3.2.1.146: beta-galactofuranosidase
This is an abbreviated version!
For detailed information about beta-galactofuranosidase, go to the full flat file.
Word Map on EC 3.2.1.146
Reaction
Synonyms
Araf-ase, beta-D-galactofuranosidase, beta-D-galactofuranosidase 1, beta-D-galactofuranosidase 2, beta-D-galactofuranosidase 3, beta-D-galactofuranosidase 4, beta-galactofuranosidase, exo beta-D-galactofuranosidase, exo-beta-D-galactofuranosidase, exo-beta-galactofuranosidase, galactofuranose-specific beta-D-galactofuranosidase, Galf-ase, Galf-specific Galf-ase, Galf-specific hydrolase, More, ORF0232, ORF0643, ORF1110, ORF2125, ORF2812
ECTree
3.2.1.146 beta-galactofuranosidaseAdvanced search results
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results (Inhibitors
Inhibitors on EC 3.2.1.146 - beta-galactofuranosidase
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INHIBITOR 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
IMAGE
1,2:3,4-di-O-isopropylidene-6-S-(D-galactofuranosyl)-6-thio-alpha-D-galactopyranose
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pH 4.9, 37°C, 80% enzyme activity at 0.3 mM, beyond that about 75% enzyme activity, 0.2-1.0 mM inhibitor
2-propyl 3-deoxy-4-S-(beta-D-galactofuranosyl)-4-thio-alpha-D-xylo-hexopyranoside
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pH 4.9, 37°C, weak inhibitory activity, about 85% enzyme activity at 1 mM, 0.2-1.0 mM inhibitor
4-methylphenyl 1-thio-beta-D-galactofuranoside
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low inhibitory activity with 30% inhibition at 0.25 mM
methyl 5-S-(beta-D-galactofuranosyl)-6-deoxy-5-thio-alpha-L-altrofuranoside
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competitive inhibitor
methyl 5-S-(beta-D-galactofuranosyl)-6-deoxy-5-thio-beta-D-galactofuranoside
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competitive inhibitor
methyl 6-S-(alpha-L-arabinofuranosyl)-6-thio-alpha-D-galactopyranoside
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pH 4.9, 37°C, 80% enzyme activity at 0.3 mM, beyond that about 75% enzyme activity, 0.2-1.0 mM inhibitor
methyl 6-S-(beta-D-galactofuranosyl)-6-thio-alpha-D-galactopyranoside
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pH 4.9, 37°C, 80% enzyme activity at 0.3 mM, beyond that about 65% enzyme activity, 0.2-1.0 mM inhibitor
methyl 6-S-(beta-D-galactofuranosyl)-6-thio-alpha-D-glucopyranoside
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pH 4.9, 37°C, weak inhibitory activity, about 85% enzyme activity at 1 mM, 0.2-1.0 mM inhibitor
methyl 6-S-(beta-D-galactofuranosyl)-6-thio-beta-D-galactofuranoside
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a (1->6)-linked thiodisaccharide formed by two galactofuranosyl units, synthesis and conformational analysis, overview. A competitive inhibitor of the beta-galactofuranosidase
D-galactono-1,4-lactone
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competitive inhibition, 50% inhibition in the presence of 1 mM ZnCl2, CaCl2, NiCl2 or AgNO3
D-galactono-1,4-lactone
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pH 4.9, 37°C, strong inhibitor, about 40% enzyme activity at 0.1 mM, 10% enzyme activity at 0.2 mM, less than 10% beyond 0.2 mM
D-galactono-1,4-lactone
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resembles the transition state of the hydrolysis
additional information
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no inhibitory activity at 0.2-1.0 mM of methyl 6-S-(alpha-L-arabinofuranosyl)-6-thio-alpha-D-glucopyranoside, pH 4.9, 37°C
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additional information
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no inhibition at concentrations up to 2.5 mM 4-methylphenyl 5-deoxy-1-thio-beta-D-galactofuranoside
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additional information
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synthesis of enantiomeric polyhydroxyalkylpyrrolidines from 1,3-dipolar cycloadducts by the 1,3-dipolar cycloaddition of sugar enones with azomethine ylides derived from natural amino acids, and evaluation as inhibitors of a beta-galactofuranosidase, overview. Reduction of the ketone carbonyl group of the cycloadducts, which possess a basic structure of bicyclic 6-(menthyloxy)hexahydropyrano[4,3-c]pyrrol-7(6H)one, affords a number of pyrrolidine-based bicyclic systems. The unprotected products are isolated as pyrrolidinium trifluoroacetates. Because of the furanose-like nature of the target trihydroxyalkyl pyrrolidines, these molecules are evaluated as inhibitors of the beta-galactofuranosidase from Penicillium fellutanum. The compounds ((2R,3S,3aR,6aS)-1-[(tert-butyloxy)carbonyl]-3-(1'(S),2'-diacetoxyethyl)-6-acetoxy-2-phenylhexahydro-1H-furo[3,4-b]pyrrole, (2S,3R,3aS,6aR)-1-[(tert-butyloxy)carbonyl]-3-(1'(R),2'-diacetoxyethyl)-6-acetoxy-2-phenylhexahydro-1H-furo[3,4-b]pyrrole, (2S,3R,4S,5R)-4-(1'(S),2'-diacetoxyethyl)-2,3-bis(acetoxymethyl)-1-[(tert-butyloxy)carbonyl]-5-phenylpyrrolidine, (2R,3S,4R,5S)-4-(1'(R),2'-diacetoxyethyl)-2,3-bis(acetoxymethyl)- 1-[(tert-butyloxy)carbonyl]-5-phenylpyrrolidine, (2S,3R,4S,5R)-4-(1'(S),2'-dihydroxyethyl)-2,3-bis(hydroxymethyl)-5-phenylpyrrolidinium trifluoroacetate, (2R,3S,4R,5S)-4-(1'(R),2'-dihydroxyethyl)-2,3-bis(hydroxymethyl)-5-phenylpyrrolidinium trifluoroacetate, (1R,3aR,4S,6R,6aS)-5-[(tert-butyloxy)carbonyl]-4-(hydroxymethyl)-6-phenylhexahydro-1H-furo[3,4-c]pyrrol-1-ol, (1S,3aS,4R,6S,6aR)-5-[(tert-butyloxy)carbonyl]-4-(hydroxymethyl)-6-phenylhexahydro-1H-furo[3,4-c]pyrrol-1-ol, (2S,3R,4S,5R)-1-[(tert-butyloxy)carbonyl]-2,3,4-tris-(hydroxymethyl)-5-phenylpyrrolidine, (2R,3S,4R,5S)-1-[(tert-butyloxy)carbony l]-2,3,4-tris-(hydroxymethyl)-5-phenylpyrrolidine, (2S,3R,4S,5R)-2,3,4-tris(hydroxymethyl)-5-phenylpyrrolidinium trifluoroacetate, and (2R,3S,4R,5S)-2,3,4-tris(hydroxymethyl)-5-phenylpyrrolidinium trifluoroacetate) show practically no inhibitory activity for concentration of pyrrolidines in the range of 0.1-1.6 mM. NMR structure analysis
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additional information
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synthesis of galactofuranosyl-(1->5)-thiodisaccharide glycomimetics as inhibitors of a beta-D-galactofuranosidase, NMR spectrometric structure determination and analysis, overview
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