One-pot synthesis of dihydro-β-ionone from carotenoids using carotenoid cleavage dioxygenase and enoate reductase
Dihydro-β-ionone is a characteristic aroma compound of Osmanthus fragrans and is widely applied in the flavor & fragrance industry. However, the main focus is on chemical synthesis due to the metabolic pathways of dihydro-β-ionone is still unclear. Here, we explored the one-pot synthesis system...
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| Veröffentlicht in: | Bioprocess and biosystems engineering 2022-05, Vol.45 (5), p.891-900 |
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| creator | Qi, Zhipeng Tong, Xinyi Zhang, Xiaomeng Lin, Haifeng Bu, Su Zhao, Linguo |
| description | Dihydro-β-ionone is a characteristic aroma compound of
Osmanthus fragrans
and is widely applied in the flavor & fragrance industry. However, the main focus is on chemical synthesis due to the metabolic pathways of dihydro-β-ionone is still unclear. Here, we explored the one-pot synthesis system for dihydro-β-ionone production using carotenoid cleavage dioxygenase (CCD) and enoate reductase. After screening the CCD enzyme, PhCCD1 from the
Petunia hybrid
was identified as the suitable enzyme for the first step of dihydro-β-ionone synthesis due to the high enzyme activity for carotenoid. The PhCCD1 was expressed in
Escherichia coli
and further characterized. The optimal activity of PhCCD1 was observed at pH 6.8 and 45 °C. The enzyme was stable over the pH range of 6.0–8.0 and had good thermal stability below 40 °C. Then, we optimized the coupled reaction conditions for dihydro-β-ionone production by PhCCD1 and enoate reductase AaDBR1 from
Artemisia annua
. Furthermore, we introduced the NADPH regeneration system with a 1.5-fold enhancement for dihydro-β-ionone production. Collectively, approximately 13.34 mg/L dihydro-β-ionone was obtained by the one-pot biosystem with a corresponding molar conversion of 85.8%. For the first time, we successfully designed and constructed a new synthesis pathway for dihydro-β-ionone production in vitro. The coupled catalysis reported herein illustrates the feasibility of producing dihydro-β-ionone from carotenoids and guides further engineering in the food industry. |
| doi_str_mv | 10.1007/s00449-022-02707-x |
| format | Article |
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Osmanthus fragrans
and is widely applied in the flavor & fragrance industry. However, the main focus is on chemical synthesis due to the metabolic pathways of dihydro-β-ionone is still unclear. Here, we explored the one-pot synthesis system for dihydro-β-ionone production using carotenoid cleavage dioxygenase (CCD) and enoate reductase. After screening the CCD enzyme, PhCCD1 from the
Petunia hybrid
was identified as the suitable enzyme for the first step of dihydro-β-ionone synthesis due to the high enzyme activity for carotenoid. The PhCCD1 was expressed in
Escherichia coli
and further characterized. The optimal activity of PhCCD1 was observed at pH 6.8 and 45 °C. The enzyme was stable over the pH range of 6.0–8.0 and had good thermal stability below 40 °C. Then, we optimized the coupled reaction conditions for dihydro-β-ionone production by PhCCD1 and enoate reductase AaDBR1 from
Artemisia annua
. Furthermore, we introduced the NADPH regeneration system with a 1.5-fold enhancement for dihydro-β-ionone production. Collectively, approximately 13.34 mg/L dihydro-β-ionone was obtained by the one-pot biosystem with a corresponding molar conversion of 85.8%. For the first time, we successfully designed and constructed a new synthesis pathway for dihydro-β-ionone production in vitro. The coupled catalysis reported herein illustrates the feasibility of producing dihydro-β-ionone from carotenoids and guides further engineering in the food industry.