Modular synthesis of pantetheine and phosphopantetheine

Organic Letters
Alexander L MandelMichael D Burkart

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.

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Related Concepts

4'-phosphopantetheine
Pantetheine
Molecular Stereochemistry

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