Ligand flavin

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Basic Ligand Information

Molecular Structure
Picture of flavin (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C12H9N4O2R
flavin
VOCHQRDHMUQBKK-UHFFFAOYSA-N
Synonyms:
electron-transfer flavoprotein, electron-transferring-flavoprotein, electron-transferring flavoprotein, electron transfer flavoprotein, electron transferring-flavoprotein, electron transferring flavoprotein, oxidized flavin, oxidized flavodoxin, oxidized flavoprotein, [Oxidized NADPH---hemoprotein reductase]

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (24 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + H2O + oxidized flavodoxin = 2-C-methyl-D-erythritol 2,4-cyclodiphosphate + reduced flavodoxin
show the reaction diagram
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(2S)-methylsuccinyl-CoA + electron-transfer flavoprotein = 2-methylfumaryl-CoA + reduced electron-transfer flavoprotein
show the reaction diagram
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(R)-2-benzylsuccinyl-CoA + electron-transferring flavoprotein = (E)-2-benzylidenesuccinyl-CoA + reduced electron-transferring flavoprotein
show the reaction diagram
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isovaleryl-CoA + electron-transfer flavoprotein = 3-methylcrotonyl-CoA + reduced electron-transfer flavoprotein
show the reaction diagram
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2-methylbutanoyl-CoA + electron transfer flavoprotein = 2-methylbut-2-enoyl-CoA + reduced electron transfer flavoprotein
show the reaction diagram
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NADH + flavin = NAD+ + reduced flavin
show the reaction diagram
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sarcosine + H2O + electron-transfer flavoprotein = glycine + formaldehyde + reduced electron-transfer flavoprotein
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
a long-chain acyl-[acyl-carrier protein] + reduced flavodoxin + O2 = pimeloyl-[acyl-carrier protein] + an n-alkanal + oxidized flavodoxin + H2O
show the reaction diagram
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2-C-methyl-D-erythritol 2,4-cyclodiphosphate + reduced flavodoxin = (E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + H2O + oxidized flavodoxin
show the reaction diagram
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crotonobetainyl-CoA + reduced electron-transfer flavoprotein = gamma-butyrobetainyl-CoA + electron-transfer flavoprotein
show the reaction diagram
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nitrate + reduced flavodoxin = nitrite + oxidized flavodoxin + H2O
show the reaction diagram
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2 S-adenosyl-L-methionine + protoheme + 2 reduced flavodoxin = S-adenosyl-L-homocysteine + L-methionine + 5'-deoxyadenosine + anaerobilin + Fe2+ + 2 oxidized flavodoxin
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (70 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
7-methoxy-4-trifluoromethyl coumarin + H2O + oxidized flavoprotein = ? + O2 + reduced flavoprotein
show the reaction diagram
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(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + H2O + oxidized flavodoxin = 2-C-methyl-D-erythritol 2,4-cyclodiphosphate + reduced flavodoxin
show the reaction diagram
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CO + H2O + oxidized flavodoxin = CO2 + reduced flavodoxin
show the reaction diagram
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(2S)-methylsuccinyl-CoA + electron-transfer flavoprotein = 2-methylfumaryl-CoA + reduced electron-transfer flavoprotein
show the reaction diagram
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gamma-butyrobetainyl-CoA + electron-transfer flavoprotein = crotonobetainyl-CoA + reduced electron-transfer flavoprotein
show the reaction diagram
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(R)-2-benzylsuccinyl-CoA + electron-transferring flavoprotein = (E)-2-benzylidenesuccinyl-CoA + reduced electron-transferring flavoprotein
show the reaction diagram
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palmitoyl-CoA + electron-transfer flavoprotein = (2E)-2-hexadecenoyl-CoA + reduced electron-transfer flavoprotein
show the reaction diagram
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2-methylbutanoyl-CoA + electron transfer flavoprotein = 2-methylbut-2-enoyl-CoA + reduced electron transfer flavoprotein
show the reaction diagram
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NADH + flavin = NAD+ + reduced flavin
show the reaction diagram
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sarcosine + H2O + electron-transfer flavoprotein = glycine + formaldehyde + reduced electron-transfer flavoprotein
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (59 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
16alpha-hydroxytestosterone + 3 O2 + 3 reduced flavoprotein = (16alpha,17beta)-estra-1(10),2,4-triene-3,16,17-triol + formate + 4 H2O + 3 oxidized flavoprotein
show the reaction diagram
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11-deoxycorticosterone + reduced flavodoxin + O2 = 15beta-hydroxy-11-deoxycorticosterone + oxidized flavodoxin + H2O
show the reaction diagram
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2-C-methyl-D-erythritol 2,4-cyclodiphosphate + reduced flavodoxin = (E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + H2O + oxidized flavodoxin
show the reaction diagram
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6 reduced flavodoxin + N2 + 6 H2O + 6 ATP = 6 oxidized flavodoxin + 2 NH3 + 6 H+ + 6 ADP + 6 phosphate
show the reaction diagram
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reduced flavodoxin + NADP+ = oxidized flavodoxin + NADPH + H+
show the reaction diagram
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crotonobetainyl-CoA + reduced electron-transfer flavoprotein = gamma-butyrobetainyl-CoA + electron-transfer flavoprotein
show the reaction diagram
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reduced flavin + NAD+ = flavin + NADH + H+
show the reaction diagram
