Please use this identifier to cite or link to this item: http://hdl.handle.net/11455/68820
標題: Benzene-di-N-substituted carbamates as conformationally constrained analogs of Pseudomonas lipase substrates
作者: Lin, M.C.
Hwang, M.T.
Chang, H.G.
Lin, C.S.
Lin, G.
關鍵字: lipase
inhibitor
carbamate
conformation
cholesterol esterase
species lipase
triacylglycerol lipase
interfacial activation
cepacia lipase
binding site
active-site
inhibition
complex
state
期刊/報告no:: European Journal of Lipid Science and Technology, Volume 109, Issue 11, Page(s) 1104-1110.
摘要: Benzene-1,2-, -1,3-, and -1,4-di-N-substituted carbamates (1-15) are synthesized as the constrained analogs of gauche, eclipsed, and anti conformations of diesters of ethylene glycol, respectively. Carbamates 1-15 are characterized as the pseudo-substrate inhibitors of Pseudomonas species lipase. Long-chain carbamates are more potent inhibitors than short-chain ones. Different geometries of benzene-di-substituted carbamates, such as benzene- 1,2-di-N-octylcarbamate (3) (ortho compound), benzene-1,3-di-N-octylcarbamate (8) (meta compound), and benzene-1,4-di-N-octylcarbamate (13) (para compound), show similar inhibitory potencies for the enzyme. In other words, kinetic data suggest that the enzyme does not discriminate ortho, meta, and para geometries of these constrained analogs.
URI: http://hdl.handle.net/11455/68820
ISSN: 1438-7697
文章連結: http://dx.doi.org/10.1002/ejlt.200700073
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