File:Glycine-2D-skeletal.svg · Wikimedia Commons · See Wikimedia Commons
glycine
Sign in to saveAlso known as glycolixir, glycin, aminoethanoic acid, glykokoll, glycocoll, aminoacetic acid
thumb|Glycine ball and stick model spinning Glycine (symbol Gly or G; ) is an organic compound with the formula C2H5NO2, and is the simplest stable amino acid, distinguished by having a single hydrogen atom as its side chain. As one of the 20 proteinogenic amino acids, glycine is a fundamental building block of proteins in all life and is encoded by all codons starting with GG (GGU, GGC, GGA, and GGG). Because of its minimal side chain, it is the only common amino acid that is not chiral, meaning it is superimposable on its mirror image.
Glycine is the simplest amino acid found in nature, with a chemical structure so basic that it consists of just a hydrogen atom as its side chain, making it the only common amino acid that isn't mirror-image asymmetrical. It's one of the 20 essential building blocks that cells use to construct proteins, which are vital for virtually all life processes.
AI-generated from the Wikipedia summary — may contain errors.
In the Vinony graph
Vinony's link graph records 2,151 inbound references to glycine, and connects out to ginkgolide, picrotoxin and protein.
It is catalogued under topics including Chembox image size set, Chemical articles having a data page and Chemical articles with multiple CAS registry numbers.
Vinony links it to 76 Wikipedia language editions.
Chemical data
- Formula
- C2H5NO2
- Molecular weight
- 75.07 g/mol
- IUPAC name
- 2-azaniumylacetate
- SMILES
- C(C(=O)[O-])[NH3+]
- InChIKey
- DHMQDGOQFOQNFH-UHFFFAOYSA-N
- XLogP
- -2.8
- Polar surface area
- 67.8 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
126,008 papers- New therapeutic strategy for amino acid medicine: glycine improves the quality of sleep.ReviewJournal of pharmacological sciences · 2012Bannai M, Kawai NDOI: 10.1254/jphs.11r04fm
- Glycine.ReviewJPEN. Journal of parenteral and enteral nutrition · 1998Hall JCDOI: 10.1177/0148607198022006393
- Glycine receptors: Structure, function, and therapeutic implications.ReviewMolecular aspects of medicine · 2025Mizzi N, Blundell RDOI: 10.1016/j.mam.2025.101360
- Glycine as a conditionally essential amino acid and its relationship to l-serine.ReviewMetabolism: clinical and experimental · 2025Holeček MDOI: 10.1016/j.metabol.2025.156330
- Glycine modulators in schizophrenia.ReviewCurrent opinion in investigational drugs (London, England : 2000) · 2002Javitt DC
- Glycine metabolism in skeletal muscle: implications for metabolic homeostasis.ReviewCurrent opinion in clinical nutrition and metabolic care · 2017Koopman R, Caldow MK, Ham DJ et al.DOI: 10.1097/MCO.0000000000000383
- Insulin resistance and glycine metabolism in humans.ReviewAmino acids · 2018Adeva-Andany M, Souto-Adeva G, Ameneiros-Rodríguez E et al.DOI: 10.1007/s00726-017-2508-0
- Metabolic impact of dietary glycine supplementation in individuals with severe obesity.Scientific reports · 2025Tan HC, Hsu JW, Tai ES et al.DOI: 10.1038/s41598-025-20511-x
via PubMed
Wikidata facts
- Mass
- 75.032
Show 7 more facts
- Commons category
- Glycine
- decomposition point
- 290
- pKa
- 2.35
- chemical formula
- C₂H₅NO₂
- canonical SMILES
- C(C(=O)O)N
- density
- 1.607
- melting point
- 233
via Wikidata · CC0
~15 min read
Encyclopedic overview
22 sectionsContents
- History and etymology
- Production
- Structure
- Chemical reactions
- Metabolism
- Biosynthesis
- Degradation
- Physiological function
- As a biosynthetic intermediate
- As a neurotransmitter
- As a toxin conjugation agent
- Uses
- Animal and human foods
- Chemical feedstock
- Laboratory research
- Presence in space
- Evolution
- Presence in foods
- See also
- References
- Further reading
- External links
thumb|Glycine ball and stick model spinning Glycine (symbol Gly or G; ) is an organic compound with the formula C2H5NO2, and is the simplest stable amino acid, distinguished by having a single hydrogen atom as its side chain. As one of the 20 proteinogenic amino acids, glycine is a fundamental building block of proteins in all life and is encoded by all codons starting with GG (GGU, GGC, GGA, and GGG). Because of its minimal side chain, it is the only common amino acid that is not chiral, meaning it is superimposable on its mirror image.
In the body, glycine plays several crucial roles. Its small and flexible structure is vital for the formation of certain protein structures, most notably in collagen, where glycine makes up about 35% of the amino acid content and enables the tight coiling of the collagen triple helix. Glycine disrupts the formation of alpha-helices in secondary protein structure, in favor instead of random coils. Beyond its structural role, glycine functions as an inhibitory neurotransmitter in the central nervous system, particularly in the spinal cord and brainstem, where it helps regulate motor and sensory signals. Disruption of glycine signaling can lead to severe neurological disorders and motor dysfunction; for example, the tetanus toxin causes spastic paralysis by blocking glycine release. It also serves as a key precursor for the synthesis of other important biomolecules, including the porphyrins that form heme in blood and the purines used to build DNA and RNA.
Excerpted from Wikipedia’s “glycine” article, available under the CC BY-SA 4.0 licence.
Gallery (16)
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