1-Aminocyclopropane-1-carboxylic acid

1-Aminocyclopropane-1-carboxylic acid
Names
Preferred IUPAC name
1-Aminocyclopropane-1-carboxylic acid
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
UNII
  • 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
Melting point 198–201 °C (388–394 °F; 471–474 K)
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 cyclopropane ring is fused to the Cα atom of the amino acid. It is a white solid. Many cyclopropane-substituted amino acids are known, but this one occurs naturally.[2][verification needed] Like glycine, but unlike most α-amino acids, ACC is not chiral.

  1. ^ Caspi R, Foerster H, Fulcher CA, Hopkinson R, Ingraham J, Kaipa P, et al. (January 2006). "MetaCyc: a multiorganism database of metabolic pathways and enzymes". Nucleic Acids Research. 34 (Database issue): D511-6. doi:10.1093/nar/gkj128. PMC 1347490. PMID 16381923.
  2. ^ Brackmann F, de Meijere A (November 2007). "Natural Occurrence, Syntheses, and Applications of Cyclopropyl-Group-Containing α-Amino Acids. 1. 1-Aminocyclopropanecarboxylic Acid and Other 2,3-Methanoamino Acids". Chemical Reviews. 107 (11): 4493–4537. doi:10.1021/cr078376j. PMID 17944521.