Ligand norepinephrine

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Basic Ligand Information

Molecular Structure
Picture of norepinephrine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C8H11NO3
norepinephrine
SFLSHLFXELFNJZ-QMMMGPOBSA-N
Synonyms:
(-)-norepinephrine, 1-norepinephrine, 4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol, L-noradrenaline, L-norepinephrine, noradrenaline


Show all pahtways known for Show all BRENDA pathways known for norepinephrine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
Norepinephrine + O2 = ?
show the reaction diagram
-
S-adenosyl-L-methionine + norepinephrine = S-adenosyl-L-homocysteine + epinephrine
show the reaction diagram

In Vivo Product in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

Substrate in Enzyme-catalyzed Reactions (30 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
norepinephrine + NAD+ = ? + NADH + H+
show the reaction diagram
-
Norepinephrine + O2 = ?
show the reaction diagram
-
L-norepinephrine + Fe2+ + O2 = ?
show the reaction diagram
-
norepinephrine + H2O + O2 = ?
show the reaction diagram
-
Norepinephrine + O2 = ?
show the reaction diagram
-
2 S-adenosyl-L-methionine + (-)-norepinephrine = 2 S-adenosyl-L-homocysteine + 4-O-methylnorepinephrine + 3-O-methylnorepinephrine
show the reaction diagram
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feruloyl-CoA + noradrenaline = CoA + feruloylnoradrenaline
show the reaction diagram
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acetyl-CoA + noradrenaline = CoA + ?
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3'-phosphoadenylylsulfate + noradrenaline = adenosine 3',5'-bisphosphate + noradrenaline N-sulfate
show the reaction diagram
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norepinephrine = ?
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
octopamine + FMNH + O2 = norepinephrine + FMN + H2O
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activates isozyme 11beta-HSD1 2.5fold
-
induction of enzyme in organ cell culture
-
slight activation
-
stimulates an increase in diacylglycerol kinase activity in caveolae/rafts of mesenteric arteries. Activation depends on phosphatidylinositol 3-kinase. In response to norepinephrin, but not to epithelin-1, protein kinase PKB translocates to caveolae/rafts
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hypothesis: stimulate Na+/K+ transport via specific receptor inputs
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Inhibitor in Enzyme-catalyzed Reactions (32 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
3 mM: 30% inhibition
-
IC50: 0.49 mM
-
15% inhibition at 0.1 mM, 30% inhibition at 1 mM
-
0.1 mM, 51% and 95% inhibition of phenanthridine and N-methylphthalazine oxidation, respectively; 0.1 mM and 1 mM, 90% and 100% inhibition of benzaldehyde oxidation, respectively
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0.01 mM, 41% inhibition of 2-hydroxyestradiol methylation
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competitive inhibition
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substrate: diacylglycerol or alkylacylglycerol
-
reversed by addition of 0.1 mM pyridoxal 5'-phosphate
-
adenylate cyclase is almost completely inhibited by 0.5 mM noradrenaline
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3D Structure of Enzyme-Ligand-Complex (PDB) (4 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (7 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.3
-
-
0.0000000912
-
pH 7.2, 20°C
65
-
-

KM Value (43 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
2.9
-
-
0.0000194
-
pH 7.2, 20°C
0.00281
-
-
1.05
-
-
1.57
-
-
0.1
-
pH 9.0, 37°C

Ki Value (13 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.49
-
IC50: 0.49 mM

References & Links

Links to other databases for norepinephrine

ChEBI
PubChem
-
PubChem