Ligand agmatine

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Basic Ligand Information

Molecular Structure
Picture of agmatine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C5H14N4
agmatine
QYPPJABKJHAVHS-UHFFFAOYSA-N
Synonyms:
1-(4-aminobutyl)guanidine, 1-amino-4-guanidinobutane


Show all pahtways known for Show all BRENDA pathways known for agmatine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (14 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
NAD+ + agmatine = nicotinamide + Nomega-(ADP-D-ribosyl)-agmatine
show the reaction diagram
agmatine + H2O = putrescine + urea
show the reaction diagram
-
agmatine + H2O = N-carbamoylputrescine + NH3
show the reaction diagram
-

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1,4-diguanidinobutane + H2O = agmatine + urea
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (37 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-oxoglutarate + agmatine + O2 = ?
show the reaction diagram
-
agmatine + O2 + H2O = ?
show the reaction diagram
-
agmatine + H2O + O2 = ?
show the reaction diagram
-
agmatine + 2-oxoglutarate = ?
show the reaction diagram
-
ATP + agmatine = ADP + N4-phosphoagmatine
show the reaction diagram
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agmatine + YALPETGK = (NH2)2-CN-(CH2)4-NH-(CO)-TEPLAY + ?
show the reaction diagram
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agmatine + H2O = 1,4-diaminobutane + urea
show the reaction diagram
-
agmatine + H2O = ? + NH3
show the reaction diagram
-
agmatine + H2O = ?
show the reaction diagram
-
agmatine + H2O = putrescine + urea
show the reaction diagram
-
agmatine + H2O = putrescine + urea
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1,4-diguanidinobutane + H2O = agmatine + urea
show the reaction diagram
-
Arg = 1-Amino-4-guanidinobutane
show the reaction diagram
-
-
L-arginine = agmatine + CO2
show the reaction diagram
-
-

Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE

Inhibitor in Enzyme-catalyzed Reactions (42 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
at lower concentration than the Ki value agmatine leads to time-, concentration-, NADPH- and calmodulin-dependent inhibition of the neuronal enzyme in presence of calmodulin; causes an increase in NADPH oxidase activity of the enzyme
-
13 mM, 50% inhibition
-
the presence of this substrate inhibits the enzyme reaction with putrescine
-
89% inhibition at 0.1 mM and 61% inhibition at 1 mM
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reversible
-
caseinolytic activity
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28% inhibition at concentration of 5.0 mM
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3D Structure of Enzyme-Ligand-Complex (PDB) (16 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (19 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.00186
-
pH 7.5, 70C
0.006
-
pH 8.8, 70C

KM Value (49 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
1.18
-
at 37C, pH not specified in the publication, transpeptidation reaction
2.5
-
37C, pH 9.0, mutant N149D
0.486
-
pH 7.5, 70C
0.00087
-
pH 8.8, 70C

Ki Value (9 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.66
-
at lower concentration than the Ki value agmatine leads to time-, concentration-, NADPH- and calmodulin-dependent inhibition of the neuronal enzyme in presence of calmodulin
0.036
-
-
0.147
-
pH 8.0, substrate: spermine
3.4
-
-
2.77
-
pH 7.5, 37C

References & Links

Links to other databases for agmatine

ChEBI
PubChem
ChEBI
PubChem