Record Information |
---|
Version | 1.0 |
---|
Creation Date | 2016-09-30 22:19:50 UTC |
---|
Update Date | 2020-06-04 21:57:34 UTC |
---|
MCDB ID | BMDB0000123 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Glycine |
---|
Description | Glycine, also known as Gly or aminoessigsaeure, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Glycine exists as a solid, possibly soluble (in water), and a very strong basic compound (based on its pKa) molecule. Glycine exists in all living species, ranging from bacteria to humans. Glycine is a potentially toxic compound. Glycine has been found to be associated with several diseases known as crohn's disease, leukemia, phosphoserine aminotransferase deficiency, and hyperglycinemia, lactic acidosis, and seizures; also glycine has been linked to the inborn metabolic disorders including n-acetylglutamate synthetase deficiency. |
---|
Structure | |
---|
Synonyms | Value | Source |
---|
Aminoacetic acid | ChEBI | Aminoessigsaeure | ChEBI | Aminoethanoic acid | ChEBI | G | ChEBI | Gly | ChEBI | Glycin | ChEBI | Glycocoll | ChEBI | Glykokoll | ChEBI | Glyzin | ChEBI | H2N-CH2-COOH | ChEBI | Hgly | ChEBI | Leimzucker | ChEBI | Aminoacetate | Generator | Aminoethanoate | Generator | 2-Aminoacetate | HMDB | 2-Aminoacetic acid | HMDB | Aciport | HMDB | Amino-acetate | HMDB | Amino-acetic acid | HMDB | Glicoamin | HMDB | Glycolixir | HMDB | Glycosthene | HMDB | Gyn-hydralin | HMDB | Padil | HMDB | Glycine carbonate (1:1), monosodium salt | HMDB | Glycine carbonate (2:1), monopotassium salt | HMDB | Glycine sulfate (3:1) | HMDB | Glycine, monoammonium salt | HMDB | Glycine, monosodium salt | HMDB | Glycine, sodium hydrogen carbonate | HMDB | Monoammonium salt glycine | HMDB | Calcium salt glycine | HMDB | Glycine hydrochloride (2:1) | HMDB | Glycine phosphate (1:1) | HMDB | Glycine, monopotasssium salt | HMDB | Monopotasssium salt glycine | HMDB | Monosodium salt glycine | HMDB | Glycine carbonate (2:1), monolithium salt | HMDB | Glycine carbonate (2:1), monosodium salt | HMDB | Glycine hydrochloride | HMDB | Glycine, copper salt | HMDB | Hydrochloride, glycine | HMDB | Salt glycine, monoammonium | HMDB | Acid, aminoacetic | HMDB | Cobalt salt glycine | HMDB | Copper salt glycine | HMDB | Glycine phosphate | HMDB | Glycine, calcium salt | HMDB | Glycine, calcium salt (2:1) | HMDB | Glycine, cobalt salt | HMDB | Phosphate, glycine | HMDB | Salt glycine, monosodium | HMDB |
|
---|
Chemical Formula | C2H5NO2 |
---|
Average Molecular Weight | 75.0666 |
---|
Monoisotopic Molecular Weight | 75.032028409 |
---|
IUPAC Name | Not Available |
---|
Traditional Name | Not Available |
---|
CAS Registry Number | 56-40-6 |
---|
SMILES | Not Available |
---|
InChI Identifier | InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5) |
---|
InChI Key | DHMQDGOQFOQNFH-UHFFFAOYSA-N |
---|
Chemical Taxonomy |
---|
Description | belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). |
---|
Kingdom | Organic compounds |
---|
Super Class | Organic acids and derivatives |
---|
Class | Carboxylic acids and derivatives |
---|
Sub Class | Amino acids, peptides, and analogues |
---|
Direct Parent | Alpha amino acids |
---|
Alternative Parents | |
---|
Substituents | - Alpha-amino acid
- Amino acid
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Organic nitrogen compound
- Organic oxide
- Hydrocarbon derivative
- Primary amine
- Organooxygen compound
- Organonitrogen compound
- Organopnictogen compound
- Primary aliphatic amine
- Organic oxygen compound
- Carbonyl group
- Amine
- Aliphatic acyclic compound
|
---|
Molecular Framework | Aliphatic acyclic compounds |
---|
