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Information on EC 3.2.1.86 - 6-phospho-beta-glucosidase and Organism(s) Thermotoga maritima and UniProt Accession Q9X108

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IUBMB Comments
Also hydrolyses several other phospho-beta-D-glucosides, but not their non-phosphorylated forms.
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Thermotoga maritima
UNIPROT: Q9X108
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The taxonomic range for the selected organisms is: Thermotoga maritima
The expected taxonomic range for this enzyme is: Bacteria, Archaea, Eukaryota
Synonyms
phospho-beta-glucosidase, 6-phospho-alpha-glucosidase, phospho-alpha-glucosidase, 6-phospho-beta-glucosidase, gan1d, lacg2, spy1599, lacg1, bgla-2, bgl-2, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6-phospho-beta-glucosidase
-
-
Cellobiose-6-phosphate hydrolase
-
-
-
-
phospho-beta-glucosidase
-
-
-
-
phospho-beta-glucosidase A
-
-
-
-
phosphocellobiase
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of O-glycosyl bond
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
6-phospho-beta-D-glucosyl-(1->4)-D-glucose glucohydrolase
Also hydrolyses several other phospho-beta-D-glucosides, but not their non-phosphorylated forms.
CAS REGISTRY NUMBER
COMMENTARY hide
37205-51-9
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
cellobiose 6-phosphate + H2O
D-glucose 6-phosphate + D-glucose
show the reaction diagram
-
-
-
?
p-nitrophenyl 6-phospho-beta-D-thioglucoside + H2O
p-nitrophenol + 6-phospho-beta-D-thioglucose
show the reaction diagram
-
-
-
?
p-nitrophenyl-beta-D-glucopyranoside 6-phosphate + H2O
p-nitrophenol + beta-D-glucopyranose 6-phosphate
show the reaction diagram
-
-
-
?
p-nitrophenyl-beta-D-glucopyranoside 6-phosphate + H2O
p-nitrophenol + D-glucopyranose 6-phosphate
show the reaction diagram
-
-
-
?
2,4-dinitrophenyl 6-phospho-beta-D-glucoside + H2O
2,4-dinitrophenol + D-glucose 6-phosphate
show the reaction diagram
-
-
-
-
?
2,5-dinitrophenyl 6-phospho-beta-D-glucoside + H2O
2,5-dinitrophenol + D-glucose 6-phosphate
show the reaction diagram
-
-
-
-
?
2-nitrophenyl 6-phospho-beta-D-glucoside + H2O
2-nitrophenol + D-glucose 6-phosphate
show the reaction diagram
-
-
-
-
?
3,4-dinitrophenyl 6-phospho-beta-D-glucoside + H2O
3,4-dinitrophenol + D-glucose 6-phosphate
show the reaction diagram
-
-
-
-
?
3,5-dichlorophenyl 6-phospho-beta-D-glucoside + H2O
3,5-dichlorophenol + D-glucose 6-phosphate
show the reaction diagram
-
-
-
-
?
3-nitrophenyl 6-phospho-beta-D-glucoside + H2O
3-nitrophenol + D-glucose 6-phosphate
show the reaction diagram
-
-
-
-
?
4-chloro-2-nitrophenyl 6-phospho-beta-D-glucoside + H2O
4-chloro-2-nitrophenol + D-glucose 6-phosphate
show the reaction diagram
-
-
-
-
?
4-cyanophenyl 6-phospho-beta-D-glucoside + H2O
4-cyanophenol + D-glucose 6-phosphate
show the reaction diagram
-
-
-
-
?
4-nitrophenyl 6-phospho-beta-D-glucoside + H2O
4-nitrophenol + D-glucose 6-phosphate
show the reaction diagram
-
-
-
-
?
4-tert-butylphenyl 6-phospho-beta-D-glucoside + H2O
4-tert-butylphenol + D-glucose 6-phosphate
show the reaction diagram
-
-
-
-
?