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2 S-adenosyl-L-methionine + menaquinone-6 + reduced flavodoxin = S-adenosyl-L-homocysteine + L-methionine + 5'-deoxyadenosine + 8-methylmenaquinone-6 + oxidized flavodoxin
show the reaction diagram
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Enzyme Cofactor/Cosubstrate (260 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
flavoprotein
-
dependent on
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flavoprotein, the flavin may be covalently bound to the enzyme
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a covalent 5-(4'-hydroxybenzyl)-FAD adduct is formed during reaction with 4-methylphenol
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both the thermal and chemical denaturation of the enzyme cause dissociation of the flavin cofactor
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the flavin cofactor is dissociable
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prosthetic group
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covalently bound, flavoenzyme
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contains covalently bound flavin
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5. 6 mMol per mol of enzyme
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FAD or FMN, required, the reduction of FAD is ornithine-independent
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enzyme-bound
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flavin-containing enzyme
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dependent on
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an assay buffer without flavins (FAD and FMN) gives 18% loss of hydroxylase activity. However, omitting these flavins from the extraction buffer results in a loss of more than 70% in enzyme activity
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flavin-containing NADH-cytochrome b5 reductase (EC 1.6.2.2.)
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dependent on
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primary electron acceptor, 1.5-2 mol tightly bound flavin per mol of enzyme
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covalently bound flavin
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flavoenzyme
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enzyme is assumed to be a flavoprotein, prosthetic group may be FAD or FMN
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enzyme is a iron-sulfur flavoenzyme
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FAD, riboflavin and FMN increase activity
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the enzyme contains a flavin coenzyme
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contains 0.3 mol flavin or flavin-like compound per mol of enzyme
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a flavoenzyme
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absorption maxima at 276, 362, 458 nm
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flavoprotein
-
enzyme may contain a flavin prosthetic group
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flavin-dependent enzyme
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8alpha-N1-histidyl flavin
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inhibition pattern indicates the presence of bound flavine
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flavoprotein
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presence of a flavin prosthetic group
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1 flavin molecule per protein molecule, flavin is covalently attached. Enzyme is able to perform oxidation reactions which involve a 2-electron reduction of the flavin cofactor
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iron-sulfur flavoprotein
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flavoprotein
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flavoprotein
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flavoenzyme
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flavoprotein
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a flavoprotein
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enzyme contains flavin
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in the sequence, PhTrxR appears to be the subfamily of flavoprotein reductase flavoprotein
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the enzyme contains one molecule flavin
-
enzyme shows a typical flavin absorbance spectrum, with a maximum at 456 nm
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enzyme shows an unusual flavin peak, enzyme might form a flavin adduct
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dependent on
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presence of a flavin binding site for the adenylylation activity, independent from that related with the phosphorylation actiity
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indicated by fluorescence spectroscopy, chemical nature unknown
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component EII contains flavin
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flavin-dependent oxidase, the enzyme possesses a flavin-binding domain
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Activator in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
the enzyme is able to reduce iron compounds in the absence of free flavin, but the ferric reduction by the enzyme is enhanced by the addition of free flavin n the presence of natural chelate iron compounds but also synthetic chelate iron compounds
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the 66000 Da subunit is the flavoprotein subunit containing a covalently bound flavin
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (13 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
54.1
-
pH 7.0, 30°C, flavin reduction
9.67
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at 25°C

KM Value (27 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0041
-
-
0.0038
-
-
0.0105
-
at 25°C

References & Links

Links to other databases for flavin

ChEBI
PubChem
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PubChem