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Literature summary for 3.2.1.62 extracted from

  • Day, A.J.; Canada, F.J.; Diaz, J.C.; Kroon, P.A.; Mclauchlan, R.; Faulds, C.B.; Plumb, G.W.; Morgan, M.R.A.; Williamson, G.
    Dietary flavonoids and isoflavone glycosides are hydrolysed by the lactase site of lactase phlorizin hydrolase (2000), FEBS Lett., 468, 166-170.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
2',4'-dinitrophenyl-2-fluoro-2-deoxy-beta-D-glucopyranoside rapidly inhibits phlorizin hydrolase activity by covalently binding to the glutamic acid residue of the active site, lactase activity more slowly inhibited, pre-incubation with glucal protects the lactase active site from inactivation Ovis aries aries
2-fluoro-dinitrophenylglucoside specifically inhibits phlorizin hydrolase, lactase activity is inhibited slowly Ovis aries

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.002
-
phlorizin
-
Ovis aries aries
0.002
-
phlorizin pH 6, 37°C Ovis aries
0.044
-
quercetin-4-glucopyranoside
-
Ovis aries aries
0.044
-
quercetin-4'-glucoside pH 6, 37°C Ovis aries
0.046
-
quercetin 3-O-beta-D-glucopyranoside
-
Ovis aries aries
0.046
-
quercetin-3-glucoside pH 6, 37°C Ovis aries
0.085
-
genistein-7-glucopyranoside
-
Ovis aries aries
0.085
-
genistein-7-glucoside pH 6, 37°C Ovis aries
0.149
-
daidzein-7-glucopyranoside
-
Ovis aries aries
0.149
-
daidzein-7-glucoside pH 6, 37°C Ovis aries
8.8
-
4-O-beta-D-galactopyranosyl-D-glucopyranoside
-
Ovis aries aries
8.8
-
lactose pH 6, 37°C Ovis aries

Localization

Localization Comment Organism GeneOntology No. Textmining
brush border luminal site Ovis aries aries 5903
-

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
4-O-beta-D-galactopyranosyl-D-glucopyranoside + H2O Ovis aries aries hydrolysis located on a specific active site for lactose hydrolysis D-galactose + beta-D-glucose
-
?
4-O-beta-D-galactopyranosyl-D-glucopyranoside + H2O Ovis aries aries acts on dietary glycosides before absorption D-galactose + beta-D-glucose
-
?
phlorizin + H2O Ovis aries aries hydrolysis located on a specific active site for phlorizin hydrolysis phloretin + beta-D-glucose
-
?

Organism

Organism UniProt Comment Textmining
Ovis aries
-
-
-
Ovis aries aries
-
sheep
-

Purification (Commentary)

Purification (Comment) Organism
to homogeneity Ovis aries aries

Reaction

Reaction Comment Organism Reaction ID
a beta-D-glucosyl-N-acylsphingosine + H2O = a ceramide + beta-D-glucose mechanism Ovis aries

Source Tissue

Source Tissue Comment Organism Textmining
intestine small intestine Ovis aries aries
-
small intestine
-
Ovis aries
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4-O-beta-D-galactopyranosyl-D-glucopyranoside + H2O hydrolysis located on a specific active site for lactose hydrolysis Ovis aries aries D-galactose + beta-D-glucose
-
?
4-O-beta-D-galactopyranosyl-D-glucopyranoside + H2O acts on dietary glycosides before absorption Ovis aries aries D-galactose + beta-D-glucose
-
?
daidzein 7-O-beta-D-glucopyranoside + H2O
-
Ovis aries aries daidzein + beta-D-glucose
-
?
daidzin + H2O
-
Ovis aries 3-(4-hydroxyphenyl)-7-hydroxy-chromen-4-one + D-glucose
-
?
genistein-7-glucopyranoside + H2O
-
Ovis aries aries genistein + beta-D-glucose
-
?
genistein-7-glucoside + H2O
-
Ovis aries genistein + D-glucose
-
?
lactose + H2O reaction is not inhibited by 2-fluoro-dinitrophenylglucoside Ovis aries D-galactose + glucose
-
?
additional information no substrate: rutin, naringin Ovis aries ?
-
?
phlorizin + H2O hydrolysis located on a specific active site for phlorizin hydrolysis Ovis aries aries phloretin + beta-D-glucose
-
?
phlorizin + H2O reaction is inhibited by 2-fluoro-dinitrophenylglucoside Ovis aries ?
-
?
quercetin 3-O-beta-D-glucopyranoside + H2O
-
Ovis aries aries quercetin + beta-D-glucose
-
?
quercetin 4'-O-beta-D-glucopyranoside + H2O flavone glucosides more efficiently hydrolysed than isoflavone glucosides, major contribution to the hydrolysis is from the lactase site Ovis aries aries quercetin + beta-D-glucose
-
?
quercetin-3-glucoside + H2O reaction is marginally inhibited by 2-fluoro-dinitrophenylglucoside Ovis aries quercetin + D-glucose
-
?
quercetin-4'-glucoside + H2O reaction is marginally inhibited by 2-fluoro-dinitrophenylglucoside Ovis aries quercetin + D-glucose
-
?

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.5
-
phlorizin
-
Ovis aries aries
0.5
-
phlorizin pH 6, 37°C Ovis aries
2.1
-
daidzein-7-beta-D-glucopyranoside
-
Ovis aries aries
2.1
-
daidzein-7-glucoside pH 6, 37°C Ovis aries
6.3
-
quercetin 3-O-beta-D-glucopyranoside
-
Ovis aries aries
6.3
-
quercetin-3-glucoside pH 6, 37°C Ovis aries
6.5
-
genistein-7-beta-D-glucopyranoside
-
Ovis aries aries
6.5
-
genistein-7-glucoside pH 6, 37°C Ovis aries
7.5
-
quercetin-4-beta-D-glucopyranoside
-
Ovis aries aries
7.5
-
quercetin-4'-glucoside pH 6, 37°C Ovis aries
33.8
-
4-O-beta-D-galactopyranosyl-D-glucopyranoside
-
Ovis aries aries
33.8
-
lactose pH 6, 37°C Ovis aries