1-Aminocyclopropane-1-carboxylic acid

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.

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
KEGG
UNII
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 YN ?)
Infobox references

ACC plays an important role in the biosynthesis of the plant hormone Ethylene as a 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 can be used by soil microorganisms (both bacteria and fungi) as a source of nitrogen and carbon.[5] As such, using ACC to incubate soils has been proven to induce the gene abundance encoding ACC-deaminases, which may have positive consequences on plant growth and stress tolerance.[6]

ACC is also an exogenous partial agonist of the mammalian NMDA receptor.[7]

In 2019, the United States Environmental Protection Agency issued notice of an application for an Experimental use permit to be issued for use of ACC as a pesticide.[8]

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. Schenk, Peer M.; Singh, Brajesh; Dennis, Paul G.; Crawford, Mark; Yan, Lijuan; Delgado-Baquerizo, Manuel; Carvalhais, Lilia C.; Khan, Muhammad Yahya; Liu, Hongwei (2019-05-03). "Soil amendments with ethylene precursor alleviate negative impacts of salinity on soil microbial properties and productivity". Scientific Reports. 9 (1): 6892. doi:10.1038/s41598-019-43305-4. ISSN 2045-2322. PMC 6499801. PMID 31053834.
  6. Schenk, Peer M.; Singh, Brajesh; Dennis, Paul G.; Crawford, Mark; Yan, Lijuan; Delgado-Baquerizo, Manuel; Carvalhais, Lilia C.; Khan, Muhammad Yahya; Liu, Hongwei (2019-05-03). "Soil amendments with ethylene precursor alleviate negative impacts of salinity on soil microbial properties and productivity". Scientific Reports. 9 (1): 6892. doi:10.1038/s41598-019-43305-4. ISSN 2045-2322. PMC 6499801. PMID 31053834.
  7. 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.
  8. "Pesticide Experimental Use Permit; Receipt of Application; Comment Request" (PDF). Federal Register. 84 (152): 38624. August 7, 2019 – via www.govinfo.gov.


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