Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:37:31 UTC
Update Date2024-04-30 19:31:12 UTC
Metabolite IDMMDBc0000145
Metabolite Identification
Common NameGlycylproline
DescriptionGlycylproline 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 (PMID: 16009141 , 7629169 , 1536787 , 10582130 ).
Structure
Synonyms
ValueSource
1-(Aminoacetyl)prolineChEBI
1-GlycylprolineChEBI
Gly-L-proChEBI
GPChEBI
N-Glycyl-L-prolineChEBI
N-GlycylprolineChEBI
Glycyl-L-prolineHMDB
(S)-1-(2-Aminoacetyl)pyrrolidine-2-carboxylic acidHMDB
1-Glycyl-L-prolineHMDB
g-p DipeptideHMDB
GP DipeptideHMDB
Gly-proHMDB
Glycine proline dipeptideHMDB
Glycine-proline dipeptideHMDB
Glycyl-prolineHMDB
NSC 97929HMDB
GlycylprolineChEBI
Molecular FormulaC7H12N2O3
Average Mass172.1818
Monoisotopic Mass172.08479226
IUPAC Name(2S)-1-(2-aminoacetyl)pyrrolidine-2-carboxylic acid
Traditional Nameglycylproline
CAS Registry Number704-15-4
SMILES
NCC(=O)N1CCC[C@H]1C(O)=O
InChI Identifier
InChI=1S/C7H12N2O3/c8-4-6(10)9-3-1-2-5(9)7(11)12/h5H,1-4,8H2,(H,11,12)/t5-/m0/s1
InChI KeyKZNQNBZMBZJQJO-YFKPBYRVSA-N