Biosynthesis and production of quercitols and their application in the production of pharmaceuticals: current status and prospects

Appl Microbiol Biotechnol. 2018 Jun;102(11):4641-4651. doi: 10.1007/s00253-018-8972-y. Epub 2018 Apr 17.

Abstract

(-)-vibo-Quercitol is a deoxyinositol (1L-1,2,4/3,5-cyclohexanepentol) that occurs naturally in low concentrations in oak species, honeydew honey, and Gymnema sylvestre. The author's research group recently reported that (-)-vibo-quercitol and scyllo-quercitol (2-deoxy-myo-inositol, 1,3,5/2,4-cyclohexanepentol), a stereoisomer of (-)-vibo-quercitol, are stereoselectively synthesized from 2-deoxy-scyllo-inosose by the reductive reaction of a novel (-)-vibo-quercitol 1-dehydrogenase in Burkholderia terrae and of a known scyllo-inositol dehydrogenase in Bacillus subtilis, respectively. The author's research group therefore identified two enzymes capable of producing both stereoisomers of deoxyinositols, which are rare in nature. (-)-vibo-Quercitol and scyllo-quercitol are potential intermediates for pharmaceuticals. In this review, the author describes the biosynthesis and enzymatic production of quercitols and myo-inositol stereoisomers and their application in the production of potential pharmaceuticals.

Keywords: (−)-vibo-Quercitol; (−)-vibo-Quercitol 1-dehydrogenase (2-deoxy-scyllo-inosose reductase); Enzymatic synthesis of quercitols; Pharmaceutical; scyllo-Inositol; scyllo-Inositol dehydrogenase (IolX); scyllo-Quercitol.

Publication types

  • Review

MeSH terms

  • Bacillus subtilis / enzymology*
  • Burkholderiaceae / enzymology*
  • Drug Industry / methods*
  • Inositol / biosynthesis*
  • Inositol / chemistry
  • Inositol / metabolism
  • Oxidoreductases / isolation & purification
  • Oxidoreductases / metabolism
  • Pharmaceutical Preparations / chemical synthesis*
  • Stereoisomerism

Substances

  • Pharmaceutical Preparations
  • Inositol
  • Oxidoreductases