3.7.1.4: phloretin hydrolase
This is an abbreviated version!
For detailed information about phloretin hydrolase, go to the full flat file.
Word Map on EC 3.7.1.4
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3.7.1.4
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eubacterium
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ramulus
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brush
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flavonoid
-
border
-
medicine
-
2,4-diacetylphloroglucinol
-
lactase-phlorizin
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molecular biology
-
lactase
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pyridoxine
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phloridzin
-
flavone
-
beta-glucosidic
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carbon-carbon
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beta-glucosidase
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fluorescens
-
deglycosylated
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mucosal
-
5'-phosphate
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fecal
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dihydrochalcone
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pyridoxal
-
abscessus
-
neohesperidin
- 3.7.1.4
- eubacterium
- ramulus
-
brush
- flavonoid
- border
- medicine
- 2,4-diacetylphloroglucinol
-
lactase-phlorizin
- molecular biology
- lactase
- pyridoxine
- phloridzin
- flavone
-
beta-glucosidic
-
carbon-carbon
- beta-glucosidase
- fluorescens
-
deglycosylated
- mucosal
- 5'-phosphate
-
fecal
- dihydrochalcone
- pyridoxal
- abscessus
- neohesperidin
Reaction
Synonyms
C-acylphenol acylhydrolase, lactase phlorizin hydrolase, lactase phlorizin-hydrolase, lactase-phlorizin hydrolase, lactase/phlorizin hydrolase, LCT, LPH, Phlg, phloretin hydrolase, Phy, PNG hydrolase
ECTree
3.7.1.4 phloretin hydrolaseAdvanced search results
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results (Substrates Products
Substrates Products on EC 3.7.1.4 - phloretin hydrolase
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SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2',3,4',6'-tetrahydroxy-4-methoxydihydrochalcone + H2O
phloroglucinol + ?
-
-
-
?
2',3,4',6'-tetrahydroxy-dihydrochalcone + H2O
phloroglucinol + ?
-
-
-
?
2',3,4,4',6'-pentahydroxy-dihydrochalcone 2'-beta-D-glucoside + H2O
phloroglucinol beta-D-glucoside + 3-(3,4-dihydroxyphenyl)propanoic acid
-
-
-
?
2',4'-dihydroxy-4-methoxydihydrochalcone + H2O
resorcinol + ?
-
-
-
?
2',4,4',6'-tetrahydroxy-dihydrochalcone + H2O
phloroglucinol + ?
-
-
-
?
2',6'-dihydroxy-4,4'-dimethoxydihydrochalcone + H2O
3-methoxyresorcinol + ?
-
-
-
?
dihydrochalcone phloretin + H2O
phloroglucinol + phloretic acid
-
-
-
-
?
lactose + H2O
?
-
66% reduced activity towards the substrate in rats fed a low starch diet as compared to rats fed a high starch diet
-
-
?
o-nitrophenyl-beta-D-galactoside + H2O
o-nitrophenol + beta-D-galactose
-
-
-
?
o-nitrophenyl-beta-D-glucoside + H2O
o-nitrophenol + beta-D-glucose
-
-
-
?
p-nitrophenyl-beta-D-galactoside + H2O
p-nitrophenol + beta-D-galactose
-
-
-
?
p-nitrophenyl-beta-D-glucoside + H2O
p-nitrophenol + beta-D-glucose
-
-
-
?
pyridoxine-5'-beta-D-glucoside + lactose
pyridoxine + beta-D-glucose + pyridoxine disaccharide
-
-
product identification, product is formed by a pyridoxine molecule with the 5'-beta-gkucoside and another glucose or galactose moiety
-
?
sucrose + H2O
D-fructose + D-glucose
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87% reduced activity towards the substrate in rats fed a low starch diet as compared to rats fed a high starch diet
-
-
?
icariin + H2O
?
the metabolic pathways of icariin by rat intestinal flora and enzyme solution are basically the same, including 3-O-rhamnose, 7-O-glucose hydrolysis or dual 3, 7-hydrolysis. Compared to 3-O-rhamnose and dual hydrolysis of 3, 7-, the 7-O-glucose hydrolysis is easier. The yielded metabolites contain M1 (icariside I), M2 (icaritin), and baohuoside I
-
-
?
phloretin + H2O
phloretate + phloroglucinol
a C-C bond cleaving enzyme
-
-
?
phloretin + H2O
phloretate + phloroglucinol
phloretin hydrolase catalyzes the hydrolysis of the dihydrochalcone phloretin to phloroglucinol and phloretic acid, performing a formal retro-Friedel-Crafts acylation reaction on its substrate, it is a C-C bond cleaving enzyme
-
-
?
phloretin + H2O
phloretate + phloroglucinol
a C-C bond cleaving enzyme
-
-
?
