1-Aminocyclopropane-1-carboxylic acid

1-Aminocyclopropane-1-carboxylic acid

Names
Other names 1-Aminocyclopropanecarboxylic acid
Identifiers
CAS Number	22059-21-8
3D model (Jmol)	[1]: Interactive image Interactive image
Abbreviations	ACC
ChEBI	CHEBI:58360
ChEMBL	ChEMBL265325
ChemSpider	520
DrugBank	DB02085
ECHA InfoCard	100.108.227
KEGG	C01234
PubChem	535
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 [1]: C(O)(=O)C1(CC1)(N) O=C(O)C1(N)CC1
Properties
Chemical formula	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).
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Infobox references

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