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A Bi‐Enzymatic Cascade Pathway towards Optically Pure FAHFAs **
Author(s) -
Zhang Yan,
Eser Bekir Engin,
Guo Zheng
Publication year - 2021
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.202100070
Subject(s) - candida antarctica , lipase , enzyme , fatty acid , chemistry , biochemistry , enantiomer , cascade , lactobacillus acidophilus , biocatalysis , fatty acid synthesis , catalysis , combinatorial chemistry , organic chemistry , bacteria , biology , probiotic , chromatography , reaction mechanism , genetics
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.