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BRENDA support

Ligand D-glucono-1,5-lactone

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Basic Ligand Information

Molecular Structure
Picture of D-glucono-1,5-lactone (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C6H10O6
D-glucono-1,5-lactone
PHOQVHQSTUBQQK-SQOUGZDYSA-N
Synonyms:
1,5-D-gluconolactone, 1,5-gluconolactone, beta-D-glucono-1,5-lactone, beta-gluconolactone, D(+)-gluconic acid delta-lactone, D-aldonolactone, D-delta-gluconolactone, D-gluconic acid 1,5-lactone, D-gluconic acid delta-lactone, D-glucono-D-lactone, D-glucono-delta-lactone, D-gluconolactone, delta-D-gluconolactone, delta-gluconolactone, glucarolactone, gluconic acid, delta-lactone, gluconic acid 1,5-lactone, gluconic acid delta-lactone, glucono(1-5)lactone, glucono-(1,5)-lactone, glucono-1,5-lactone, glucono-delta-lactone, glucono 1,5-lactone, gluconolacton, gluconolactone
Pathway Source
Pathways
BRENDA
Entner Doudoroff pathway, glycogen metabolism
KEGG
Biosynthesis of secondary metabolites, Carbon metabolism, Microbial metabolism in diverse environments, Pentose phosphate pathway
MetaCyc
Entner-Doudoroff pathway II (non-phosphorylative), Entner-Doudoroff pathway III (semi-phosphorylative), glucose and glucose-1-phosphate degradation, glucose degradation (oxidative), L-ascorbate biosynthesis VIII (engineered pathway) more


Show all pahtways known for Show all BRENDA pathways known for D-glucono-1,5-lactone

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)

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EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
sinapoyl-CoA + glucarolactone = CoA + O-sinapoylglucarolactone
show the reaction diagram
-
D-glucono-1,5-lactone + H2O = D-gluconate
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (29 results)

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EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-glucose + NAD+ = D-glucono-1,5-lactone + NADH + H+
show the reaction diagram
-
D-glucose + NADP+ = D-glucono-1,5-lactone + NADPH + H+
show the reaction diagram
-
D-aldose + NAD+ = D-aldonolactone + NADH
show the reaction diagram
-
D-glucose + O2 = D-glucono-1,5-lactone + H2O2
show the reaction diagram
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D-glucose + acceptor = D-glucono-1,5-lactone + reduced acceptor
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (20 results)

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EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
glucono-delta-lactone + NADH + H+ = ? + NAD+
show the reaction diagram
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D-glucono-delta-lactone + NADP+ = ?
show the reaction diagram
-
D-glucono-1,5-lactone + O2 + H2O = ? + H2O2
show the reaction diagram
-
ATP + D-glucono-1,5-lactone = ADP + 6-phospho-D-glucono-1,5-lactone
show the reaction diagram
-
D-glucono-delta-lactone + H2O = ?
show the reaction diagram
-
D-glucono-delta-lactone + H2O = ?
show the reaction diagram
-
delta-D-gluconolactone + H2O = D-gluconate
show the reaction diagram
-
D-glucono-D-lactone = ?
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (142 results)

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EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-glucose + NAD+ = D-glucono-1,5-lactone + NADH + H+
show the reaction diagram
-
D-glucopyranose + NADP+ = D-glucono-1,5-lactone + NADPH + H+
show the reaction diagram
-
D-glucose + NADP+ = D-gluconolactone + NADPH + H+
show the reaction diagram
-
D-glucose + O2 = D-gluconolactone + H2O2
show the reaction diagram
-
D-glucose + O2 = D-glucono-1,5-lactone + H2O2
show the reaction diagram
-
D-glucose + NADP+ = D-glucono-1,5-lactone + NADPH + H+
show the reaction diagram
-

Inhibitor in Enzyme-catalyzed Reactions (231 results)

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EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
forward reaction, oxidation, product inhibition, noncompetitive vs. beta-D-glucose and NADP+
competitive to D-arabinono-1,4-lactone
-
weak competitive inhibitor of GOD
-
competitive
-
very weak
-
inhibition of glycogen synthase I and II
-
competitive
-
no effect at a concentration of 3.3 mM
-
50% inhibition at 4 mM, hydrolysis of cholesteryl beta-D-glucoside. 50% inhibition at 2 mM, hydrolysis of p-nitrophenyl beta-D-glucoside
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10 mM complete inhibition
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strong inhibitor, 34.2% relative activity
-
complete inhibition at 1 mM
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strong, with (R)-prunazin as substrate
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compeptitive
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1 mM, 50% inhibition
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linear competitive inhibitor
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non-competitive
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glycogen debranching enzyme, noncompetitive with glycogen phosphorylase limit dextrin, competitive with glucose
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competitive
-
30% inhibition at 50 mM
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alpha-L-arafase I
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relative activity 87%
-
0.1 M, complete inhibition of beta-galactoside hydrolysis and beta-glucoside hydrolysis
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weak
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3D Structure of Enzyme-Ligand-Complex (PDB) (85 results)

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EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (3 results)

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EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
36.1
-
at pH 6.5 and 25°C
0.8
-
-
192
-
wild type enzyme

KM Value (9 results)

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EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
10
-
-

Ki Value (40 results)

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EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.38
-
-
9.4
-
sucrose concentration 12.2-97.4 mM
28
-
pH 4.8, 45°C
1.4
-
at pH 6.0 and 30°C
0.1
-
pH 6.0, 95°C

IC50 Value (4 results)

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EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE

References & Links

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Links to other databases for D-glucono-1,5-lactone

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ChEBI
PubChem
ChEBI
PubChem