FComEx: Glycylproline (PC000546)

Record Information

Version

1.0

Creation date

2015-10-09 22:31:18 UTC

Update date

2017-01-19 02:36:27 UTC

FoodComEx ID

PC000546

FoodDB Record

FDB022202

Chemical Information

Name

Glycylproline

Description

Glycylproline 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. The disease has been confirmed to be due to hereditary prolidase deficiency. It has been reported that the activity of the enzyme against glycylproline (Gly-Pro) is almost totally deficient in patients with prolidase deficiency, whereas the activity against other substrates is not so deficient. Some patients with prolidase deficiency have a marked urinary excretion of the iminodipeptide Glycylproline. The urine from patients with pressure sores contains significantly more Glycylproline than the urine from the control. (PMID: 16009141, 7629169, 1536787, 10582130) [HMDB]

CAS Number

704-15-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1-(Aminoacetyl)proline	hmdb
1-glycyl-L-Proline	hmdb
1-Glycylproline	hmdb
GLY-pro	hmdb
N-Glycyl-l-proline	hmdb
N-glycylproline	hmdb

Chemical Formula

C7H12N2O3

IUPAC name

1-(2-aminoacetyl)pyrrolidine-2-carboxylic acid

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)

InChI Key

KZNQNBZMBZJQJO-UHFFFAOYSA-N

Isomeric SMILES

NCC(=O)N1CCCC1C(O)=O

Average Molecular Weight

172.1818

Monoisotopic Molecular Weight

172.08479226

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents