Information on EC 3.1.3.21 - glycerol-1-phosphatase

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The expected taxonomic range for this enzyme is: Eukaryota, Bacteria

EC NUMBER
COMMENTARY hide
3.1.3.21
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RECOMMENDED NAME
GeneOntology No.
glycerol-1-phosphatase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
glycerol 1-phosphate + H2O = glycerol + phosphate
show the reaction diagram
the Dunaliella enzyme acts more rapidly on sn-glycerol-1-phosphate than on the 3-phosphate; the enzyme in yeast also acts on propane-1,2-diol-1-phosphate, but not on a variety of other phosphate esters
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of phosphoric ester
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
1,3-propanediol biosynthesis (engineered)
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Glycerolipid metabolism
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Metabolic pathways
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SYSTEMATIC NAME
IUBMB Comments
glycerol-1-phosphate phosphohydrolase
The Dunaliella enzyme acts more rapidly on sn-glycerol 1-phosphate than on the 3-phosphate. The enzyme from yeast also acts on propane-1,2-diol 1-phosphate, but not on a variety of other phosphate esters.
CAS REGISTRY NUMBER
COMMENTARY hide
37228-75-4
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
4-nitrophenyl phosphate + H2O
4-nitrophenol + phosphate
show the reaction diagram
D-glycerol 3-phosphate + H2O
glycerol + phosphate
show the reaction diagram
D-ribulose 5-phosphate + H2O
D-ribulose + phosphate
show the reaction diagram
dihydroxyacetone phosphate + H2O
dihydroxyacetone + phosphate
show the reaction diagram
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-
-
?
DL-glycerol 1-phosphate + H2O
glycerol + phosphate
show the reaction diagram
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-
-
?
DL-glycerol 3-phosphate + H2O
glycerol + phosphate
show the reaction diagram
DL-glycerol-1-phosphate + H2O
glycerol + phosphate
show the reaction diagram
DL-glycerol-3-phosphate + H2O
glycerol + phosphate
show the reaction diagram
glycerol 2-phosphate + H2O
glycerol + phosphate
show the reaction diagram
glycerol 3-phosphate + H2O
glycerol + phosphate
show the reaction diagram
glycerol-1-phosphate + H2O
glycerol + phosphate
show the reaction diagram
glycerol-3-phosphate + H2O
glycerol + phosphate
show the reaction diagram
L-glycerol 3-phosphate + H2O
glycerol + phosphate
show the reaction diagram
L-glycerol-3-phosphate + H2O
glycerol + phosphate
show the reaction diagram
additional information
?
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
D-glycerol 3-phosphate + H2O
glycerol + phosphate
show the reaction diagram
DL-glycerol 1-phosphate + H2O
glycerol + phosphate
show the reaction diagram
O33194
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-
-
?
DL-glycerol 3-phosphate + H2O
glycerol + phosphate
show the reaction diagram
glycerol 3-phosphate + H2O
glycerol + phosphate
show the reaction diagram
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-
-
-
?
glycerol-1-phosphate + H2O
glycerol + phosphate
show the reaction diagram
glycerol-3-phosphate + H2O
glycerol + phosphate
show the reaction diagram
L-glycerol 3-phosphate + H2O
glycerol + phosphate
show the reaction diagram
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
ammonium acetate
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activation in 0.1 M
Co2+
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Mn2+ supports 8fold higher catalytic efficiency than Mg2+
Ni2+
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for Ni2+, the catalytic efficiency is approximately half of that for Mg2+
Zn2+
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activity is increased by 6fold in the presence of 0.5 mM Zn2+
additional information
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Ca2+ does not stimulate enzyme activity
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(2S,4S,5R,6R)-5-(acetylamino)-6-[(1R,2R)-1,2-dihydroxy-4-phosphonobutyl]-2,4-dihydroxytetrahydro-2H-pyran-2-carboxylic acid
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(2S,4S,5R,6R)-5-(acetylamino)-6-[(1R,2R)-1,2-dihydroxy-4-phosphonobutyl]-4-hydroxy-2-methoxytetrahydro-2H-pyran-2-carboxylic acid
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dimethyl (6R)-5-(acetylamino)-3,5-dideoxy-6-[(1R,2R)-1,2-dihydroxy-4-phosphonobutyl]-alpha-L-threo-hex-2-ulopyranosidonate
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disodium [(6R)-5-(acetylamino)-3,5-dideoxy-6-[(1R,2R)-1,2-dihydroxy-4-phosphonobutyl]-alpha-L-threo-hex-2-ulopyranosonato-kO2](dioxido)oxovanadate(2-)
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dithiothreitol
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myo-inositol
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cells grown in the presence of myo-inositol
NaCl
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low resistance against increased salt concentrations
p-hydroxymercuribenzoate
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at very low concentration
phosphate
[(3R,4R)-4-[(4R,6R,7R,8S)-7-(acetylamino)-8-hydroxy-3-oxo-1,2,5-trioxaspiro[3.5]non-6-yl]-3,4-dihydroxybutyl]phosphonic acid
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
cAMP-dependent protein kinase
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complete and persistant activation by phosphorylation
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dithiothreitol
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the addition of at least 1 mM dithiothreitol is necessary to retain enzymatic activity during the assay
metal-binding agents
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required for stable activity of purified enzyme
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surface-active agents
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required for stable activity of purified enzyme
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
19.3
4-nitrophenyl phosphate
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in Tris-HCl 50 mM at pH 7.5, at 22°C
1.3
D-ribulose 5-phosphate
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in Tris-HCl 50 mM at pH 7.5, at 22°C
0.6
dihydroxyacetone phosphate
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0.89 - 5.2
DL-glycerol 3-phosphate
2.7
DL-glycerol-1-phosphate
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3.1 - 3.9
DL-glycerol-3-phosphate
2.01
Glycerol 2-phosphate
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in Tris-HCl 50 mM at pH 7.5, at 22°C
2.61
glycerol 3-phosphate
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at pH 5.5, temperature not specified in the publication
1.1 - 2.9
L-glycerol 3-phosphate
0.6 - 0.7
L-glycerol-3-phosphate
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1
4-nitrophenyl phosphate
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in Tris-HCl 50 mM at pH 7.5, at 22°C
833
alpha-glycerolphosphate
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0.18
D-ribulose 5-phosphate
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in Tris-HCl 50 mM at pH 7.5, at 22°C
0.77 - 160
DL-glycerol 3-phosphate
0.18
Glycerol 2-phosphate
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in Tris-HCl 50 mM at pH 7.5, at 22°C
0.02 - 1.7
L-glycerol 3-phosphate
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.05
4-nitrophenyl phosphate
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in Tris-HCl 50 mM at pH 7.5, at 22°C
0.14
D-ribulose 5-phosphate
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in Tris-HCl 50 mM at pH 7.5, at 22°C
0.86
DL-glycerol 3-phosphate
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in Tris-HCl 50 mM at pH 7.5, at 22°C
0.09
Glycerol 2-phosphate
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in Tris-HCl 50 mM at pH 7.5, at 22°C
0.02
L-glycerol 3-phosphate
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in Tris-HCl 50 mM at pH 7.5, at 22°C
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2.4 - 2.5
phosphate
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.011
(2S,4S,5R,6R)-5-(acetylamino)-6-[(1R,2R)-1,2-dihydroxy-4-phosphonobutyl]-2,4-dihydroxytetrahydro-2H-pyran-2-carboxylic acid
Corynebacterium glutamicum
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in 25 mM HEPES pH 7.5, 25 mM KCl, 1 mM MgCl2, 1 mM dithiothreitol, at 30°C
0.0498
(2S,4S,5R,6R)-5-(acetylamino)-6-[(1R,2R)-1,2-dihydroxy-4-phosphonobutyl]-4-hydroxy-2-methoxytetrahydro-2H-pyran-2-carboxylic acid
Corynebacterium glutamicum
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in 25 mM HEPES pH 7.5, 25 mM KCl, 1 mM MgCl2, 1 mM dithiothreitol, at 30°C
