Sustainable (–)-Ambrox Production: Chemistry Meets Biocatalysis
(–)-Ambrox, the most prominent olfactive component of ambergris, is one of the most widely used biodegradable fragrance ingredients. It is traditionally produced from the diterpene sclareol chemically modified and cyclized into (–)-ambrox. The availability of the new feedstock (E)-β-farnesene produc...
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| Format: | Article |
| Language: | deu |
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Swiss Chemical Society
2024-08-01
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| Series: | CHIMIA |
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| Online Access: | https://www.chimia.ch/chimia/article/view/7343 |
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| author | Eric Eichhorn Boris Schilling Agnes Bombrun Fridtjof Schroeder |
| author_facet | Eric Eichhorn Boris Schilling Agnes Bombrun Fridtjof Schroeder |
| author_sort | Eric Eichhorn |
| collection | DOAJ |
| description | (–)-Ambrox, the most prominent olfactive component of ambergris, is one of the most widely used biodegradable fragrance ingredients. It is traditionally produced from the diterpene sclareol chemically modified and cyclized into (–)-ambrox. The availability of the new feedstock (E)-β-farnesene produced by fermentation opened new routes to (E,E)-homofarnesol as a precursor to (–)-ambrox. Combining the chemical transformation of (E)-β-farnesene to (E,E)-homofarnesol and its enzymatic cyclization with an engineered Squalene Hopene Cyclase provided a new sustainable route for the production of (–)-ambrox at industrial scale. Compared to the traditional synthesis from sclareol, the new and innovative route from (E)-β-farnesene improves atom and step economy, reduces waste production, solvent and energy consumption.
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| format | Article |
| id | doaj-art-04d38143bcdf44e382daaf368d9649af |
| institution | OA Journals |
| issn | 0009-4293 2673-2424 |
| language | deu |
| publishDate | 2024-08-01 |
| publisher | Swiss Chemical Society |
| record_format | Article |
| series | CHIMIA |
| spelling | doaj-art-04d38143bcdf44e382daaf368d9649af2025-08-20T01:47:42ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24242024-08-01787-810.2533/chimia.2024.468Sustainable (–)-Ambrox Production: Chemistry Meets BiocatalysisEric Eichhorn0https://orcid.org/0000-0003-2113-6305Boris Schilling1Agnes Bombrun2Fridtjof Schroeder3Givaudan Schweiz AG, Kemptpark 50, CH-8310 Kemptthal, SwitzerlandGivaudan Schweiz AG, Kemptpark 50, CH-8310 Kemptthal, SwitzerlandGivaudan Schweiz AG, Kemptpark 50, CH-8310 Kemptthal, SwitzerlandGivaudan Schweiz AG, Kemptpark 50, CH-8310 Kemptthal, Switzerland(–)-Ambrox, the most prominent olfactive component of ambergris, is one of the most widely used biodegradable fragrance ingredients. It is traditionally produced from the diterpene sclareol chemically modified and cyclized into (–)-ambrox. The availability of the new feedstock (E)-β-farnesene produced by fermentation opened new routes to (E,E)-homofarnesol as a precursor to (–)-ambrox. Combining the chemical transformation of (E)-β-farnesene to (E,E)-homofarnesol and its enzymatic cyclization with an engineered Squalene Hopene Cyclase provided a new sustainable route for the production of (–)-ambrox at industrial scale. Compared to the traditional synthesis from sclareol, the new and innovative route from (E)-β-farnesene improves atom and step economy, reduces waste production, solvent and energy consumption. https://www.chimia.ch/chimia/article/view/7343(-)-AmbroxBiocatalysisFarneseneHomofarnesolSqualene Hopene Cyclase |
| spellingShingle | Eric Eichhorn Boris Schilling Agnes Bombrun Fridtjof Schroeder Sustainable (–)-Ambrox Production: Chemistry Meets Biocatalysis CHIMIA (-)-Ambrox Biocatalysis Farnesene Homofarnesol Squalene Hopene Cyclase |
| title | Sustainable (–)-Ambrox Production: Chemistry Meets Biocatalysis |
| title_full | Sustainable (–)-Ambrox Production: Chemistry Meets Biocatalysis |
| title_fullStr | Sustainable (–)-Ambrox Production: Chemistry Meets Biocatalysis |
| title_full_unstemmed | Sustainable (–)-Ambrox Production: Chemistry Meets Biocatalysis |
| title_short | Sustainable (–)-Ambrox Production: Chemistry Meets Biocatalysis |
| title_sort | sustainable ambrox production chemistry meets biocatalysis |
| topic | (-)-Ambrox Biocatalysis Farnesene Homofarnesol Squalene Hopene Cyclase |
| url | https://www.chimia.ch/chimia/article/view/7343 |
| work_keys_str_mv | AT ericeichhorn sustainableambroxproductionchemistrymeetsbiocatalysis AT borisschilling sustainableambroxproductionchemistrymeetsbiocatalysis AT agnesbombrun sustainableambroxproductionchemistrymeetsbiocatalysis AT fridtjofschroeder sustainableambroxproductionchemistrymeetsbiocatalysis |