

et al. 2019

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“…Thanks to the first peculiarity, one can use time-gated detection to mitigate the interference of background fluorescence originating from the biological sample and hence to isolate the Ln(III) luminescence. This advantageous feature has been exploited, for example, to obtain a high signal-to-noise (S/N) ratio by means of Eu(III)-based probes in the detection of intracellular pH 7 as well as other important bioanalytes, such as bicarbonate, 8 , 9 citrate, 10 lactate, 11 ATP, 12 , 13 and vitamin C. 14 Based on the antenna effect, the luminescence intensity of the metal ion can be considerably enhanced if the ligand is capable of strongly absorbing and efficiently transferring the UV excitation to the Ln(III) center. At the same time, high values of the emission quantum yield are required.…”

Section: Introductionmentioning

confidence: 99%

Effect of the Heteroaromatic Antenna on the Binding of Chiral Eu(III) Complexes to Bovine Serum Albumin

et al. 2020

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The cationic enantiopure ( R,R ) and luminescent Eu(III) complex [Eu(b iso Qcd)(H 2 O) 2 ] OTf (with b iso Qcd = N,N′ -bis(2- iso quinolinmethyl)- trans -1,2-diaminocyclohexane N,N′ -diacetate and OTf = triflate) was synthesized and characterized. At physiological pH, the 1:1 [Eu(b iso Qcd)(H 2 O) 2 ] + species, possessing two water molecules in the inner coordination sphere, is largely dominant. The interaction with bovine serum albumin (BSA) was studied by means of several experimental techniques, such as luminescence spectroscopy, isothermal titration calorimetry (ITC), molecular docking (MD), and molecular dynamics simulations (MDS). In this direction, a ligand competition study was also performed by using three clinically established drugs (i.e., ibuprofen, warfarin, and digitoxin). The nature of this interaction is strongly affected by the type of the involved heteroaromatic antenna in the Eu(III) complexes. In fact, the presence of iso quinoline rings drives the corresponding complex toward the protein superficial area containing the tryptophan residue 134 (Trp134). As the main consequence, the metal center undergoes the loss of one water molecule upon interaction with the side chain of a glutamic acid residue. On the other hand, the similar complex containing pyridine rings ([Eu(bpcd)(H 2 O) 2 ]Cl with bpcd = N,N′ -bis(2-pyridylmethyl)-trans-1,2-diaminocyclohexane N,N′ -diacetate) interacts more weakly with the protein in a different superficial cavity, without losing the coordinated water molecules.

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“…7,8 Consequently, the energy transfer properties of luminescent f-metal complexes are a fertile area of research. 9,10,11,12,13 Indeed their unique hierarchical energy levels render them attractive candidates in this regard, as both donors and acceptors of energy, and it has previously been shown that efficient molecular inter-lanthanide energy transfer occurs in both homonuclear 14,15 and heteronuclear complexes. 16,17,18 The synthesis of homopolynuclear lanthanide complexes has been explored for a range of conventional multi-chelating ligands, 19,20,21,22 in addition to supramolecular architectures based upon helicates, 23,24,25 expanded macrocycles, 26 coordination cages, 27,28 and other synergistic weak interactions.…”

Section: Introductionmentioning

confidence: 99%

Formation of Heteropolynuclear Lanthanide Complexes Using Macrocyclic Phosphonated Cyclam-Based Ligands

et al. 2020

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Ligands L1 and L2, respectively based on a cyclam and a cross-bridged cyclam scaffold functionalised at N1 and N8 by 6-phosphonic-2-methylene pyridyl groups are described. While 2 complexation of lanthanide (Ln) cations with L2 was not possible, a family of complexes has been prepared with L1, of the general formulae [LnL1D2]Cl (Ln 3+ = Lu, Tb, Yb) or [LnL1D] (Ln 3+ = Eu). The solution, structural, potentiometric and photophysical data for these novel ligands and their complexes have been investigated, including solid-state study by X-ray diffraction (L1, L2 and [EuL1H]), 1 H NMR complexation investigations (Lu 3+) as well as UV-Vis absorption and luminescence spectroscopy in water and D2O (pH ≈ 7). L1 forms 1:1 metal-ligand stoichiometric octadentate complexes in solution. Importantly the pyridyl phosphonate functions are capable of simultaneous chelation to the metal centre and of interaction with a second metal centre. 1 H NMR (Lu 3+) and spectrophotometric titrations of the isolated [TbL1]complex by EuCl3 salts demonstrated the formation of high order (hetero)polymetallic species in aqueous solution (H2O, pH = 7). Global analysis of the luminescence titration experiment points to the formation of 4:1, 3:1, and 3:2 [TbL1]:Eu heteropolynuclear assemblies, exhibiting a strong preference to forming [TbL1]3Eu2 at increased europium concentrations, with energy transfer occurring between the kinetically inert terbium complex and added europium cations.

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A chiral lactate reporter based on total and circularly polarized Tb(iii) luminescence

Abstract: Lactate anion signaling by a chiral Tb(iii) complex based on total and circularly polarized luminescence.

Cited by 42 publications

References 48 publications

Eu(iii) and Tb(iii) complexes of 6-fold coordinating ligands showing high affinity for the hydrogen carbonate ion: a spectroscopic and thermodynamic study

Eu(iii) and Tb(iii) complexes of 6-fold coordinating ligands showing high affinity for the hydrogen carbonate ion: a spectroscopic and thermodynamic study

Effect of the Heteroaromatic Antenna on the Binding of Chiral Eu(III) Complexes to Bovine Serum Albumin

Formation of Heteropolynuclear Lanthanide Complexes Using Macrocyclic Phosphonated Cyclam-Based Ligands

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