Ligand (S)-ureidoglycine
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Basic Ligand Information
Molecular Structure
C3H7N3O3
(S)-ureidoglycine
VTFWFHCECSOPSX-SFOWXEAESA-N
(2S)-amino(carbamoylamino)acetic acid, (S)-(carbamoylamino)glycine, (S)-2-ureidoglycine, S-ureidoglycine
Show all BRENDA pathways known for (S)-ureidoglycine
Roles as Enzyme Ligand
In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)
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(S)-2-ureidoglycine + H2O = (S)-ureidoglycolate + NH3
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(S)-ureidoglycine + H2O = (S)-ureidoglycolate + NH3
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In Vivo Product in Enzyme-catalyzed Reactions (2 results)
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phosphate + allantoate = carbamoyl phosphate + (S)-(carbamoylamino)glycine
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allantoate + H2O = (S)-ureidoglycine + NH3 + CO2
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Substrate in Enzyme-catalyzed Reactions (4 results)
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carbamoyl phosphate + (S)-(carbamoylamino)glycine = phosphate + allantoate
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(S)-ureidoglycine + glyoxylate = N-carbamoyl-2-oxoglycine + glycine
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(S)-2-ureidoglycine + H2O = (S)-ureidoglycolate + NH3
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(S)-ureidoglycine + H2O = (S)-ureidoglycolate + NH3
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Product in Enzyme-catalyzed Reactions (2 results)
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phosphate + allantoate = carbamoyl phosphate + (S)-(carbamoylamino)glycine
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allantoate + H2O = (S)-ureidoglycine + NH3 + CO2
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Enzyme Kinetic Parameters
kcat Value (Turnover Number) (3 results)
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73
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mutant enzyme Y252F, at pH 8.5 and 30°C
493
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mutant enzyme K291R, at pH 8.5 and 30°C
761
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wild type enzyme, at pH 8.5 and 30°C
KM Value (3 results)
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1.77
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wild type enzyme, at pH 8.5 and 30°C
2.3
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mutant enzyme Y252F, at pH 8.5 and 30°C
3.46
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mutant enzyme K291R, at pH 8.5 and 30°C
References & Links
Literature References (5)
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Chemical basis of nitrogen recovery through the ureide pathway: Formation and hydrolysis of S-ureidoglycine in plants and bacteria
2010
Serventi, F.; Ramazzina, I.; Lamberto, I.; Puggioni, V.; Gatti, R.; Percudani, R.
ACS Chem. Biol.
5
203-214
Ureide catabolism in Arabidopsis thaliana and Escherichia coli
2010
Werner, A.; Romeis, T.; Witte, C.
Nat. Chem. Biol.
6
19-21
Structural and functional insights into (S)-ureidoglycine aminohydrolase, key enzyme of purine catabolism in Arabidopsis thaliana
2012
Shin, I.; Percudani, R.; Rhee, S.
J. Biol. Chem.
287
18796-18805
An aminotransferase branch point connects purine catabolism to amino acid recycling
2010
Ramazzina, I.; Costa, R.; Cendron, L.; Berni, R.; Peracchi, A.; Zanotti, G.; Percudani, R.
Nat. Chem. Biol.
6
801-806
Identifying reaction modules in metabolic pathways bioinformatic deduction and experimental validation of a new putative route in purine catabolism
2013
Barba, M.; Dutoit, R.; Legrain, C.; Labedan, B.
BMC Syst. Biol.
7
99
Links to other databases for (S)-ureidoglycine
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