Details of Metabolite

General Information of MET (ID: META00790)
Name Glycylproline
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(S)-1-(2-Aminoacetyl)pyrrolidine-2-carboxylic acid; 1-(Aminoacetyl)proline; 1-Glycyl-L-proline; 1-Glycylproline; GP; GP Dipeptide; Gly-L-pro; Gly-pro; Glycine proline dipeptide; Glycine-proline dipeptide; Glycyl-L-proline; Glycyl-proline; Glycylproline; N-Glycyl-L-proline; N-Glycylproline; NSC 97929; g-p Dipeptide
Source Endogenous;Food
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
3013625
HMDB ID
HMDB0000721
Formula
C7H12N2O3
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
70744
FooDB ID
FDB022202
ChemSpider ID
2282246
Physicochemical Properties Molecular Weight 172.18 Topological Polar Surface Area 83.6
XlogP -3.1 Complexity 205
Heavy Atom Count 12 Rotatable Bond Count 2
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 4
Function
Glycylproline is a dipeptide composed of glycine and proline, and is an end product of collagen metabolism that is further cleaved by prolidase (EC 3.4.13.9). The resulting proline molecules are recycled into collagen or other proteins. Prolidase deficiency is a rare autosomal recessive disease characterized by chronic ulcerative dermatitis, mental retardation, frequent infections, and massive urinary excretion of iminodipeptides. Patients with this disease have reportedly decreased prolidase enzyme activity against glycylproline (Gly-Pro). The enzyme's activity against other substrates is not as affected. Some patients with prolidase deficiency have a marked urinary excretion of glycylproline. Patients with pressure sores contain significantly more urinary glycylproline than the control.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Pore-forming PNC peptide (PNC)
            Cellular tumor antigen p53 (TP53) 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 Knockout of TP53
                      Induced Change Glycylproline concentration: decrease (Log2 FC=0.93)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Colon cancer [ICD-11: 2B90]
                      Details It is reported that knockout of TP53 leads to the decrease of glycylproline levels compared with control group.
References
1 Integrative omics analysis of p53-dependent regulation of metabolism. FEBS Lett. 2018 Feb;592(3):380-393.

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