Azetidine-2-carboxylic acid

Azetidine-2-carboxylic acid
Names
IUPAC name
Azetidine-2-carboxylic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.016.693
EC Number
  • 218-362-5
KEGG
UNII
  • InChI=1S/C4H7NO2/c6-4(7)3-1-2-5-3/h3,5H,1-2H2,(H,6,7)/t3-/m0/s1 Y
    Key: IADUEWIQBXOCDZ-VKHMYHEASA-N Y
  • InChI=1/C4H7NO2/c6-4(7)3-1-2-5-3/h3,5H,1-2H2,(H,6,7)/t3-/m0/s1
    Key: IADUEWIQBXOCDZ-VKHMYHEABQ
  • O=C(O)[C@H]1NCC1
Properties
C4H7NO2
Molar mass 101.104 g/mol
Appearance crystalline solid
Density 1.275 g/cm3
Melting point 215 °C (419 °F; 488 K)
Boiling point 242 °C (468 °F; 515 K)
5.0 g/100 ml
Hazards
Flash point 100.1 °C (212.2 °F; 373.2 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 YN ?)
Infobox references

Azetidine-2-carboxylic acid (abbreviated Aze or Azc) is a plant non-protein amino acid homologue of proline with the molecular formula C4H7NO2. Aze is a heterocyclic, 4 membered ring with nitrogen as its heteroatom (an azetidine), and a carboxylic acid group substituted on one of the ring carbon atoms. The main difference between Aze and proline is the ring of Aze has four members and the ring of proline has five. Aze has the ability to act as an analog of proline and can be incorporated into proteins in place of proline.