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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 15, Number 9
BKCSDE 15(9)
September 20, 1994 

Large Acceleration Effects of Mono-6-(alkylamino)-β-cyclodextrins on the Cleavage of p-Nitrophenyl α-Methoxyphenylacetate
Kwanghee Koh Park*, Byung-Kue Kang
Kinetic studies of the deacylation reactions of p-and m-nitrophenyl esters of (R or S)-α -methoxyphenylacetic acid were performed in β -CD, mono-6-deoxy-6-[N-(2-aminoethyl)]amino-β -CD (β-CDen) and mono-6-deoxy-6-[N-(2-aminoethyl)-2-aminoethyl] amino-β-CD (β-CDdien) media. The binding constants (K) of the substrates to the hosts and the rate constants (kψCD) for the complexed substrates were determined. kψCD values are highly dependent on the hosts and the substrates, whereas differences in K values among them are modest. The p-nitrophenyl esters show larger acceleration by β-CDen and β-CDdien than the corresponding m-isomers, while the m-isomers are more reactive than the p-isomers in β-CD media. This is taken as an indication that the amino groups attached to the primary side of β-CD participate in the deacylation reaction.
795 - 799
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