Details of Metabolite

General Information of MET (ID: META00375)
Name N-Acetyl-L-glutamic acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(S)-2-(Acetylamino)pentanedioate; (S)-2-(Acetylamino)pentanedioic acid; Ac-glu-OH; Acetyl-L-glutamate; Acetyl-L-glutamic acid; Acetylglutamate; Acetylglutamic acid; L-N-Acetylglutamate; L-N-Acetylglutamic acid; N-ACETYL-L-glutamATE; N-Ac-glu-OH; N-Acetyl-L-glutamic acid; N-Acetyl-L-glutaminic acid; N-Acetylglutamate; N-Acetylglutamate, (D)-isomer; N-Acetylglutamate, (DL)-isomer; N-Acetylglutamate, calcium salt (1:1), (L)-isomer; N-Acetylglutamate, calcium salt, (L)-isomer; N-Acetylglutamate, dipotassium salt, (L)-isomer; N-Acetylglutamate, disodium salt, (L)-isomer; N-Acetylglutamate, magnesium salt, (L)-isomer; N-Acetylglutamate, monosodium salt, (L)-isomer; N-Acetylglutamate, potassium salt, (L)-isomer; N-Acetylglutamic acid; N-Acetylglutamic acid semialdehyde; NAcGlu; Sodium N-acetylglutamate
Source Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Food
Structure Type   Amino acids, peptides, and analogues  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic acids and derivatives
Carboxylic acids and derivatives
Amino acids, peptides, and analogues
PubChem CID
70914
HMDB ID
HMDB0001138
Formula
C7H11NO5
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C00624
DrugBank ID
DB04075
ChEBI ID
17533
FooDB ID
FDB022447
ChemSpider ID
64077
Physicochemical Properties Molecular Weight 189.17 Topological Polar Surface Area 104
XlogP -1.8 Complexity 225
Heavy Atom Count 13 Rotatable Bond Count 5
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 5
Function
N-Acetyl-L-glutamic acid (abbreviated NAcGlu) is an acetylated amino acid. N-Acetyl-L-glutamic acid is biosynthesized from glutamic acid and acetyl-CoA by the enzyme N-acetylglutamate synthase (NAGS). NAcGlu activates carbamoyl phosphate synthetase in the urea cycle. A deficiency in N-acetyl glutamate synthase or a genetic mutation in the gene coding for the enzyme will lead to urea cycle failure in which ammonia is not converted to urea, but rather accumulated in the blood leading to the condition called Type I hyperammonemia. This is a severe neonatal disorder with fatal consequences if not detected immediately at birth.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            Leukotriene-C4 hydrolase (GGT1) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Knockdown (siRNA) of GGT1
                      Induced Change N-Acetyl-L-glutamic acid concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Renal cell carcinoma [ICD-11: 2C90]
                      Details It is reported that knockdown of GGT1 leads to the increase of N-acetyl-L-glutamic acid levels compared with control group.
      Pore-forming PNC peptide (PNC)
            Cellular tumor antigen p53 (TP53) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [2]
                      Introduced Variation Knockout of TP53
                      Induced Change N-Acetyl-L-glutamic acid concentration: increase (Log2 FC=2.7)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Colon cancer [ICD-11: 2B90]
                      Details It is reported that knockout of TP53 leads to the increase of N-acetyl-L-glutamic acid levels compared with control group.
References
1 Impairment of gamma-glutamyl transferase 1 activity in the metabolic pathogenesis of chromophobe renal cell carcinoma. Proc Natl Acad Sci U S A. 2018 Jul 3;115(27):E6274-E6282.
2 Integrative omics analysis of p53-dependent regulation of metabolism. FEBS Lett. 2018 Feb;592(3):380-393.

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