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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 21:02:12 UTC
Update Date2021-09-14 15:47:04 UTC
HMDB IDHMDB0028714
Secondary Accession Numbers
  • HMDB28714
Metabolite Identification
Common NameArginyllysine
DescriptionArginyllysine, also known as RK or L-arg-L-lys, 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. Arginyllysine 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 arginyllysine a potential biomarker for the consumption of these foods. Arginyllysine 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 small amount of articles have been published on Arginyllysine.
Structure
Data?1582753330
Synonyms
ValueSource
Arginyl-lysineChEBI
L-Arg-L-lysChEBI
RKChEBI
Arginine-lysineHMDB
Arg-lysHMDB
AmadorineHMDB
Arginine lysine dipeptideHMDB
Arginine-lysine dipeptideHMDB
L-Arginyl-L-lysineHMDB
N2-ArginyllysineHMDB
N2-L-Arginyl-L-lysineHMDB
R-K DipeptideHMDB
RK DipeptideHMDB
ArginyllysineChEBI
Chemical FormulaC12H26N6O3
Average Molecular Weight302.379
Monoisotopic Molecular Weight302.206638721
IUPAC Name(2S)-6-amino-2-[(2S)-2-amino-5-carbamimidamidopentanamido]hexanoic acid
Traditional Name(2S)-6-amino-2-[(2S)-2-amino-5-carbamimidamidopentanamido]hexanoic acid
CAS Registry Number40968-46-5
SMILES
NCCCC[C@H](NC(=O)[C@@H](N)CCCNC(N)=N)C(O)=O
InChI Identifier
InChI=1S/C12H26N6O3/c13-6-2-1-5-9(11(20)21)18-10(19)8(14)4-3-7-17-12(15)16/h8-9H,1-7,13-14H2,(H,18,19)(H,20,21)(H4,15,16,17)/t8-,9-/m0/s1
InChI KeyJQFZHHSQMKZLRU-IUCAKERBSA-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
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-l-alpha-amino acid
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Medium-chain fatty acid
  • Amino fatty acid
  • N-acyl-amine
  • Fatty amide
  • Fatty acid
  • Fatty acyl
  • Amino acid or derivatives
  • Guanidine
  • Amino acid
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Carboxylic acid
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Monocarboxylic acid or derivatives
  • Carboximidamide
  • Primary aliphatic amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Amine
  • Organopnictogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • 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-3.9Extrapolated
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 IDFDB111771
KNApSAcK IDNot Available
Chemspider ID4932424
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6427006
PDB IDNot Available
ChEBI ID73816
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. Thorne BA, Viveros OH, Thomas G: Expression and processing of mouse proopiomelanocortin in bovine adrenal chromaffin cells. A model system to study tissue-specific prohormone processing. J Biol Chem. 1991 Jul 25;266(21):13607-15. [PubMed:1856197 ]
  2. Brakch N, Rholam M, Nault C, Boileau G, Cohen P: Differential processing of hormone precursor. Independent production of somatostatins 14 and 28 in transfected neuroblastoma 2A cells. FEBS Lett. 1991 May 6;282(2):363-7. [PubMed:1674697 ]
  3. Vanderah TW, Raffa RB, Lashbrook J, Burritt A, Hruby V, Porreca F: Orphanin-FQ/nociceptin: lack of anti nociceptive, hyperalgesic or allodynic effects in acute thermal or mechanical tests following intracerebroventricular or intrathecal administration to mice or rats. Eur J Pain. 1998;2(3):267-78. [PubMed:15102387 ]