Ligand homoarginine

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Basic Ligand Information

Molecular Structure
Picture of homoarginine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C7H16N4O2
homoarginine
QUOGESRFPZDMMT-UHFFFAOYSA-N
Synonyms:
DL-homoarginine

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
homoarginine + O2 = 5-guanidinovaleramide + CO2 + H2O
show the reaction diagram
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homoarginine + glycine = homoornithine + guanidinoacetate
show the reaction diagram
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homoarginine + H2O = (2S)-2-amino-6-[(aminocarbonyl)amino]hexanoic acid + NH3
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
arginine + lysine = homoarginine + ornithine
show the reaction diagram
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homoargininyl-7-amido-4-methylcoumarin + H2O = homoarginine + 7-amino-4-methylcoumarin
show the reaction diagram
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hippuryl-L-homoarginine + H2O = hippuric acid + homoarginine
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive to L-arginine
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inhibitor of octopine formation
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10 mM, 38.2% inhibition
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caseinolytic activity
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at 2 mM arginine, 18% and 94% inhibition of arginase 2 is observed by homoarginine at the concentration of 1 and 10 mM. At 0.1 mM arginine, the conversion of arginine to ornithine by arginase 2 is inhibited by 47% and 88% in the presence of 1 mM and 10 mM homoarginine. No significant inhibition of arginase 2 is observed at physiological homoarginine concentrations; at Km concentration (3 mM) of the substrate arginine, 1 mM homoarginine inhibits arginase 1 activity by 14%, whereas a concentration of 10 mM results in 50% inhibition of the enzyme. At 0.1 mM arginine, arginase 1 inhibition by 1 mM and 10 mM homoarginine is 30% and 76%, respectively. No significant inhibitory effects of arginase 1 activity are observed with physiological concentrations of homoarginine, 0.001-0.01 mM
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (1 result)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.11
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KM Value (2 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
100
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4.7
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Ki Value (3 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
6.02
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IC50 Value (2 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE

References & Links

Links to other databases for homoarginine

ChEBI
PubChem
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PubChem