</description><identifier>ISSN: 1615-7591</identifier><identifier>EISSN: 1615-7605</identifier><identifier>DOI: 10.1007/s00449-022-02707-x</identifier><identifier>PMID: 35244776</identifier><language>eng</language><publisher>Berlin/Heidelberg: Springer Berlin Heidelberg</publisher><subject>Aroma compounds ; Biotechnology ; Carotenoids ; Catalysis ; Chemical synthesis ; Chemistry ; Chemistry and Materials Science ; Cleavage ; Dioxygenase ; E coli ; Environmental Engineering/Biotechnology ; Enzymatic activity ; Enzyme activity ; Enzymes ; Food industry ; Food Science ; Industrial and Production Engineering ; Industrial Chemistry/Chemical Engineering ; Ionone ; Metabolic pathways ; pH effects ; Reductase ; Reductases ; Research Paper ; Thermal stability</subject><ispartof>Bioprocess and biosystems engineering, 2022-05, Vol.45 (5), p.891-900</ispartof><rights>The Author(s), under exclusive licence to Springer-Verlag GmbH Germany, part of Springer Nature 2022</rights><rights>2022. The Author(s), under exclusive licence to Springer-Verlag GmbH Germany, part of Springer Nature.</rights><rights>The Author(s), under exclusive licence to Springer-Verlag GmbH Germany, part of Springer Nature 2022.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c375t-274bf32abbfd4ce8f63c6662572427fcd6fc327ad56f3e83018d2304cca93b2f3</citedby><cites>FETCH-LOGICAL-c375t-274bf32abbfd4ce8f63c6662572427fcd6fc327ad56f3e83018d2304cca93b2f3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s00449-022-02707-x$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s00449-022-02707-x$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,776,780,27901,27902,41464,42533,51294</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/35244776$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Qi, Zhipeng</creatorcontrib><creatorcontrib>Tong, Xinyi</creatorcontrib><creatorcontrib>Zhang, Xiaomeng</creatorcontrib><creatorcontrib>Lin, Haifeng</creatorcontrib><creatorcontrib>Bu, Su</creatorcontrib><creatorcontrib>Zhao, Linguo</creatorcontrib><title>One-pot synthesis of dihydro-β-ionone from carotenoids using carotenoid cleavage dioxygenase and enoate reductase</title><title>Bioprocess and biosystems engineering</title><addtitle>Bioprocess Biosyst Eng</addtitle><addtitle>Bioprocess Biosyst Eng</addtitle><description>Dihydro-β-ionone is a characteristic aroma compound of
Osmanthus fragrans
and is widely applied in the flavor & fragrance industry. However, the main focus is on chemical synthesis due to the metabolic pathways of dihydro-β-ionone is still unclear. Here, we explored the one-pot synthesis system for dihydro-β-ionone production using carotenoid cleavage dioxygenase (CCD) and enoate reductase. After screening the CCD enzyme, PhCCD1 from the
Petunia hybrid
was identified as the suitable enzyme for the first step of dihydro-β-ionone synthesis due to the high enzyme activity for carotenoid. The PhCCD1 was expressed in
Escherichia coli
and further characterized. The optimal activity of PhCCD1 was observed at pH 6.8 and 45 °C. The enzyme was stable over the pH range of 6.0–8.0 and had good thermal stability below 40 °C. Then, we optimized the coupled reaction conditions for dihydro-β-ionone production by PhCCD1 and enoate reductase AaDBR1 from
Artemisia annua
. Furthermore, we introduced the NADPH regeneration system with a 1.5-fold enhancement for dihydro-β-ionone production. Collectively, approximately 13.34 mg/L dihydro-β-ionone was obtained by the one-pot biosystem with a corresponding molar conversion of 85.8%. For the first time, we successfully designed and constructed a new synthesis pathway for dihydro-β-ionone production in vitro. The coupled catalysis reported herein illustrates the feasibility of producing dihydro-β-ionone from carotenoids and guides further engineering in the food industry.