4-(γ-Glutamylamino)butanoic acid

Names
Preferred IUPAC name

2-Amino-5-[(4-hydroxy-4-oxobutyl)amino]-5-oxopentanoic acid[citation needed]

Systematic IUPAC name

4-Amino-5-((3-carboxypropyl)amino)-5-oxopentanoic acid[citation needed]

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Y verify (what is YN ?)
Infobox references

|Section1=! colspan=2 style="background: #f8eaba; text-align: center;" |Identifiers

| CASNo = 5105-96-4 | CASNo_Ref =  Y | CASNo_Comment = S | PubChem = 355553 | PubChem1 = 23724570 | PubChem1_Comment = S | ChemSpiderID = 315618 | ChemSpiderID_Ref =  Y | KEGG = C15767 | KEGG_Ref =  Y | ChEBI = 49260 | ChEBI_Ref =  Y | ChEMBL = 269574 | ChEMBL_Ref =  Y | Beilstein = 2418119 | SMILES = NC(CCC(=O)NCCCC(O)=O)C(O)=O | StdInChI = 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) | StdInChI_Ref =  Y | StdInChIKey = MKYPKZSGLSOGLL-UHFFFAOYSA-N | StdInChIKey_Ref =  Y }} |Section2=! colspan=2 style="background: #f8eaba; text-align: center;" |Properties

Chemical formula

| C9H16N2O5

|- | Molar mass

| 232.236 g·mol−1

| log P | −1.434 |-

| Acidity (pKa) | 2.223 |- | Basicity (pKb) | 11.777 |- |Section3=! colspan=2 style="background: #f8eaba; text-align: center;" |Related compounds

Related alkanoic acids

* Hopantenic acid
* Hypusine
* Saccharopine

|- }}

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.[1]

## References

1. ↑ "A novel putrescine utilization pathway involves gamma-glutamylated intermediates of Escherichia coli K-12". J. Biol. Chem. 280 (6): 4602–8. 2005. doi:10.1074/jbc.M411114200. PMID 15590624.

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