External Descriptors | |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Properties | Property | Value | Reference |
---|
Melting Point | 262.2 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 249 mg/mL | Not Available | LogP | -3.21 | HANSCH,C ET AL. (1995) |
|
---|
Predicted Properties | Not Available |
---|
Spectra |
---|
| |
---|
Concentrations |
---|
| |
Detected and Quantified | 33 - 1100 uM | | | details | Detected but not Quantified | Not Applicable | | | details | Detected but not Quantified | Not Applicable | | | details | Detected and Quantified | 163 - 855 uM | | | details | Detected and Quantified | 33 - 1109 uM | | | details | Detected and Quantified | 9591 uM | | | details | Detected and Quantified | 9591 uM | | | details | Detected and Quantified | 9458 uM | | | details | Detected and Quantified | 9458 uM | | | details | Detected and Quantified | 9325 uM | | | details | Detected and Quantified | 9325 uM | | | details | Detected and Quantified | 9325 uM | | | details | Detected but not Quantified | Not Applicable | | | details | Detected and Quantified | 68 +/- 3 uM | | | details | Detected and Quantified | 77 +/- 3 uM | | | details | Detected and Quantified | 65 +/- 3 uM | | | details | Detected and Quantified | 72 +/- 2 uM | | | details |
|
---|
External Links |
---|
HMDB ID | HMDB0000123 |
---|
DrugBank ID | DB00145 |
---|
Phenol Explorer Compound ID | Not Available |
---|
FoodDB ID | FDB000484 |
---|
KNApSAcK ID | C00001361 |
---|
Chemspider ID | 730 |
---|
KEGG Compound ID | C00037 |
---|
BioCyc ID | GLY |
---|
BiGG ID | 33610 |
---|
Wikipedia Link | Glycine |
---|
METLIN ID | 20 |
---|
PubChem Compound | 750 |
---|
PDB ID | Not Available |
---|
ChEBI ID | 15428 |
---|
References |
---|
Synthesis Reference | Anslow, Winston K.; King, Harold. Synthesis of glycine. Journal of the Chemical Society (1929), 2163-6. |
---|
Material Safety Data Sheet (MSDS) | Download (PDF) |
---|
General References | - Klein MS, Almstetter MF, Schlamberger G, Nurnberger N, Dettmer K, Oefner PJ, Meyer HH, Wiedemann S, Gronwald W: Nuclear magnetic resonance and mass spectrometry-based milk metabolomics in dairy cows during early and late lactation. J Dairy Sci. 2010 Apr;93(4):1539-50. doi: 10.3168/jds.2009-2563. [PubMed:20338431 ]
- Klein MS, Buttchereit N, Miemczyk SP, Immervoll AK, Louis C, Wiedemann S, Junge W, Thaller G, Oefner PJ, Gronwald W: NMR metabolomic analysis of dairy cows reveals milk glycerophosphocholine to phosphocholine ratio as prognostic biomarker for risk of ketosis. J Proteome Res. 2012 Feb 3;11(2):1373-81. doi: 10.1021/pr201017n. Epub 2011 Dec 9. [PubMed:22098372 ]
- Scano P, Murgia A, Pirisi FM, Caboni P: A gas chromatography-mass spectrometry-based metabolomic approach for the characterization of goat milk compared with cow milk. J Dairy Sci. 2014 Oct;97(10):6057-66. doi: 10.3168/jds.2014-8247. Epub 2014 Aug 6. [PubMed:25108860 ]
- Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. [PubMed:28306241 ]
- Mung D, Li L: Applying quantitative metabolomics based on chemical isotope labeling LC-MS for detecting potential milk adulterant in human milk. Anal Chim Acta. 2018 Feb 25;1001:78-85. doi: 10.1016/j.aca.2017.11.019. Epub 2017 Nov 14. [PubMed:29291809 ]
- Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff and John A. Ryals (2009). Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff and John A. Ryals. Characterization of the biochemical variability of bovine milk using metabolomics. Metabolomics (2009) 5:375?386. Metabolomics.
- A. Foroutan et al. (2019). A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation). Journal of Agricultural and Food Chemistry.
- Fooddata+, The Technical University of Denmark (DTU) [Link]
|
---|