1.0 2011-09-21 00:10:01 UTC 2019-11-26 03:21:01 UTC FDB022202 Glycylproline 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] 1-(Aminoacetyl)proline 1-glycyl-L-Proline 1-Glycylproline GLY-pro N-Glycyl-l-proline N-glycylproline C7H12N2O3 172.1818 172.08479226 1-(2-aminoacetyl)pyrrolidine-2-carboxylic acid gly-pro 704-15-4 NCC(=O)N1CCCC1C(O)=O InChI=1S/C7H12N2O3/c8-4-6(10)9-3-1-2-5(9)7(11)12/h5H,1-4,8H2,(H,11,12) KZNQNBZMBZJQJO-UHFFFAOYSA-N 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. Dipeptides Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aliphatic heteromonocyclic compounds Alpha amino acid amides Amino acids Azacyclic compounds Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monoalkylamines Monocarboxylic acids and derivatives N-acyl-alpha amino acids N-acylpyrrolidines Organic oxides Organopnictogen compounds Proline and derivatives Pyrrolidine carboxylic acids Tertiary carboxylic acid amides Aliphatic heteromonocyclic compound Alpha-amino acid amide Alpha-amino acid or derivatives Alpha-dipeptide Amine Amino acid Amino acid or derivatives Azacycle Carbonyl group Carboxamide group Carboxylic acid Hydrocarbon derivative Monocarboxylic acid or derivatives N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid N-acylpyrrolidine Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Proline or derivatives Pyrrolidine Pyrrolidine carboxylic acid Pyrrolidine carboxylic acid or derivatives Tertiary carboxylic acid amide a dipeptide Solid logp -2.65 ALOGPS logs 0.21 ALOGPS solubility 2.79e+02 g/l ALOGPS logp -3.7 ChemAxon pka_strongest_acidic 3.61 ChemAxon pka_strongest_basic 8.13 ChemAxon iupac 1-(2-aminoacetyl)pyrrolidine-2-carboxylic acid ChemAxon average_mass 172.1818 ChemAxon mono_mass 172.08479226 ChemAxon smiles NCC(=O)N1CCCC1C(O)=O ChemAxon formula C7H12N2O3 ChemAxon inchi InChI=1S/C7H12N2O3/c8-4-6(10)9-3-1-2-5(9)7(11)12/h5H,1-4,8H2,(H,11,12) ChemAxon inchikey KZNQNBZMBZJQJO-UHFFFAOYSA-N ChemAxon polar_surface_area 83.63 ChemAxon refractivity 40.99 ChemAxon polarizability 16.6 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1446 Specdb::CMs 13009 Specdb::CMs 32062 Specdb::CMs 37721 Specdb::CMs 99599 Specdb::CMs 122304 Specdb::CMs 903658 Specdb::CMs 903659 Specdb::CMs 903660 Specdb::MsMs 1014 Specdb::MsMs 1015 Specdb::MsMs 1016 Specdb::MsMs 294577 Specdb::MsMs 294578 Specdb::MsMs 294579 Specdb::MsMs 335338 Specdb::MsMs 335339 Specdb::MsMs 335340 Specdb::MsMs 3437116 Specdb::MsMs 3437117 Specdb::MsMs 3437118 Specdb::MsMs 3437119 Specdb::MsMs 3437120 Specdb::MsMs 3437121 Specdb::NmrOneD 1500 Specdb::NmrOneD 189901 Specdb::NmrOneD 189902 Specdb::NmrOneD 189903 Specdb::NmrOneD 189904 Specdb::NmrOneD 189905 Specdb::NmrOneD 189906 Specdb::NmrOneD 189907 Specdb::NmrOneD 189908 Specdb::NmrOneD 189909 Specdb::NmrOneD 189910 Specdb::NmrOneD 189911 Specdb::NmrOneD 189912 Specdb::NmrOneD 189913 Specdb::NmrOneD 189914 Specdb::NmrOneD 189915 Specdb::NmrOneD 189916 Specdb::NmrOneD 189917 Specdb::NmrOneD 189918 Specdb::NmrOneD 189919 Specdb::NmrOneD 189920 HMDB00721 #<Reference:0x000055ce32199820> #<Reference:0x000055ce32197e08> #<Reference:0x000055ce32197c50> #<Reference:0x000055ce32197a70> #<Reference:0x000055ce321978b8> #<Reference:0x000055ce32197700> #<Reference:0x000055ce32197548> #<Reference:0x000055ce32197390> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Milk (Cow) Type 2 specific Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823