Stereodifferentiating drug-biomolecule interactions in the triplet excited state: studies on supramolecular carprofen/protein systems and on carprofen-tryptophan model dyads.

@article{LhiaubetVallet2007StereodifferentiatingDI,
  title={Stereodifferentiating drug-biomolecule interactions in the triplet excited state: studies on supramolecular carprofen/protein systems and on carprofen-tryptophan model dyads.},
  author={Virginie Lhiaubet‐Vallet and Francisco Bosc{\'a} and Miguel Angel Miranda},
  journal={The journal of physical chemistry. B},
  year={2007},
  volume={111 2},
  pages={
          423-31
        }
}
Stereoselective interaction between a chiral nonsteroidal antiinflammatory drug, namely carprofen (CP), and human serum albumin (HSA) was studied, and the results were compared with those obtained with model dyads. In the presence of albumin the same triplet-triplet transition was detected for both CP stereoisomers; however, time-resolved measurements revealed a remarkable stereodifferentiation in the CP/HSA interaction. For each stereoisomer, the decay dynamics evidenced the presence of two… Expand
Photoinduced processes in flurbiprofen–carprofen dyads
Abstract A common tool for investigating the specific distribution of a ligand between different protein microenvironments is the use of displacement probes, which force the ligand to move from oneExpand
Drug–protein interactions assessed by fluorescence measurements in the real complexes and in model dyads
Abstract In the present work, a systematic fluorescence study on supramolecular systems using two serum albumins (HSA or BSA) as hosts and the nonsteroidal antiinflammatory drugs carprofen (CPF) orExpand
Photochemical and photophysical properties of dibenzoylmethane derivatives within protein.
TLDR
In the case of MeAB and PrAB derivatives, binding to HSA was associated with a significant increase of their triplet lifetimes as compared to acetonitrile, and the Norrish type II process has been considered as a model to evaluate the influence of the protein microenvironment on the photoreactivity. Expand
Naphthalene triplet excited state as a probe for the assessment of drug distribution in binary protein systems.
TLDR
The results showed that SAs are the major carriers for NPX; by contrast, PPN binds preferentially to AAGs; and an intermediate situation was found for CIN, which presents comparable affinity for both proteins. Expand
Photoinduced Electron Transfer in Dyads with (R)-/(S)-Naproxen and (S)-Tryptophan
Abstract Short-lived intermediates arising from the donor-acceptor interaction of non-steroidal anti-inflammatory drug (NSAID) – (S)-naproxen (NPX) and its (R)-enantiomer with the tryptophan aminoExpand
Photoactive assemblies of organic compounds and biomolecules: drug-protein supramolecular systems.
TLDR
The use of proteins as supramolecular hosts modifies the photoreactivity of encapsulated substrates by providing protection against oxygen or other external reagents, by imposing conformational restrictions in the binding pockets, or by influencing the stereochemical outcome. Expand
Stereodifferentiation in the intramolecular singlet excited state quenching of hydroxybiphenyl-tryptophan dyads.
TLDR
Molecular modelling pointed to a more favourable geometric arrangement of the two interacting chromophores in (S,R)-1, which exhibited a folded conformation in the solid state, indicating that the observed quenching is indeed dynamic. Expand
Enhanced photosafety of cinacalcet upon complexation with serum albumin.
TLDR
The protein microenvironment protects cinacalcet from attack by oxygen; this prevents the phototoxic effects caused by formation of singlet oxygen and results in an enhanced photosafety of the drug. Expand
Triplet excited state behavior of naphthalene-based pseudopeptides in the presence of energy donors.
TLDR
The triplet state behavior of naphthalene-based pseudopeptides with amide-based macrocyclic or lateral chain substructures has been investigated in the presence of benzophenone and/or biphenyl, as suitable energy-donating chromophores, and the concept can, in principle, be exploited for the study of excited-state interactions in supramolecular systems. Expand
Behavior of drug excited states within macromolecules: binding of colchicine and derivatives to albumin.
TLDR
This study validates the LFP as a useful methodology to study the interactions of COL and its analogues with serum albumins, and consequently it could be applied to others proteins such as tubulin. Expand
...
1
2
3
4
...