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  • Title: Studies on relationships between the structure and the glycosidase-inhibiting activity of HPAAO and its analogs.
    Author: Hazato T, Aoyagi T, Umezawa H.
    Journal: J Antibiot (Tokyo); 1979 Mar; 32(3):212-6. PubMed ID: 572359.
    Abstract:
    p-Hydroxyphenylacetaldoxime (HPAAO) (anti and syn forms) obtained by fermentation and its analogs chemically synthesized were tested for their activities to inhibit various glycosidases. HPAAO inhibited bovine liver beta-galactosidase in a competitive manner at pH 7.0 with an apparent Ki value of 8 x 10(-8) M. HPAAO also inhibited various mammalian beta-glycosidases which had pH optima between 6.0 and 8.0. The syn form of HPAAO was found to be more active than the anti form against bovine liver neutral beta-galactosidase. It was concluded that the oxime moiety of HPAAO and its analogs was essential for their enzyme-inhibiting activity and the activities of aromatic or aliphatic oxime derivatives were dependent on the number of carbon atoms in their alkyl-chains.
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