A Bi‐Enzymatic Cascade Pathway towards Optically Pure FAHFAs**
Abstract 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 us...
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crwiley:10.1002/cbic.202100070 2024-06-02T07:57:47+00:00 A Bi‐Enzymatic Cascade Pathway towards Optically Pure FAHFAs** Zhang, Yan Eser, Bekir Engin Guo, Zheng Novo Nordisk Fonden Aarhus Universitets Forskningsfond 2021 http://dx.doi.org/10.1002/cbic.202100070 https://onlinelibrary.wiley.com/doi/pdf/10.1002/cbic.202100070 https://onlinelibrary.wiley.com/doi/full-xml/10.1002/cbic.202100070 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor ChemBioChem volume 22, issue 12, page 2146-2153 ISSN 1439-4227 1439-7633 journal-article 2021 crwiley https://doi.org/10.1002/cbic.202100070 2024-05-03T11:53:23Z Abstract 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. Article in Journal/Newspaper Antarc* Antarctica Wiley Online Library ChemBioChem 22 12 2146 2153 |
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Wiley Online Library |
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crwiley |
language |
English |
description |
Abstract 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. |
author2 |
Novo Nordisk Fonden Aarhus Universitets Forskningsfond |
format |
Article in Journal/Newspaper |
author |
Zhang, Yan Eser, Bekir Engin Guo, Zheng |
spellingShingle |
Zhang, Yan Eser, Bekir Engin Guo, Zheng A Bi‐Enzymatic Cascade Pathway towards Optically Pure FAHFAs** |
author_facet |
Zhang, Yan Eser, Bekir Engin Guo, Zheng |
author_sort |
Zhang, Yan |
title |
A Bi‐Enzymatic Cascade Pathway towards Optically Pure FAHFAs** |
title_short |
A Bi‐Enzymatic Cascade Pathway towards Optically Pure FAHFAs** |
title_full |
A Bi‐Enzymatic Cascade Pathway towards Optically Pure FAHFAs** |
title_fullStr |
A Bi‐Enzymatic Cascade Pathway towards Optically Pure FAHFAs** |
title_full_unstemmed |
A Bi‐Enzymatic Cascade Pathway towards Optically Pure FAHFAs** |
title_sort |
bi‐enzymatic cascade pathway towards optically pure fahfas** |
publisher |
Wiley |
publishDate |
2021 |
url |
http://dx.doi.org/10.1002/cbic.202100070 https://onlinelibrary.wiley.com/doi/pdf/10.1002/cbic.202100070 https://onlinelibrary.wiley.com/doi/full-xml/10.1002/cbic.202100070 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
ChemBioChem volume 22, issue 12, page 2146-2153 ISSN 1439-4227 1439-7633 |
op_rights |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
op_doi |
https://doi.org/10.1002/cbic.202100070 |
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ChemBioChem |
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12 |
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2153 |
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1800740990781227008 |