Fluorogenic Cyanohydrin Esters as Chiral Probes for Esterase and Lipase Activity
摘要:
Fluorogenic cyanohydrin esters were prepared that release the fluorescent product umbelliferone by secondary decomposition of the primary cyanohydrin reaction product by cyanide elimination to the aldehyde and subsequent -elimination. Whereas butyrate 1b and octanoate 1d show the highest reaction rates with enzymes, the highest relative rates above the non-catalyzed background reaction are achieved with pivalate 1c and benzoate 1e. Enantioselective reactions are detected when the conversion stabilizes at 50% of the maximum fluorescence release, and enantioselectivity is confirmed by chiral-phase HPLC analysis of the unreacted cyanohydrin ester substrate.
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DOI:
10.1002/adsc.200303005
被引量:
年份:
2003
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