Effect of demethylation on the chitinase inhibitory activity of allosamidin.
Removal of a methyl group of the allosamizoline moiety of allosamidin decreases the inhibitory effect on family 18 chitinases from three different species (a bacterium, Serratia marcescens, a crustacean, Artemia salina, and an insect cell line, Chironomus tentans). Loss of a second methyl group weakens enzyme inhibition further. This is in agreement with the highly conserved catalytic centre of these enzymes.
Spindler
K D
KD
Department of General Zoology, University of Ulm. spindler@biofs1.biologie.uni-ulm.de
Spindler-Barth
M
M
Sakuda
S
S
D000117:Acetylglucosamine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D001156:Artemia / Q000201:enzymology; D002240:Carbohydrate Sequence; D002683:Chironomidae / Q000201:enzymology; D002688:Chitinases / Q000037:antagonists & inhibitors* / Q000302:isolation & purification; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000494:pharmacology*; D007700:Kinetics; D008745:Methylation; D008969:Molecular Sequence Data; D012706:Serratia marcescens / Q000201:enzymology; D013329:Structure-Activity Relationship; D014312:Trisaccharides / Q000737:chemistry / Q000494:pharmacology*
D004791:Enzyme Inhibitors; D014312:Trisaccharides; C054851:allosamidin; D002688:Chitinases; D000117:Acetylglucosamine