1-Aminocyclopropane-1-carboxylic acid

1-aminocyclopropane-1-carboxylic acid
Identifiers
Abbreviations ACC
CAS number 22059-21-8
PubChem 535
ChemSpider 520 Y
DrugBank DB02085
KEGG C01234 Y
ChEBI CHEBI:58360 Y
ChEMBL CHEMBL265325 Y
Jmol-3D images Image 1
Image 2
Properties
Molecular formula C4H7NO2
Molar mass 101.1 g mol−1
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

1-Aminocyclopropane-1-carboxylic acid (ACC) is a disubstituted cyclic alpha-amino acid in which a three-membered cyclopropane ring is fuzed to the C(alpha)-atom of the amino acid.

ACC plays an important role in the biosynthesis of the plant hormone ethylene.[2][3] It is synthesized by the enzyme ACC synthase ( EC 4.4.1.14) from methionine and converted to ethylene by ACC oxidase (EC 1.14.17.4).[4]

ACC is also a non-physiological partial agonist of the mammalian NMDA receptor.[5]


References

  1. ^ Caspi R, Foerster H, Fulcher CA, Hopkinson R, Ingraham J, Kaipa P, Krummenacker M, Paley S, Pick J, Rhee SY, Tissier C, Zhang P, Karp PD (2006). "MetaCyc: a multiorganism database of metabolic pathways and enzymes". Nucleic Acids Res. 34 (Database issue): D511–6. doi:10.1093/nar/gkj128. PMC 1347490. PMID 16381923. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1347490. 
  2. ^ Yang S, Hoffman N (1984). "Ethylene biosynthesis and its regulation in higher plants". Annu. Rev. Plant Physiol. 35: 155–189. doi:10.1146/annurev.pp.35.060184.001103. 
  3. ^ Kende H (1993). "Ethylene biosynthesis". Annu. Rev. Plant Physiol. 44: 283–307. doi:10.1146/annurev.pp.44.060193.001435. 
  4. ^ Kende H (1989). "Enzymes of Ethylene Biosynthesis". Plant Physiol. 91 (1): 1–4. doi:10.1104/pp.91.1.1. PMC 1061940. PMID 16666977. http://www.plantphysiol.org/cgi/content/abstract/91/1/1. 
  5. ^ Inanobe A, Furukawa H, Gouaux E (2005). "Mechanism of partial agonist action at the NR1 subunit of NMDA receptors". Neuron 47 (1): 71–84. doi:10.1016/j.neuron.2005.05.022. PMID 15996549.