CHEBI:44337 - N-acetyl-L-glutamate(2−)

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ChEBI Name N-acetyl-L-glutamate(2−)
ChEBI ID CHEBI:44337
ChEBI ASCII Name N-acetyl-L-glutamate(2-)
Definition An N-acyl-L-α-amino acid anion resulting from deprotonation of both carboxy groups of N-acetyl-L-glutamic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Peter Palenchar
Secondary ChEBI IDs CHEBI:64040, CHEBI:12575, CHEBI:87274
Supplier Information No supplier information found for this compound.
Download Molfile XML SDF
Formula C7H9NO5
Net Charge -2
Average Mass 187.150
Monoisotopic Mass 187.04917
InChI InChI=1S/C7H11NO5/c1-4(9)8-5(7(12)13)2-3-6(10)11/h5H,2-3H2,1H3,(H,8,9)(H,10,11)(H,12,13)/p-2/t5-/m0/s1
InChIKey RFMMMVDNIPUKGG-YFKPBYRVSA-L
SMILES C(C([O-])=O)C[C@@H](C([O-])=O)NC(=O)C
Metabolite of Species Details
Rattus norvegicus (NCBI:txid10116) See: MetaboLights Study
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Biological Role(s): Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing N-acetyl-L-glutamate(2−) (CHEBI:44337) has functional parent L-glutamate(2−) (CHEBI:29988)
N-acetyl-L-glutamate(2−) (CHEBI:44337) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
N-acetyl-L-glutamate(2−) (CHEBI:44337) has role human metabolite (CHEBI:77746)
N-acetyl-L-glutamate(2−) (CHEBI:44337) is a N-acyl-L-α-amino acid anion (CHEBI:59874)
N-acetyl-L-glutamate(2−) (CHEBI:44337) is a dicarboxylic acid dianion (CHEBI:28965)
N-acetyl-L-glutamate(2−) (CHEBI:44337) is conjugate base of N-acetyl-L-glutamate(1−) (CHEBI:21549)
N-acetyl-L-glutamate(2−) (CHEBI:44337) is enantiomer of N-acetyl-D-glutamate(2−) (CHEBI:195260)
Incoming N-acetyl-L-glutamate(1−) (CHEBI:21549) is conjugate acid of N-acetyl-L-glutamate(2−) (CHEBI:44337)
N-acetyl-D-glutamate(2−) (CHEBI:195260) is enantiomer of N-acetyl-L-glutamate(2−) (CHEBI:44337)
N-terminal N-acetyl-L-glutamate residue (CHEBI:140857) is substituent group from N-acetyl-L-glutamate(2−) (CHEBI:44337)
IUPAC Name
(2S)-2-acetamidopentanedioate
Synonyms Sources
(S)-2-(acetylamino)pentanedioate ChEBI
acetyl-L-glutamate MetaCyc
N-Acetyl-L-glutamate KEGG COMPOUND
N-acetyl-L-glutamate UniProt
NAG MetaCyc
Manual Xrefs Databases
ACETYL-GLU MetaCyc
C00624 KEGG COMPOUND
HMDB0001138 HMDB
View more database links
Registry Number Type Source
1188-37-0 CAS Registry Number KEGG COMPOUND
Citations
Jia X, Ozawa K, Loscha K, Otting G (2009)
Glutarate and N-acetyl-L-glutamate buffers for cell-free synthesis of selectively 15N-labelled proteins.
Journal of biomolecular NMR 44, 59-67 [PubMed:19399372]
[show Abstract]
Pekkala S, Martínez AI, Barcelona B, Gallego J, Bendala E, Yefimenko I, Rubio V, Cervera J (2009)
Structural insight on the control of urea synthesis: identification of the binding site for N-acetyl-L-glutamate, the essential allosteric activator of mitochondrial carbamoyl phosphate synthetase.
The Biochemical journal 424, 211-220 [PubMed:19754428]
[show Abstract]
Last Modified
05 April 2017