1-Aminocyclopropane-1-carboxylic acid

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by Trappist the monk (talk | contribs) at 12:40, 12 May 2016 (→‎top: cs1|2 maint: multiple authors/editors fixes; using AWB). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

1-Aminocyclopropane-1-carboxylic acid
Names
Other names
1-Aminocyclopropanecarboxylic acid
Identifiers
3D model (JSmol)
Abbreviations ACC
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.108.227 Edit this at Wikidata
KEGG
  • InChI=1S/C4H7NO2/c5-4(1-2-4)3(6)7/h1-2,5H2,(H,6,7) checkY
    Key: PAJPWUMXBYXFCZ-UHFFFAOYSA-N checkY
  • InChI=1/C4H7NO2/c5-4(1-2-4)3(6)7/h1-2,5H2,(H,6,7)
    Key: PAJPWUMXBYXFCZ-UHFFFAOYAF
  • [1]: C(O)(=O)C1(CC1)(N)
  • O=C(O)C1(N)CC1
Properties
C4H7NO2
Molar mass 101.1 c
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

1-Aminocyclopropane-1-carboxylic acid (ACC) is a disubstituted cyclic α-amino acid in which a three-membered cyclopropane ring is fused to the Cα 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 an exogenous 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.
  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.