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
cellobiose 6-phosphate + H2O
D-glucose 6-phosphate + D-glucose
show the reaction diagram
-
-
-
?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NAD+
-
enzyme is completely inactive in the absence of NAD+. Kd-value is 480 nM
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ca2+
much less effective activator than Mn2+
Mg2+
much less effective activator than Mn2+
Mn2+
best activator
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2-mercaptoethanol
-
dithiothreitol
-
NAD+
0.001 mM for highest activity
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.206
p-nitrophenyl 6-phospho-beta-D-thioglucoside
pH 7.5, 50°C
0.041
p-nitrophenyl-beta-D-glucopyranoside 6-phosphate
0.0444
2,4-dinitrophenyl 6-phospho-beta-D-glucoside
-
pH 7.5, 50°C
0.0166
2,5-dinitrophenyl 6-phospho-beta-D-glucoside
-
pH 7.5, 50°C
0.0174
2-nitrophenyl 6-phospho-beta-D-glucoside
-
pH 7.5, 50°C
0.0314
3,4-dinitrophenyl 6-phospho-beta-D-glucoside
-
pH 7.5, 50°C
0.0414
3,5-dichlorophenyl 6-phospho-beta-D-glucoside
-
pH 7.5, 50°C
0.0729
3-nitrophenyl 6-phospho-beta-D-glucoside
-
pH 7.5, 50°C
0.015
4-chloro-2-nitrophenyl 6-phospho-beta-D-glucoside
-
pH 7.5, 50°C
0.0319 - 0.0454
4-cyanophenyl 6-phospho-beta-D-glucoside
0.048
4-nitrophenyl 6-phospho-beta-D-glucoside
-
pH 7.5, 50°C
0.0583
4-tert-butylphenyl 6-phospho-beta-D-glucoside
-
pH 7.5, 50°C
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.6
p-nitrophenyl 6-phospho-beta-D-thioglucoside
pH 7.5, 50°C
1.9
p-nitrophenyl-beta-D-glucopyranoside 6-phosphate
2.29
2,4-dinitrophenyl 6-phospho-beta-D-glucoside
-
pH 7.5, 50°C
1.95
2,5-dinitrophenyl 6-phospho-beta-D-glucoside
-
pH 7.5, 50°C
1.21
2-nitrophenyl 6-phospho-beta-D-glucoside
-
pH 7.5, 50°C
1.15
3,4-dinitrophenyl 6-phospho-beta-D-glucoside
-
pH 7.5, 50°C
2.33
3,5-dichlorophenyl 6-phospho-beta-D-glucoside
-
pH 7.5, 50°C
4.69
3-nitrophenyl 6-phospho-beta-D-glucoside
-
pH 7.5, 50°C
1.69
4-chloro-2-nitrophenyl 6-phospho-beta-D-glucoside
-
pH 7.5, 50°C
0.79 - 1.01
4-cyanophenyl 6-phospho-beta-D-glucoside
0.99
4-nitrophenyl 6-phospho-beta-D-glucoside
-
pH 7.5, 50°C
1.21
4-tert-butylphenyl 6-phospho-beta-D-glucoside
-
pH 7.5, 50°C
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
hanging-drop vapor-diffusion method, crystal structure of the native selenomethionine-substituted enzyme (2.85 A resolution) and of the enzyme in complex with NAD+, Mn2+ and glucose 6-phosphate (2.55 A resolution)
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Yip, V.L.Y.; Varrot, A.; Davies, G.J.; Rajan, S.S.; Yang, X.; Thompson, J.; Anderson, W.F.; Withers, S.G.
An unusual mechanism of glycoside hydrolysis involving redox and elimination steps by a family 4 beta-glycosidase from Thermotoga maritima
J. Am. Chem. Soc.
126
8354-8355
2004
Thermotoga maritima (Q9X108)
Manually annotated by BRENDA team
Varrot, A.; Yip, V.L.; Li, Y.; Rajan, S.S.; Yang, X.; Anderson, W.F.; Thompson, J.; Withers, S.G.; Davies, G.J.
NAD+ and Metal-ion Dependent Hydrolysis by Family 4 Glycosidases: Structural Insight into Specificity for Phospho-b-D-glucosides
J. Mol. Biol.
346
423-435
2005
Thermotoga maritima (Q9X108), Thermotoga maritima
Manually annotated by BRENDA team
Yip, V.L.; Withers, S.G.
Mechanistic analysis of the unusual redox-elimination sequence employed by Thermotoga maritima BglT: a 6-phospho-beta-glucosidase from glycoside hydrolase family 4
Biochemistry
45
571-580
2006
Thermotoga maritima
Manually annotated by BRENDA team