</description><subject>Aroma compounds</subject><subject>Biotechnology</subject><subject>Carotenoids</subject><subject>Catalysis</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Cleavage</subject><subject>Dioxygenase</subject><subject>E coli</subject><subject>Environmental Engineering/Biotechnology</subject><subject>Enzymatic activity</subject><subject>Enzyme activity</subject><subject>Enzymes</subject><subject>Food industry</subject><subject>Food Science</subject><subject>Industrial and Production Engineering</subject><subject>Industrial Chemistry/Chemical Engineering</subject><subject>Ionone</subject><subject>Metabolic pathways</subject><subject>pH effects</subject><subject>Reductase</subject><subject>Reductases</subject><subject>Research Paper</subject><subject>Thermal stability</subject><issn>1615-7591</issn><issn>1615-7605</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><sourceid>BENPR</sourceid><recordid>eNp9kU1OHDEQha0IFGDIBbKILLHJxsH_7llGiEAkJDawttx2eWg0Yw92dzRzLQ7CmeIwkKAsWFhlVX3vleWH0GdGvzFKzWmlVMo5oZy3Y6ghmw_okGmmiNFU7b3e1ZwdoKNa7yllquP0IzoQiktpjD5E5ToBWecR120a76AOFeeIw3C3DSWTp0cy5JQT4FjyCntX8ggpD6HiqQ5p8aaD_RLcL7eAJs6b7QKSq4BdCriN3Qi4QJj82JrHaD-6ZYVPL3WGbn-c35xdkqvri59n36-IF0aNhBvZR8Fd38cgPXRRC6-15spwyU30QUcvuHFB6SigE5R1gQsqvXdz0fMoZujrzndd8sMEdbSroXpYLl2CPFXLtdBMdrLVGTr5D73PU0ntdY1SQraP5KJRfEf5kmstEO26DCtXtpZR-ycRu0vEtkTscyJ200RfXqynfgXhr-Q1ggaIHVDbKC2g_Nv9ju1vLiyZig</recordid><startdate>20220501</startdate><enddate>20220501</enddate><creator>Qi, Zhipeng</creator><creator>Tong, Xinyi</creator><creator>Zhang, Xiaomeng</creator><creator>Lin, Haifeng</creator><creator>Bu, Su</creator><creator>Zhao, Linguo</creator><general>Springer Berlin Heidelberg</general><general>Springer Nature B.V</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7QL</scope><scope>7T7</scope><scope>7X7</scope><scope>7XB</scope><scope>88A</scope><scope>88E</scope><scope>88I</scope><scope>8AO</scope><scope>8FD</scope><scope>8FE</scope><scope>8FH</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AEUYN</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BBNVY</scope><scope>BENPR</scope><scope>BHPHI</scope><scope>C1K</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FR3</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>HCIFZ</scope><scope>K9.</scope><scope>LK8</scope><scope>M0S</scope><scope>M1P</scope><scope>M2P</scope><scope>M7N</scope><scope>M7P</scope><scope>P64</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>Q9U</scope><scope>7X8</scope></search><sort><creationdate>20220501</creationdate><title>One-pot synthesis of dihydro-β-ionone from carotenoids using carotenoid cleavage dioxygenase and enoate reductase</title><author>Qi, Zhipeng ; Tong, Xinyi ; Zhang, Xiaomeng ; Lin, Haifeng ; Bu, Su ; Zhao, Linguo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c375t-274bf32abbfd4ce8f63c6662572427fcd6fc327ad56f3e83018d2304cca93b2f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Aroma compounds</topic><topic>Biotechnology</topic><topic>Carotenoids</topic><topic>Catalysis</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Cleavage</topic><topic>Dioxygenase</topic><topic>E coli</topic><topic>Environmental Engineering/Biotechnology</topic><topic>Enzymatic activity</topic><topic>Enzyme activity</topic><topic>Enzymes</topic><topic>Food industry</topic><topic>Food Science</topic><topic>Industrial and Production Engineering</topic><topic>Industrial Chemistry/Chemical Engineering</topic><topic>Ionone</topic><topic>Metabolic pathways</topic><topic>pH effects</topic><topic>Reductase</topic><topic>Reductases</topic><topic>Research Paper</topic><topic>Thermal stability</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Qi, Zhipeng</creatorcontrib><creatorcontrib>Tong, Xinyi</creatorcontrib><creatorcontrib>Zhang, Xiaomeng</creatorcontrib><creatorcontrib>Lin, Haifeng</creatorcontrib><creatorcontrib>Bu, Su</creatorcontrib><creatorcontrib>Zhao, Linguo</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Biology Database (Alumni Edition)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Science Database (Alumni Edition)</collection><collection>ProQuest Pharma Collection</collection><collection>Technology Research Database</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Natural Science Collection</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest One