A bi‐enzymatic cascade pathway towards optically pure FAHFAs
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 uncov...
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Online Access: | https://pure.au.dk/portal/da/publications/a-bienzymatic-cascade-pathway-towards-optically-pure-fahfas(cabcee17-3340-4b24-9ea9-4860d1052eca).html https://doi.org/10.1002/cbic.202100070 https://chemrxiv.org/engage/api-gateway/chemrxiv/assets/orp/resource/item/60c75457ee301cfe11c7af55/original/a-bi-enzymatic-cascade-pathway-towards-fahf-as.pdf https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/cbic.202100070 |
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ftuniaarhuspubl:oai:pure.atira.dk:publications/cabcee17-3340-4b24-9ea9-4860d1052eca 2023-12-03T10:10:58+01:00 A bi‐enzymatic cascade pathway towards optically pure FAHFAs Zhang, Yan Eser, Bekir Engin Guo, Zheng 2021-06 https://pure.au.dk/portal/da/publications/a-bienzymatic-cascade-pathway-towards-optically-pure-fahfas(cabcee17-3340-4b24-9ea9-4860d1052eca).html https://doi.org/10.1002/cbic.202100070 https://chemrxiv.org/engage/api-gateway/chemrxiv/assets/orp/resource/item/60c75457ee301cfe11c7af55/original/a-bi-enzymatic-cascade-pathway-towards-fahf-as.pdf https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/cbic.202100070 eng eng https://pure.au.dk/portal/da/publications/a-bienzymatic-cascade-pathway-towards-optically-pure-fahfas(cabcee17-3340-4b24-9ea9-4860d1052eca).html info:eu-repo/semantics/closedAccess Zhang , Y , Eser , B E & Guo , Z 2021 , ' A bi‐enzymatic cascade pathway towards optically pure FAHFAs ' , ChemBioChem , vol. 22 , no. 12 , pp. 2146-2153 . https://doi.org/10.1002/cbic.202100070 bioactive FAHFAs enzymatic synthesis fatty acid hydratase lipase renewable biomass article 2021 ftuniaarhuspubl https://doi.org/10.1002/cbic.202100070 2023-11-08T23:59:51Z 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 Aarhus University: Research ChemBioChem 22 12 2146 2153 |
institution |
Open Polar |
collection |
Aarhus University: Research |
op_collection_id |
ftuniaarhuspubl |
language |
English |
topic |
bioactive FAHFAs enzymatic synthesis fatty acid hydratase lipase renewable biomass |
spellingShingle |
bioactive FAHFAs enzymatic synthesis fatty acid hydratase lipase renewable biomass Zhang, Yan Eser, Bekir Engin Guo, Zheng A bi‐enzymatic cascade pathway towards optically pure FAHFAs |
topic_facet |
bioactive FAHFAs enzymatic synthesis fatty acid hydratase lipase renewable biomass |
description |
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. |
format |
Article in Journal/Newspaper |
author |
Zhang, Yan Eser, Bekir Engin Guo, Zheng |
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 |
publishDate |
2021 |
url |
https://pure.au.dk/portal/da/publications/a-bienzymatic-cascade-pathway-towards-optically-pure-fahfas(cabcee17-3340-4b24-9ea9-4860d1052eca).html https://doi.org/10.1002/cbic.202100070 https://chemrxiv.org/engage/api-gateway/chemrxiv/assets/orp/resource/item/60c75457ee301cfe11c7af55/original/a-bi-enzymatic-cascade-pathway-towards-fahf-as.pdf https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/cbic.202100070 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Zhang , Y , Eser , B E & Guo , Z 2021 , ' A bi‐enzymatic cascade pathway towards optically pure FAHFAs ' , ChemBioChem , vol. 22 , no. 12 , pp. 2146-2153 . https://doi.org/10.1002/cbic.202100070 |
op_relation |
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op_rights |
info:eu-repo/semantics/closedAccess |
op_doi |
https://doi.org/10.1002/cbic.202100070 |
container_title |
ChemBioChem |
container_volume |
22 |
container_issue |
12 |
container_start_page |
2146 |
op_container_end_page |
2153 |
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