General Information of MET (ID: META00600)
Name Gamma-Glutamylisoleucine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
L-gamma-Glu-L-Ile; L-gamma-Glutamyl-L-isoleucine; N-L-gamma-Glutamyl-L-isoleucine; N-L-gamma-Glutamylisoleucine; N-gamma-Glutamylisoleucine; N-gamma-L-Glutamyl-L-isoleucine; g-Glutamylisoleucine; gamma-Glu-Ile; gamma-Glutamylisoleucine; gamma-L-Glu-L-Ile; gamma-L-Glutamyl-L-isoleucine
Source Aliphatic acyclic compounds
Structure Type   Amino acids, peptides, and analogues  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic acids and derivatives
Carboxylic acids and derivatives
Amino acids, peptides, and analogues
PubChem CID
22885096
HMDB ID
HMDB0011170
Formula
C11H20N2O5
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
ChEBI ID
68434
ChemSpider ID
18897160
Physicochemical Properties Molecular Weight 260.29 Topological Polar Surface Area 130
XlogP -3.5 Complexity 319
Heavy Atom Count 18 Rotatable Bond Count 8
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 6
Function
gamma-Glutamylisoleucine is a dipeptide composed of gamma-glutamate and isoleucine, and is a proteolytic breakdown product of larger proteins. It belongs to the family of N-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. gamma-Glutamylisoleucine is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. It is found in urine.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            Sulfatase sulf-1 (SULF1) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Knockdown (shRNA) of SULF1
                      Induced Change Gamma-Glutamylisoleucine concentration: decrease (FC = 0.55 / 0.66)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Ovarian cancer [ICD-11: 2C73]
                      Details It is reported that knockdown of SULF1 leads to the decrease of gamma-glutamylisoleucine levels compared with control group.
References
1 Erratum to: Loss of HSulf-1 promotes altered lipid metabolism in ovarian cancer. Cancer Metab. 2014 Nov 4;2:24.

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