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A Bi-Enzymatic Cascade Pathway towards Optically Pure FAHFAs*.

Yan ZhangBekir Engin EserZheng Guo
Published in: Chembiochem : a European journal of chemical biology (2021)
Recently discovered endogenous mammalian lipids, fatty acid esters of hydroxy fatty acids (FAHFAs), have been proved to have anti-inflammatory and anti-diabetic effects. Due to their extremely low abundancies in vivo, forging a feasible scenario for FAHFA synthesis is critical for their use in uncovering biological mechanisms or in clinical trials. Here, we showcase a fully enzymatic approach, a novel in vitro bi-enzymatic cascade system, enabling an effective conversion of nature-abundant fatty acids into FAHFAs. Two hydratases from Lactobacillus acidophilus were used for converting unsaturated fatty acids to various enantiomeric hydroxy fatty acids, followed by esterification with another fatty acid catalyzed by Candida antarctica lipase A (CALA). Various FAHFAs were synthesized in a semi-preparative scale using this bi-enzymatic approach in a one-pot two-step operation mode. In all, we demonstrate that the hydratase-CALA system offers a promising route for the synthesis of optically pure structure-diverse FAHFAs.
Keyphrases
  • fatty acid
  • hydrogen peroxide
  • clinical trial
  • anti inflammatory
  • type diabetes
  • candida albicans
  • room temperature
  • cystic fibrosis
  • open label
  • wound healing
  • pseudomonas aeruginosa