FComEx: Glycyl-glycine (PC000938)

Record Information

Version

1.0

Creation date

2015-10-09 22:33:29 UTC

Update date

2017-01-19 02:36:42 UTC

FoodComEx ID

PC000938

FoodDB Record

FDB028413

Chemical Information

Name

Glycyl-glycine

Description

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]

CAS Number

556-50-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
((aminoacetyl)amino)acetic acid	hmdb
[(Aminoacetyl)amino]acetate	Generator
[(aminoacetyl)amino]acetic acid	hmdb
2-(Aminoacetamido)acetate	Generator
2-(Aminoacetamido)acetic acid	ChEBI
alpha-glycylglycine	hmdb
Diglycine	hmdb
Diglycine (van)	hmdb
Gly-gly	ChEBI
Gly2	ChEBI
Glycine dipeptide	hmdb
Glycylglycine	ChEBI
n-GLYCYL- Glycine	hmdb
N-glycylglycine	hmdb

Chemical Formula

C4H8N2O3

IUPAC name

2-(2-aminoacetamido)acetic acid

InChI Identifier

InChI=1S/C4H8N2O3/c5-1-3(7)6-2-4(8)9/h1-2,5H2,(H,6,7)(H,8,9)

InChI Key

YMAWOPBAYDPSLA-UHFFFAOYSA-N

Isomeric SMILES

NCC(=O)NCC(O)=O

Average Molecular Weight

132.1179

Monoisotopic Molecular Weight

132.053492132

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