1-Aminocyclopropane-1-carboxylic acid

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1-Aminocyclopropane-1-carboxylic acid
1-aminocyclopropanecarboxylic acid 200.svg
Identifiers
Abbreviations ACC
CAS number 22059-21-8 N
PubChem 535
ChemSpider 520 YesY
DrugBank DB02085
KEGG C01234 YesY
ChEBI CHEBI:58360 YesY
ChEMBL CHEMBL265325 YesY
Jmol-3D images Image 1
Image 2
Properties
Molecular formula C4H7NO2
Molar mass 101.10 g mol−1
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N (verify) (what is: YesY/N?)
Infobox references

1-Aminocyclopropane-1-carboxylic acid (ACC) is a disubstituted cyclic alpha-amino acid in which a three-membered cyclopropane ring is fused 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[edit]

  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. 
  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. 
  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.