Ligand alpha,alpha-trehalose

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Basic Ligand Information

Molecular Structure
Picture of alpha,alpha-trehalose (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C12H22O11
alpha,alpha-trehalose
HDTRYLNUVZCQOY-LIZSDCNHSA-N
Synonyms:
alpha,alpha'-trehalose, alpha,alpha-1,1-trehalose, alpha,alpha-trehalose[side 1], alpha-alpha-trehalose, alpha-D-Glc-(1->1)-alpha-D-Glc, alpha-D-glucopyranosyl-alpha-D-glucopyranoside, alpha-D-glucopyranosyl alpha-D-glucopyranoside, D-trehalose, trehalose


Show all pahtways known for Show all BRENDA pathways known for alpha,alpha-trehalose

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (15 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
alpha,alpha-trehalose 6-mycolate + alpha,alpha-trehalose = alpha,alpha-trehalose + alpha,alpha-trehalose 6-mycolate
show the reaction diagram
a long-chain-fatty acyl-CoA + alpha,alpha-trehalose = a 2-(long-chain-fatty acyl)-trehalose + CoA
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alpha,alpha-trehalose + phosphate = alpha-D-glucose + alpha-D-glucose 1-phosphate
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alpha,alpha-trehalose + phosphate = D-glucose + beta-D-glucose 1-phosphate
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[protein]-Npi-phospho-L-histidine + alpha,alpha-trehalose[side 1] = [protein]-L-histidine + alpha,alpha-trehalose 6-phosphate[side 2]
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3'-phosphoadenylyl sulfate + alpha,alpha-trehalose = adenosine 3',5'-bisphosphate + 2-O-sulfo-alpha,alpha-trehalose
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trehalose + H2O = beta-D-glucose + ?
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In Vivo Product in Enzyme-catalyzed Reactions (16 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ADP-alpha-D-glucose + D-glucose = ADP + alpha,alpha-trehalose
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D-glucose + beta-D-glucose 1-phosphate = alpha,alpha-trehalose + phosphate
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maltose = alpha,alpha-trehalose
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Substrate in Enzyme-catalyzed Reactions (55 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
a long-chain-fatty acyl-CoA + alpha,alpha-trehalose = a 2-(long-chain-fatty acyl)-trehalose + CoA
show the reaction diagram
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alpha,alpha-trehalose + phosphate = D-glucose + beta-D-glucose 1-phosphate
show the reaction diagram
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[protein]-Npi-phospho-L-histidine + alpha,alpha-trehalose[side 1] = [protein]-L-histidine + alpha,alpha-trehalose 6-phosphate[side 2]
show the reaction diagram
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3'-phosphoadenylyl sulfate + alpha,alpha-trehalose = adenosine 3',5'-bisphosphate + 2-O-sulfo-alpha,alpha-trehalose
show the reaction diagram
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alpha,alpha-trehalose + vinyl acetate = ? + vinyl alcohol
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trehalose = ?
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trehalose + H2O = ?
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trehalose + H2O = beta-D-glucose + ?
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trehalose + phenyl alpha-D-galactoside = ?
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trehalose + H2O = ?
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trehalose + H2O = ?
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dextran + trehalose = 6-alpha-isomaltosyltrehalose + H2O
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alpha,alpha-trehalose = maltose
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Product in Enzyme-catalyzed Reactions (131 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
alpha,alpha-trehalose 6-phosphate + H2O = alpha,alpha-trehalose + phosphate
show the reaction diagram
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alpha-D-glucose + alpha-D-glucose 1-phosphate = alpha,alpha-trehalose + phosphate
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trehalose 6-phosphate + H2O = trehalose + phosphate
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trehalose 6-phosphate + H2O = trehalose + phosphate
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soluble starch = trehalose
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Activator in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
marginally increases the refolding yield in the presence of Arg, and it is unable to replace Arg in promoting a high refolding yield
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trehalose does not affect Vmax but instead decreases Km and as a result enzyme efficiency is increased
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activates up to 25fold
activates
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enzyme activity is induced by trehalose in the medium but not at high osmolarity
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stimulates, stimulation pattern of MtrA is similar to that of MtrB
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activates hydrolysis of glucose 6-phosphate, no activation of trehalose 6-phosphate
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the enzymatic activity increases with increasing concentrations of alpha,alpha-trehalose in the incubations up to about 50 mM
presence of sorbitol and trehalose significantly increase the substrate affinity and catalytic efficiency of glucoamylases GAM-1 and GAM-2
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activates both isozymes and stabilizes them at higher temperatures
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Inhibitor in Enzyme-catalyzed Reactions (11 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
weak
-
50 mM, 23% inhibition
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bromelain in the presence of 1 M trehalose is destabilized under thermal stress, the average melting temperature decrease by 7C, additionally the enzyme is inactivated faster at 60C
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3D Structure of Enzyme-Ligand-Complex (PDB) (38 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (48 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
59.6
-
pH 7.0, 37C
1.2
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pH 6.0, 60C

KM Value (154 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.05
-
0.1 M ethanolamine buffer at pH 9.4
0.0083
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Ki Value (3 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
TABLE ID
95
-
recombinant enzyme, at pH 6.5 and 30C
11560
10
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Ki above 10 mM, wild type enzyme, at pH 7.5 and 22C
18704
26
-
-
18717

References & Links

Links to other databases for alpha,alpha-trehalose

ChEBI
PubChem
ChEBI
PubChem