Pregled bibliografske jedinice broj: 156842
Enantiomeric preference of the butyrylcholinesterase toward chiral quinuclidinium esters and amides
Enantiomeric preference of the butyrylcholinesterase toward chiral quinuclidinium esters and amides // VIII International Meeting on Cholinesterases
Perugia, 2004. str. x-x (poster, nije recenziran, sažetak, znanstveni)
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Naslov
Enantiomeric preference of the
butyrylcholinesterase toward chiral
quinuclidinium esters and amides
(Enantiomeric preference of the butyrylcholinesterase toward chiral
quinuclidinium esters and amides)
Autori
Primožič, Ines ; Odžak, Renata ; Tomić, Srđanka
Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni
Izvornik
VIII International Meeting on Cholinesterases
/ - Perugia, 2004, X-x
Skup
VIII International Meeting on Cholinesterases
Mjesto i datum
Perugia, Italija, 26.09.2004. - 30.09.2004
Vrsta sudjelovanja
Poster
Vrsta recenzije
Nije recenziran
Ključne riječi
butyrylcholinesterase ; N-benzyl esters and amides
Sažetak
Quaternary N-benzyl (R)- and (S)-esters of quinuclidin-3-ol and amides of quinuclidin-3-yl amine and pivalic, butyric and benzoic acid were synthesized. Kinetic studies revealed that (R)-enantiomers of tested esters are much better substrates than (S)-enantiomers. On the other hand, (S)-enantiomers of esters and amides showed higher affinity toward BChE except in the case of the butyric acid derivatives. In order to explain experimental data concerning reactivity of enantiomers, quantum chemical calculations (ONIOM scheme, B3LYP/3-21G ; PM3) of the stable species in the acylation step were performed. It was shown that enantiomeric preference of BChE, as well as rates of hydrolysis, are governed in large part by steric limitations and electrostatic interactions in the choline subsite.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