0.0937
dimethyl (6R)-5-(acetylamino)-3,5-dideoxy-6-[(1R,2R)-1,2-dihydroxy-4-phosphonobutyl]-alpha-L-threo-hex-2-ulopyranosidonate
Corynebacterium glutamicum
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in 25 mM HEPES pH 7.5, 25 mM KCl, 1 mM MgCl2, 1 mM dithiothreitol, at 30°C
0.0065
disodium [(6R)-5-(acetylamino)-3,5-dideoxy-6-[(1R,2R)-1,2-dihydroxy-4-phosphonobutyl]-alpha-L-threo-hex-2-ulopyranosonato-kO2](dioxido)oxovanadate(2-)
Corynebacterium glutamicum
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in 25 mM HEPES pH 7.5, 25 mM KCl, 1 mM MgCl2, 1 mM dithiothreitol, at 30°C
0.1
[(3R,4R)-4-[(4R,6R,7R,8S)-7-(acetylamino)-8-hydroxy-3-oxo-1,2,5-trioxaspiro[3.5]non-6-yl]-3,4-dihydroxybutyl]phosphonic acid
Corynebacterium glutamicum
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IC50 above 0.1 mM, in 25 mM HEPES pH 7.5, 25 mM KCl, 1 mM MgCl2, 1 mM dithiothreitol, at 30°C
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.35 - 0.75
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dependency on subcellular fraction
46
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enzyme Gpp2p
49
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enzyme Gpp1p
additional information
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7 - 8.9
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10% of enzyme activity remains at pH 7.0 and 33% at pH 8.9
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.6
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isoelectric focusing, Gpp2
7.8
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isoelectric focusing, Gpp1
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
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loose association to the outer surface of plasmamembrane
Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
27000
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SDS-PAGE, Gpp2
27800
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Gpp2p, calculation from sequence of cDNA
29000
x * 29000, SDS-PAGE
30400
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Gpp1p, calculation from sequence of cDNA
33000
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SDS-PAGE, Gpp1
37904
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x * 37904, ESI mass spectrometry
58600
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2 * 58600, calculated from amino acid sequence
86000
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gel electrophoresis
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
homodimer
monomer
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gel filtration and non-denaturating gradient gel electrophoresis
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
25 - 37
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the enzyme is stable at 25°C, at temperatures above 25°C activity decreases continuously with 45% and 15% activity remaining after 1 h of incubation at 30°C and 37°C, respectively
50
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stable for 1 h at pH 8.0-8.5 in the presence of Mg2+
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
very labile in cell extracts
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ORGANIC SOLVENT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ethanol
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only in the presence of Mg2+, pH range from 7.0-8.5 and temperature below 0°C
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, 10 mM Tricine, pH 7.4, 0.2 M NaCl, 2 M glycerol, 2 months
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liquid N2, 50 mM Tris, pH 7.5, 5 mM MgSO4, 20 mM NaCl, 5 mM DTT, 0.2% aminoxide WS35, no comment on storage time
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
additional information
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amylose resin column chromatography
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Dyematrex RedA column chromatography
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gel filtration and ion exchange chromatography
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Ni-NTA column chromatography
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partial
partial, enriched in cytosol and chloroplasts
SDS-PAGE, recombinant protein
UNOsphere Q column chromatography, anion-exchange column chromatography, and Superdex 200 gel filtration
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli
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expressed in Escherichia coli BL21(DE3) cells
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expressed in Escherichia coli BL21(DE3) pLysS cells
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expressed in Escherichia coli strain TB1
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expressed in Escherichia coli TB1 cells
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expressed in Saccharomyces cerevisiae, plasmid pUG7, double mutant YA103, devoid of GPP1 and GPP2; expressed in Saccharomyces cerevisiae, plasmid pUG7, double mutant YA103, devoid of GPP1 and GPP2
gpp2 gene from Saccharomyces cerevisiae, transformed into KG1 strain of Klebsiella pneumoniae, puc18K vector
two isogenes are differentially expressed under conditions of osmotic and anaerobic stress and that the expression of gene 1 is under strong influence of protein kinase A activity
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
biotechnology
production of 1,3-propanediol from glucose in engineered Klebsiella pneumoniae strain
synthesis