Ligand riboflavin

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Basic Ligand Information

Molecular Structure
Picture of riboflavin (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C17H20N4O6
riboflavin
AUNGANRZJHBGPY-SCRDCRAPSA-N
Synonyms:
D-riboflavin, riboflavine


Show all pahtways known for Show all BRENDA pathways known for riboflavin

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
riboflavin + NADH + H+ = reduced riboflavin + NAD+
show the reaction diagram
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alpha-D-glucose 1-phosphate + riboflavin = alpha-D-glucose + FMN
show the reaction diagram
-
riboflavin + H2O = ribitol + lumichrome
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
FMN + H2O = riboflavin + phosphate
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (42 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
catechol + riboflavin + H2O = phenol + reduced riboflavin + O2
show the reaction diagram
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decanal + riboflavin + O2 = ?
show the reaction diagram
-
riboflavin + NADH + H+ = reduced riboflavin + NAD+
show the reaction diagram
-
riboflavin + ? = ?
show the reaction diagram
-
xanthine + riboflavin + H2O = urate + reduced riboflavin
show the reaction diagram
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formate + riboflavin = CO2 + reduced riboflavin
show the reaction diagram
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riboflavin + NADH + H+ = reduced riboflavin + NAD+
show the reaction diagram
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riboflavin + NADPH + H+ = reduced riboflavin + NADP+
show the reaction diagram
-
riboflavin + NADPH = ? + NADP+
show the reaction diagram
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riboflavin + NADPH + H+ = ? + NADP+
show the reaction diagram
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chlorite + H2O + riboflavin = chlorate + reduced rboflavin
show the reaction diagram
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ATP + riboflavin = ?
show the reaction diagram
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maltose + riboflavin = ?
show the reaction diagram
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riboflavin + H2O = ribitol + lumichrome
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (26 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
phenol + reduced riboflavin + O2 = catechol + riboflavin + H2O
show the reaction diagram
-
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dibenzothiophene + 2 reduced riboflavin + 2 O2 = dibenzothiophene-5,5-dioxide + 2 riboflavin + 2 H2O
show the reaction diagram
-
-
riboflavin 5'-phosphate + H2O = riboflavin + phosphate
show the reaction diagram
-
-
FMN + H2O = riboflavin + phosphate
show the reaction diagram
-
-
FMN + H2O = riboflavin + phosphate
show the reaction diagram
-
-
riboflavin 5'-phosphate + H2O = riboflavin + phosphate
show the reaction diagram
-
-

Enzyme Cofactor/Cosubstrate (35 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
24% activity of that with FMN
-
flavin-dependent monooxygenase, riboflavin is included in the assay
-
low activity
-
enzyme-bound
-
9% of the activity with FAD
-
low activity with riboflavin instead of FMN
-
plus 10 mM phosphate, stimulates
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presence of trace amounts
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Activator in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activates about 2fold
-
1 mM, 1.1fold activation in presence of Na2S, 4.2fold in absence of Na2S
-
0.001 mg/ml
-

Inhibitor in Enzyme-catalyzed Reactions (29 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
1 mM, 30 min at 4C, 20% inhibition
-
1 mM, 74.9% inhibition
-
0.004 mM, 50% inhibition
-
25-30% inhibition at 0.04 mM
-
reaction with ferricytochrome inhibited, reaction with phenazine methosulfate not
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95% inhibition of anaerobic reaction at 0.03 mM
-
44.89% inhibition at 10 mM
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FR1 inhibition by possibly either by the semiquinone or the fully reduced form
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inhibition of the liver enzyme, counteracted by AMP
the riboflavin inhibitory effect is light-dependent, non-specific
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slight inhibition, restoration by FAD
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3D Structure of Enzyme-Ligand-Complex (PDB) (25 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (31 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
147
-
NADH-dependent reduction, 25C, pH 7.0, recombinant PheA2
6.7
-
-
21
-
pH 7.5, 25C, recombinant enzyme, with NADH
68.2
-
pH 7.0, 30C
4.2
-
pH 7.0, 25C

KM Value (58 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0013
-
in the presence of different flavin concentrations, 0.001 mM Fre oxidoreductase, 10 mM decanal, and 0.01 mM NADPH and 0.005 mM luciferase
0.0026
-
-
0.0383
-
pH 7.0, 30C
0.025
-
pH 7.0, 23C, native enzyme
0.016
-
pH 7.0, 25C
0.62
-
-

Ki Value (15 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.02
-
-
0.017
-
pH 7.0, 37C, wild-type enzyme

IC50 Value (2 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.017
-
pH not specified in the publication, temperature not specified in the publication
0.029
-
pH 5.5, 20C

References & Links

Links to other databases for riboflavin

ChEBI
PubChem
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PubChem