16375-56-7Relevant articles and documents
Interaction between a pyridyl and a naphthyl/pyrenyl moiety in covalently linked systems
Sankaran,Das, Amitava,Samanta, Anunay
, p. 61 - 70 (2002)
Photophysical properties of two bichromophoric systems comprising a pyridyl moiety and a naphthyl/pyrenyl moiety covalently linked through a dimethylene bridge have been investigated. The spectral behavior of the systems suggests the formation of an intramolecular complex between the two terminal moieties of the molecules in the ground state. Interestingly, no intermolecular complexation could be observed with a 1:1 mixture of the constituting components. This contrasting behavior has been interpreted taking into consideration the difference in the entropy change associated with the complexation process. Based on the effect of solvent polarity on the absorption and emission behavior of the complex and taking into consideration the molecular geometry, it is concluded that the interaction between the aromatic hydrocarbon and pyridyl moieties is primarily driven through an overlap of the π-clouds.
In Situ Assembly of Choline Acetyltransferase Ligands by a Hydrothiolation Reaction Reveals Key Determinants for Inhibitor Design
Wiktelius, Daniel,Allgardsson, Anders,Bergstr?m, Tomas,Hoster, Norman,Akfur, Christine,Forsgren, Nina,Lejon, Christian,Hedenstr?m, Mattias,Linusson, Anna,Ekstr?m, Fredrik
supporting information, p. 813 - 819 (2020/12/09)
The potential drug target choline acetyltransferase (ChAT) catalyses the production of the neurotransmitter acetylcholine in cholinergic neurons, T-cells, and B-cells. Herein, we show that arylvinylpyridiniums (AVPs), the most widely studied class of ChAT inhibitors, act as substrate in an unusual coenzyme A-dependent hydrothiolation reaction. This in situ synthesis yields an adduct that is the actual enzyme inhibitor. The adduct is deeply buried in the active site tunnel of ChAT and interactions with a hydrophobic pocket near the choline binding site have major implications for the molecular recognition of inhibitors. Our findings clarify the inhibition mechanism of AVPs, establish a drug modality that exploits a target-catalysed reaction between exogenous and endogenous precursors, and provide new directions for the development of ChAT inhibitors with improved potency and bioactivity.
Triplet and Radical Ion Properties of Styrylnaphthalenes and their Aza-derivatives: A Laser Flash Photolytic Study
Aloisi, Gian Gaetano,Elisei, Fausto,Latterini, Loredana
, p. 2139 - 2146 (2007/10/02)
Laser flash photolysis was used to produce and investigate the lowest excited triplet state (T1) and radical ions (DAE+ radical and DAE- radical) of some diarylethylenes (DAE).In particular, the two trans-styrylnaphthalene isomers (n-StN, where n = 1 or 2 on the naphthalene) and four trans-1-(n-naphthyl)-2-(n'-pyridyl)ethylenes (n,n'-NPE, with n,n' = 1,4'; 2,2'; 2,3' and 2,4') were studied.The transients were characterized in terms of their absorption spectra, decay kinetics, molar absorption coefficients (for DAE+ radical and DAE- radical) and formation quantum yields (for T1 and DAE+ radical).Except for 1-StN, under direct excitation in the absence of quenchers (λexc = 308 and 347 nm), T1 -> Tn absorption was undetectable and DAE+ radical was the only transient observed, even though it was produced in low yield (ΦPI 1 of the DAEs was characterized in n-hexane, in the presence of 4-bromo-N, N-dimethylaniline (BrDMA) which enhances the intersystem-crossing quantum yields, while DAE- radical was produced and studied in acetonitrile, by laser excitation at 347 nm, in the presence of diethylaniline (DEA) and BrDMA.
