Pipecolic acid

Pipecolic acid (piperidine-2-carboxylic acid) is an organic compound with the formula HNC5H9CO2H. It is a carboxylic acid derivative of piperidine and, as such, an amino acid, although not one encoded genetically. Like many other α-amino acids, pipecolic acid is chiral, although the S-stereoisomer is more common. It is a colorless solid.

Pipecolic acid
Names
Preferred IUPAC name
Piperidine-2-carboxylic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.007.835
EC Number
  • 217-024-4
KEGG
MeSH C031345
UNII
  • InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9) N
    Key: HXEACLLIILLPRG-UHFFFAOYSA-N N
  • InChI=1/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)
    Key: HXEACLLIILLPRG-UHFFFAOYAL
  • C1CCNC(C1)C(=O)O
Properties
C6H11NO2
Molar mass 129.15704
Appearance white or colorless solid
Melting point 268 °C (514 °F; 541 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

Its biosynthesis starts from lysine. CRYM, a taxon-specific protein that also binds thyroid hormones, is involved in the pipecolic acid pathway.

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