4-(γ-Glutamylamino)butanoic acid
Stereo, skeletal formula of 4-(γ-glutamylamino)butanoic acid (S)
Names
Preferred IUPAC name
2-Amino-5-[(4-hydroxy-4-oxobutyl)amino]-5-oxopentanoic acid
Systematic IUPAC name
4-Amino-5-((3-carboxypropyl)amino)-5-oxopentanoic acid
Other names
  • 2-Amino-5-(3-carboxypropylamino)-5-oxopentanoic acid[1]
  • 4-(Glutam-5-ylamino)butanoic acid
  • γ-Glutamyl-γ-aminobutyric acid
Identifiers
3D model (JSmol)
Abbreviations
  • Glutamyl-GABA
  • Glu-GABA
  • γ-Glutamyl-GABA
  • γ-Glu-γ-Abu
2418119
ChEBI
ChEMBL
ChemSpider
KEGG
  • InChI=1S/C9H16N2O5/c10-6(9(15)16)3-4-7(12)11-5-1-2-8(13)14/h6H,1-5,10H2,(H,11,12)(H,13,14)(H,15,16) checkY
    Key: MKYPKZSGLSOGLL-UHFFFAOYSA-N checkY
  • NC(CCC(=O)NCCCC(O)=O)C(O)=O
Properties
C9H16N2O5
Molar mass 232.236 g·mol−1
log P −1.434
Acidity (pKa) 2.223
Basicity (pKb) 11.777
Related compounds
Related alkanoic acids
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

4-(γ-Glutamylamino)butanoic acid is molecule that consists of L-glutamate conjugated to γ-aminobutyric acid (GABA). It is the substrate of the enzyme γ-glutamyl-γ-aminobutyrate hydrolase, which is involved in the biosynthesis of polyamines.[2]

References

  1. ↑ "NSC609423 - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 8 July 2012.
  2. ↑ Kurihara S, Oda S, Kato K, Kim HG, Koyanagi T, Kumagai H, Suzuki H (2005). "A novel putrescine utilization pathway involves gamma-glutamylated intermediates of Escherichia coli K-12". J. Biol. Chem. 280 (6): 4602–8. doi:10.1074/jbc.M411114200. PMID 15590624.


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