1.0 2011-09-21 01:39:24 UTC 2019-11-26 03:21:28 UTC FDB028413 Glycyl-glycine The simplest peptide, made of two glycine molecules; used in the synthesis of more complicated peptides. Glycine is a simple, nonessential amino acid, although experimental animals show reduced growth on low-glycine diets. The average adult ingests 3 to 5 grams of glycine daily. Glycine is involved in the body's production of DNA, phospholipids and collagen, and in release of energy. Glycine levels are effectively measured in plasma in both normal patients and those with inborn errors of glycine metabolism. (http://www.dcnutrition.com/AminoAcids/) Nonketotic hyperglycinaemia (OMIM 606899) is an autosomal recessive condition caused by deficient enzyme activity of the glycine cleavage enzyme system (EC 2.1.1.10). The glycine cleavage enzyme system comprises four proteins: P-, T-, H- and L-proteins (EC 1.4.4.2, EC 2.1.2.10 and EC 1.8.1.4 for P-, T- and L-proteins). Mutations have been described in the GLDC (OMIM 238300), AMT (OMIM 238310), and GCSH (OMIM 238330) genes encoding the P-, T-, and H-proteins respectively. The glycine cleavage system catalyses the oxidative conversion of glycine into carbon dioxide and ammonia, with the remaining one-carbon unit transferred to folate as methylenetetrahydrofolate. It is the main catabolic pathway for glycine and it also contributes to one-carbon metabolism. Patients with a deficiency of this enzyme system have increased glycine in plasma, urine and cerebrospinal fluid (CSF) with an increased CSF: plasma glycine ratio. (PMID 16151895) [HMDB] ((aminoacetyl)amino)acetic acid [(Aminoacetyl)amino]acetate [(aminoacetyl)amino]acetic acid 2-(Aminoacetamido)acetate 2-(Aminoacetamido)acetic acid alpha-glycylglycine Diglycine Diglycine (van) Gly-gly Gly2 Glycine dipeptide Glycylglycine n-GLYCYL- Glycine N-glycylglycine C4H8N2O3 132.1179 132.053492132 2-(2-aminoacetamido)acetic acid Gly-Gly 556-50-3 NCC(=O)NCC(O)=O InChI=1S/C4H8N2O3/c5-1-3(7)6-2-4(8)9/h1-2,5H2,(H,6,7)(H,8,9) YMAWOPBAYDPSLA-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 acyclic compounds Alpha amino acid amides Amino acids Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monoalkylamines Monocarboxylic acids and derivatives N-acyl-alpha amino acids Organic oxides Organopnictogen compounds Secondary carboxylic acid amides Aliphatic acyclic compound Alpha-amino acid amide Alpha-amino acid or derivatives Alpha-dipeptide Amine Amino acid Amino acid or derivatives Carbonyl group Carboxamide group Carboxylic acid Hydrocarbon derivative Monocarboxylic acid or derivatives N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Secondary carboxylic acid amide dipeptide Solid logp -3.23 ALOGPS logs -0.21 ALOGPS solubility 8.21e+01 g/l ALOGPS logp -4.5 ChemAxon pka_strongest_acidic 3.52 ChemAxon pka_strongest_basic 8.14 ChemAxon iupac 2-(2-aminoacetamido)acetic acid ChemAxon average_mass 132.1179 ChemAxon mono_mass 132.053492132 ChemAxon smiles NCC(=O)NCC(O)=O ChemAxon formula C4H8N2O3 ChemAxon inchi InChI=1S/C4H8N2O3/c5-1-3(7)6-2-4(8)9/h1-2,5H2,(H,6,7)(H,8,9) ChemAxon inchikey YMAWOPBAYDPSLA-UHFFFAOYSA-N ChemAxon polar_surface_area 92.42 ChemAxon refractivity 28.81 ChemAxon polarizability 12.01 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 2593 Specdb::MsIr 2594 Specdb::MsIr 2595 Specdb::NmrTwoD 1988 Specdb::CMs 1553 Specdb::CMs 1554 Specdb::CMs 10317 Specdb::CMs 28768 Specdb::CMs 29931 Specdb::CMs 30356 Specdb::CMs 30561 Specdb::CMs 30562 Specdb::CMs 30871 Specdb::CMs 30872 Specdb::CMs 31556 Specdb::CMs 31557 Specdb::CMs 39784 Specdb::CMs 130352 Specdb::CMs 138086 Specdb::MsMs 70587 Specdb::MsMs 70588 Specdb::MsMs 70589 Specdb::MsMs 129117 Specdb::MsMs 129118 Specdb::MsMs 129119 Specdb::MsMs 437726 Specdb::MsMs 437727 Specdb::MsMs 437728 Specdb::MsMs 437729 Specdb::MsMs 437730 Specdb::MsMs 439069 Specdb::MsMs 446206 Specdb::MsMs 446207 Specdb::MsMs 446208 Specdb::MsMs 446209 Specdb::MsMs 446210 Specdb::MsMs 448010 Specdb::MsMs 2226454 Specdb::MsMs 2228280 Specdb::MsMs 2228784 Specdb::MsMs 2230645 Specdb::MsMs 2231108 Specdb::MsMs 2233118 Specdb::MsMs 2233496 Specdb::NmrOneD 2055 Specdb::NmrOneD 94332 Specdb::NmrOneD 94333 Specdb::NmrOneD 94334 Specdb::NmrOneD 94335 Specdb::NmrOneD 94336 Specdb::NmrOneD 94337 Specdb::NmrOneD 94338 Specdb::NmrOneD 94339 Specdb::NmrOneD 94340 Specdb::NmrOneD 94341 Specdb::NmrOneD 94342 Specdb::NmrOneD 94343 Specdb::NmrOneD 94344 Specdb::NmrOneD 94345 Specdb::NmrOneD 94346 Specdb::NmrOneD 94347 Specdb::NmrOneD 94348 Specdb::NmrOneD 94349 Specdb::NmrOneD 94350 Specdb::NmrOneD 94351 Specdb::NmrOneD 166369 Specdb::NmrOneD 166417 Specdb::NmrOneD 166657 HMDB11733 17201 #<Reference:0x000055ce323de798> 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