Modular synthesis of pantetheine and phosphopantetheine

Org Lett. 2004 Dec 23;6(26):4801-3. doi: 10.1021/ol048853+.

Abstract

[structure: see text] D-Pantetheine and D-phosphopantetheine, precursors to coenzyme A, have been synthesized though a linear sequence from three modules (M1-M3) in 9 and 10 steps, respectively. These routes provide access to analogues of coenzyme A containing modified cystamines, beta-alanines, and pantoic acid residues. All three modules were joined using conventional methods of peptide synthesis. The chiral component, M3, was derived from D-pantolactone.

MeSH terms

  • Molecular Structure
  • Pantetheine / analogs & derivatives*
  • Pantetheine / chemical synthesis*
  • Pantetheine / chemistry
  • Stereoisomerism

Substances

  • Pantetheine
  • 4'-phosphopantetheine