1-Aminocyclopropane-1-carboxylic acid

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1-aminocyclopropane-1-carboxylic acid
Identifiers
Abbreviations ACC
CAS number [22059-21-8]
PubChem 535
SMILES C(O)(=O)C1(CC1)(N) [1]
Properties
Molecular formula C4H7NO2
Molar mass 101.1 g mol-1
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and 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]


[edit] 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. 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. 
  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. 


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