Sustainability</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>Biological Science Collection</collection><collection>ProQuest Central</collection><collection>Natural Science Collection</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central Korea</collection><collection>Engineering Research Database</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Central Student</collection><collection>SciTech Premium Collection</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>ProQuest Biological Science Collection</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Science Database</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biological Science Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central Basic</collection><collection>MEDLINE - Academic</collection><jtitle>Bioprocess and biosystems engineering</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Qi, Zhipeng</au><au>Tong, Xinyi</au><au>Zhang, Xiaomeng</au><au>Lin, Haifeng</au><au>Bu, Su</au><au>Zhao, Linguo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>One-pot synthesis of dihydro-β-ionone from carotenoids using carotenoid cleavage dioxygenase and enoate reductase</atitle><jtitle>Bioprocess and biosystems engineering</jtitle><stitle>Bioprocess Biosyst Eng</stitle><addtitle>Bioprocess Biosyst Eng</addtitle><date>2022-05-01</date><risdate>2022</risdate><volume>45</volume><issue>5</issue><spage>891</spage><epage>900</epage><pages>891-900</pages><issn>1615-7591</issn><eissn>1615-7605</eissn><abstract>Dihydro-β-ionone is a characteristic aroma compound of
Osmanthus fragrans
and is widely applied in the flavor & fragrance industry. However, the main focus is on chemical synthesis due to the metabolic pathways of dihydro-β-ionone is still unclear. Here, we explored the one-pot synthesis system for dihydro-β-ionone production using carotenoid cleavage dioxygenase (CCD) and enoate reductase. After screening the CCD enzyme, PhCCD1 from the
Petunia hybrid
was identified as the suitable enzyme for the first step of dihydro-β-ionone synthesis due to the high enzyme activity for carotenoid. The PhCCD1 was expressed in
Escherichia coli
and further characterized. The optimal activity of PhCCD1 was observed at pH 6.8 and 45 °C. The enzyme was stable over the pH range of 6.0–8.0 and had good thermal stability below 40 °C. Then, we optimized the coupled reaction conditions for dihydro-β-ionone production by PhCCD1 and enoate reductase AaDBR1 from
Artemisia annua
. Furthermore, we introduced the NADPH regeneration system with a 1.5-fold enhancement for dihydro-β-ionone production. Collectively, approximately 13.34 mg/L dihydro-β-ionone was obtained by the one-pot biosystem with a corresponding molar conversion of 85.8%. For the first time, we successfully designed and constructed a new synthesis pathway for dihydro-β-ionone production in vitro. The coupled catalysis reported herein illustrates the feasibility of producing dihydro-β-ionone from carotenoids and guides further engineering in the food industry.</abstract><cop>Berlin/Heidelberg</cop><pub>Springer Berlin Heidelberg</pub><pmid>35244776</pmid><doi>10.1007/s00449-022-02707-x</doi><tpages>10</tpages></addata></record> |
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| ispartof | Bioprocess and biosystems engineering, 2022-05, Vol.45 (5), p.891-900 |
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| subjects | Aroma compounds Biotechnology Carotenoids Catalysis Chemical synthesis Chemistry Chemistry and Materials Science Cleavage Dioxygenase E coli Environmental Engineering/Biotechnology Enzymatic activity Enzyme activity Enzymes Food industry Food Science Industrial and Production Engineering Industrial Chemistry/Chemical Engineering Ionone Metabolic pathways pH effects Reductase Reductases Research Paper Thermal stability |
| title | One-pot synthesis of dihydro-β-ionone from carotenoids using carotenoid cleavage dioxygenase and enoate reductase |
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