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1-Aminocyclopropane-1-carboxylic acid

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1-aminocyclopropane-1-carboxylic acid
File:1-Aminocyclopropane-1-carboxylic acid.png
Identifiers
CAS Number
3D model (JSmol)
Abbreviations ACC
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.108.227 Edit this at Wikidata
KEGG
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C4H7NO2/c5-4(1-2-4)3(6)7/h1-2,5H2,(H,6,7)Key: PAJPWUMXBYXFCZ-UHFFFAOYSA-N
  • InChI=1/C4H7NO2/c5-4(1-2-4)3(6)7/h1-2,5H2,(H,6,7)Key: PAJPWUMXBYXFCZ-UHFFFAOYAF
SMILES
  • C(O)(=O)C1(CC1)(N)
  • O=C(O)C1(N)CC1
Properties
Chemical formula C4H7NO2
Molar mass 101.1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

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. 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).

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


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.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  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.{{cite journal}}: CS1 maint: multiple names: authors list (link)


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