phloretin + H2O
phloroglucinol + 3-(4-hydroxyphenyl)propionic acid
-
-
-
ir
phloretin + H2O
phloroglucinol + 3-(4-hydroxyphenyl)propionic acid
during flavonoid degradation
-
-
?
phloretin + H2O
phloroglucinol + 3-(4-hydroxyphenyl)propionic acid
-
-
-
ir
phloretin + H2O
phloroglucinol + 3-(4-hydroxyphenyl)propionic acid
-
-
-
-
?
phloretin + H2O
phloroglucinol + 3-(4-hydroxyphenyl)propionic acid
-
-
-
-
?
pyridoxine-5'-beta-D-glucoside + H2O
pyridoxine + D-glucose
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enzyme might play an important role in providing the bioavailability of pyridoxine-5'-beta-D-glucoside
-
-
?
additional information
?
-
no activity with phloretin-2'-glucoside, i.e. phloridzin, neohesperidin dihydrochalcone, 1,3-diphenyl-1,3-propandione, and trans-1,3-diphenyl-2,3-epoxy-propan-1-one
-
-
?
additional information
?
-
-
no activity with phloretin-2'-glucoside, i.e. phloridzin, neohesperidin dihydrochalcone, 1,3-diphenyl-1,3-propandione, and trans-1,3-diphenyl-2,3-epoxy-propan-1-one
-
-
?
additional information
?
-
no activity with 1,3-diphenyl 1,3-propanedione and diacetylphloroglucinol, a substrate of diacetyl phloroglucinol hydrolase, Phlg
-
-
?
additional information
?
-
no activity with glycosides phloretin-2'-glucoside (phloridzin) and neohesperidin dihydrochalcone, nor with compounds showing a structure similar to phloretin, such as 1,3-diphenyl-1,3-propandione and trans-1,3-diphenyl-2,3-epoxy-propan-1-one
-
-
?
additional information
?
-
-
no activity with glycosides phloretin-2'-glucoside (phloridzin) and neohesperidin dihydrochalcone, nor with compounds showing a structure similar to phloretin, such as 1,3-diphenyl-1,3-propandione and trans-1,3-diphenyl-2,3-epoxy-propan-1-one
-
-
?
additional information
?
-
no activity with phloretin-2'-glucoside, i.e. phloridzin, neohesperidin dihydrochalcone, 1,3-diphenyl-1,3-propandione, and trans-1,3-diphenyl-2,3-epoxy-propan-1-one
-
-
?
additional information
?
-
no activity with glycosides phloretin-2'-glucoside (phloridzin) and neohesperidin dihydrochalcone, nor with compounds showing a structure similar to phloretin, such as 1,3-diphenyl-1,3-propandione and trans-1,3-diphenyl-2,3-epoxy-propan-1-one
-
-
?
additional information
?
-
-
the enzyme interacts with ER chaperones, immunglobulin binding protein, and calnexin at non-permissive temperatures in the ER
-
-
?
additional information
?
-
-
the enzyme preparation also shows maltase-glucoamylase activity, EC 3.2.1.20, at 3.8 U/mg
-
-
?
additional information
?
-
hydrolysis of prenylated flavonoids from Epimedium sp., Epimedii herba, used for a tranditional chinese medicine tonic, Yinyanghuo. Comparison of hydrolysis rates and substrate specificities of intestinal flora and intestinal enzymes, especially lactase phlorizin hydrolase, with the flavonoid substrates, overview. Flavonoid metabolic rates with rat intestinal enzyme are higher than those with intestinal flora. The intestinal hydrolysis of glycosides by intestinal enzymes is rapid. Even icariin is completely metabolized in 6 h and the epimedin A is totally metabolized in 12 h in incubation with intestinal enzyme
-
-
?
additional information
?
-
the enzyme has two distinct catalytic active sites, one for the hydrolysis of lactose and flavonoid glucosides and another, phlorizin hydrolase, for the hydrolysis of phlorizin and phlorizin-glucosylceramides
-
-
?
additional information
?
-
hydrolysis of prenylated flavonoids from Epimedium sp., Epimedii herba, used for a tranditional chinese medicine tonic, Yinyanghuo. Comparison of hydrolysis rates and substrate specificities of intestinal flora and intestinal enzymes, especially lactase phlorizin hydrolase, with the flavonoid substrates, overview. Flavonoid metabolic rates with rat intestinal enzyme are higher than those with intestinal flora. The intestinal hydrolysis of glycosides by intestinal enzymes is rapid. Even icariin is completely metabolized in 6 h and the epimedin A is totally metabolized in 12 h in incubation with intestinal enzyme
-
-
?
additional information
?
-
the enzyme has two distinct catalytic active sites, one for the hydrolysis of lactose and flavonoid glucosides and another, phlorizin hydrolase, for the hydrolysis of phlorizin and phlorizin-glucosylceramides
-
-
?
