Inhibition of alpha -l-fucosidase by derivatives of deoxyfuconojirimycin and deoxymannojirimycin

Deoxyfuconojirimycin (1,5-dideoxy-1,5-imino-L-fucitol) is a potent, specific and competitive inhibitor (K sub(i) 1 x 10 super(-8) M) of human liver alpha -L-fucosidase (EC 3.2.1.51). Six structural analogues of this compound were synthesized and tested for their ability to inhibit alpha -L-fucosidas...

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Published inBiochemical journal Vol. 256; no. 1; pp. 277 - 282
Main Authors Winchester, B, Barker, C, Baines, S, Jacob, G S, Namgoong, S K, Fleet, G
Format Journal Article
LanguageEnglish
Published 01.01.1990
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Abstract Deoxyfuconojirimycin (1,5-dideoxy-1,5-imino-L-fucitol) is a potent, specific and competitive inhibitor (K sub(i) 1 x 10 super(-8) M) of human liver alpha -L-fucosidase (EC 3.2.1.51). Six structural analogues of this compound were synthesized and tested for their ability to inhibit alpha -L-fucosidase and other human liver glycosidases. It is concluded that the minimum structural requirement for inhibition of alpha -L-fucosidase is the correct configuration of the hydroxy groups at the piperidine ring carbon atoms 2, 3 and 4.
AbstractList Deoxyfuconojirimycin (1,5-dideoxy-1,5-imino-L-fucitol) is a potent, specific and competitive inhibitor (K sub(i) 1 x 10 super(-8) M) of human liver alpha -L-fucosidase (EC 3.2.1.51). Six structural analogues of this compound were synthesized and tested for their ability to inhibit alpha -L-fucosidase and other human liver glycosidases. It is concluded that the minimum structural requirement for inhibition of alpha -L-fucosidase is the correct configuration of the hydroxy groups at the piperidine ring carbon atoms 2, 3 and 4.
Author Jacob, G S
Baines, S
Fleet, G
Namgoong, S K
Winchester, B
Barker, C
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Snippet Deoxyfuconojirimycin (1,5-dideoxy-1,5-imino-L-fucitol) is a potent, specific and competitive inhibitor (K sub(i) 1 x 10 super(-8) M) of human liver alpha...
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SubjectTerms deoxyfuconojirimycin
deoxymannojirimycin
liver
Title Inhibition of alpha -l-fucosidase by derivatives of deoxyfuconojirimycin and deoxymannojirimycin
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