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Carbohydr Res ; 375: 29-34, 2013 Jun 28.
Article in English | MEDLINE | ID: mdl-23685037

ABSTRACT

TMG-chitotriomycin (1) produced by the actinomycete Streptomyces annulatus NBRC13369 was examined as a probe for the prediction of substrate specificity of ß-N-acetylhexosaminidases (HexNAcases). According to the results of inhibition assays, 14 GH20 HexNAcases from various organisms were divided into 1-sensitive and 1-insensitive enzymes. Three representatives of each group were investigated for their substrate specificity. The 1-sensitive HexNAcases hydrolyzed N-acetylchitooligosaccharides but not N-glycan-type oligosaccharides, whereas the 1-insensitive enzymes hydrolyzed N-glycan-type oligosaccharides but not N-acetylchitooligosaccharides, indicating that TMG-chitotriomycin can be used as a molecular probe to distinguish between chitin-degrading HexNAcases and glycoconjugate-processing HexNAcases.


Subject(s)
Enzyme Inhibitors/pharmacology , Molecular Probes/pharmacology , Sugar Alcohols/pharmacology , beta-N-Acetylhexosaminidases/antagonists & inhibitors , Carbohydrate Conformation , Dose-Response Relationship, Drug , Enzyme Inhibitors/chemistry , Molecular Probes/chemistry , Structure-Activity Relationship , Substrate Specificity/drug effects , Sugar Alcohols/chemistry , beta-N-Acetylhexosaminidases/isolation & purification , beta-N-Acetylhexosaminidases/metabolism
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