Significance of the natural occurrence of L- versus D-pipecolic acid: a review

Chirality. 2013 Dec;25(12):823-31. doi: 10.1002/chir.22237. Epub 2013 Sep 30.

Abstract

Pipecolic acid naturally occurs in microorganisms, plants, and animals, where it plays many roles, including the interactions between these organisms, and is a key constituent of many natural and synthetic bioactive molecules. This article provides a review of current knowledge on the natural occurrence of pipecolic acid and the known and potential significance of its L- and D-enantiomers in different scientific disciplines. Knowledge gaps with perspectives for future research identified within this article include the roles of the L- versus the D-enantiomer of pipecolic acid in plant resistance, nutrient acquisition, and decontamination of polluted soils, as well as rhizosphere ecology and medical issues.

Keywords: enantiomer; interactions; medicine; microorganisms; pipecolic acid; plants; soil.

Publication types

  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Pipecolic Acids / chemical synthesis
  • Pipecolic Acids / chemistry*
  • Pipecolic Acids / classification*
  • Plants / chemistry
  • Stereoisomerism

Substances

  • Pipecolic Acids
  • pipecolic acid