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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2006-08-12 21:36:15 UTC
Update Date2023-02-21 17:16:42 UTC
HMDB IDHMDB0003470
Secondary Accession Numbers
  • HMDB03470
Metabolite Identification
Common NameN-Formyl-L-glutamic acid
DescriptionN-Formyl-L-glutamic acid, also known as N-formylglutamate, ion(2-) or N-formyl-L-glutamate, belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-Formyl-L-glutamic acid exists in all living organisms, ranging from bacteria to humans. In humans, N-formyl-L-glutamic acid is involved in the folate malabsorption, hereditary pathway. N-Formyl-L-glutamic acid has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make N-formyl-L-glutamic acid a potential biomarker for the consumption of these foods. N-Formyl-L-glutamic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on N-Formyl-L-glutamic acid.
Structure
Thumb
Synonyms
ValueSource
(2S)-2-(Formylamino)pentanedioic acidChEBI
N-Formyl-L-glutamateChEBI
(2S)-2-(Formylamino)pentanedioateGenerator
N-Formylglutamate, ion(2-)MeSH
N-FormylglutamateMeSH
(2S)-2-FormamidopentanedioateHMDB
(2S)-2-Formamidopentanedioic acidHMDB
Chemical FormulaC6H9NO5
Average Molecular Weight175.1394
Monoisotopic Molecular Weight175.048072403
IUPAC Name(2S)-2-formamidopentanedioic acid
Traditional NameN-formyl-L-glutamic acid
CAS Registry Number1681-96-5
SMILES
OC(=O)CC[C@H](NC=O)C(O)=O
InChI Identifier
InChI=1S/C6H9NO5/c8-3-7-4(6(11)12)1-2-5(9)10/h3-4H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/t4-/m0/s1
InChI KeyADZLWSMFHHHOBV-BYPYZUCNSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentGlutamic acid and derivatives
Alternative Parents
Substituents
  • Glutamic acid or derivatives
  • N-acyl-l-alpha-amino acid
  • N-formyl-alpha-amino acid
  • N-formyl-alpha amino acid or derivatives
  • Dicarboxylic acid or derivatives
  • Fatty acid
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Carboxylic acid
  • Organopnictogen compound
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023180
KNApSAcK IDNot Available
Chemspider ID388496
KEGG Compound IDC01045
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6939
PubChem Compound439376
PDB IDNot Available
ChEBI ID48309
Food Biomarker OntologyNot Available
VMH IDNFORGLU
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceBorek, Blanche Ann; Waelsch, Heinrich. The enzymic degradation of histidine. Journal of Biological Chemistry (1953), 205 459-74.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Involved in catalytic activity
Specific function:
Folate-dependent enzyme, that displays both transferase and deaminase activity. Serves to channel one-carbon units from formiminoglutamate to the folate pool. Binds and promotes bundling of vimentin filaments originating from the Golgi (By similarity).
Gene Name:
FTCD
Uniprot ID:
O95954
Molecular weight:
58925.93
Reactions
Folinic acid + Glutamic acid → Tetrahydrofolic acid + N-Formyl-L-glutamic aciddetails
Folinic acid + Glutamic acid → Tetrahydrofolic acid + N-Formyl-L-glutamic aciddetails