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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 21:02:11 UTC
Update Date2021-09-14 15:37:02 UTC
HMDB IDHMDB0028707
Secondary Accession Numbers
  • HMDB28707
Metabolite Identification
Common NameArginylglutamine
DescriptionArginylglutamine, also known as RQ or L-arg-L-GLN, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Arginylglutamine 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 arginylglutamine a potential biomarker for the consumption of these foods. Arginylglutamine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Arginylglutamine.
Structure
Data?1582753328
Synonyms
ValueSource
Arginyl-glutamineChEBI
L-Arg-L-GLNChEBI
RQChEBI
Arg-GLNHMDB
Arginine glutamine dipeptideHMDB
Arginine-glutamine dipeptideHMDB
L-Arginyl-L-glutamineHMDB
N2-ArginylglutamineHMDB
N2-L-Arginyl-L-glutamineHMDB
R-Q DipeptideHMDB
RQ DipeptideHMDB
ArginylglutamineChEBI
Chemical FormulaC11H22N6O4
Average Molecular Weight302.335
Monoisotopic Molecular Weight302.170253212
IUPAC Name(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-4-carbamoylbutanoic acid
Traditional Name(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-4-carbamoylbutanoic acid
CAS Registry Number2483-17-2
SMILES
N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCC(N)=O)C(O)=O
InChI Identifier
InChI=1S/C11H22N6O4/c12-6(2-1-5-16-11(14)15)9(19)17-7(10(20)21)3-4-8(13)18/h6-7H,1-5,12H2,(H2,13,18)(H,17,19)(H,20,21)(H4,14,15,16)/t6-,7-/m0/s1
InChI KeyPMGDADKJMCOXHX-BQBZGAKWSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentDipeptides
Alternative Parents
Substituents
  • Alpha-dipeptide
  • Glutamine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-l-alpha-amino acid
  • Alpha-amino acid amide
  • N-acyl-l-glutamine
  • Alpha-amino acid or derivatives
  • Fatty amide
  • N-acyl-amine
  • Fatty acid
  • Fatty acyl
  • Secondary carboxylic acid amide
  • Primary carboxylic acid amide
  • Amino acid
  • Amino acid or derivatives
  • Carboxamide group
  • Guanidine
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidamide
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Organopnictogen compound
  • Organic oxide
  • Organonitrogen compound
  • Carbonyl group
  • Organooxygen compound
  • Organic oxygen compound
  • Amine
  • Primary amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-4.84Extrapolated
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 IDFDB111764
KNApSAcK IDNot Available
Chemspider ID5382942
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7019985
PDB IDNot Available
ChEBI ID73813
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Folefoc AT, Fromme BJ, Katz AA, Flanagan CA: South African mutations of the CCR5 coreceptor for HIV modify interaction with chemokines and HIV Envelope protein. J Acquir Immune Defic Syndr. 2010 Aug;54(4):352-9. doi: 10.1097/QAI.0b013e3181e0c7b2. [PubMed:20442662 ]
  2. Wei X, Chen D, Lv T: A functional polymorphism in XRCC1 is associated with glioma risk: evidence from a meta-analysis. Mol Biol Rep. 2013 Jan;40(1):567-72. doi: 10.1007/s11033-012-2093-y. Epub 2012 Oct 25. [PubMed:23096083 ]
  3. Daher M, Saito RB, Barra GB, Goveia CS, Magalhaes E, Neves FA: The effect of beta-2 adrenergic receptor haplotype variations on the haemodynamic response following spinal anaesthesia for caesarean delivery. Anaesthesia. 2012 Nov;67(11):1251-9. doi: 10.1111/j.1365-2044.2012.07296.x. Epub 2012 Aug 13. [PubMed:22881137 ]
  4. Bennermo M, Held C, Ericsson CG, Silveira A, Hamsten A, Tornvall P: Genotype-specific increase in plasma concentrations of activated coagulation factor VII in response to experimental inflammation. A link between infection and acute myocardial infarction? Thromb Haemost. 2005 Aug;94(2):427-31. [PubMed:16113835 ]