Sustainable Galactarate‐Based Polymers: Multi‐Enzymatic Production of Pectin‐Derived Polyesters
Large amounts of agricultural wastes are rich in pectins that, in many cases, disrupt the processing of food residues due to gelation. Despite pectins being a promising sustainable feedstock for bio‐based chemical production, the current pathways to produce platform molecules from this polysaccharid...
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| Veröffentlicht in: | Macromolecular rapid communications. 2019-11, Vol.40 (22), p.e1900361-n/a |
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| creator | Vastano, Marco Pellis, Alessandro Botelho Machado, Carla Simister, Rachael McQueen‐Mason, Simon J. Farmer, Thomas J. Gomez, Leonardo D. |
| description | Large amounts of agricultural wastes are rich in pectins that, in many cases, disrupt the processing of food residues due to gelation. Despite pectins being a promising sustainable feedstock for bio‐based chemical production, the current pathways to produce platform molecules from this polysaccharide are hazardous and entail the use of strong acids. The present work describes a sequence of biocatalyzed reactions that involves 1) the extraction of pectin from sugar beet pulp and enzymatic recovery of galacturonic acid (GalA), followed by 2) the enzymatic oxidation of the GalA aldehyde and the recovery of galactaric acid (GA), and 3) the biocatalyzed polycondensation of GA to obtain fully bio‐based polyesters carrying lateral hydroxy functionalities. The acid‐free pectin extraction is optimized using enzymes and microwave technology. The conditions for enzymatic oxidation of GalA allow the separation of the GA produced by a simple centrifugation step that leads to the enzyme‐catalyzed polycondensation reactions.
A three‐step biocatalyzed strategy is used in this work. Extraction (1), oxidation (2), and polymerization (3) of GA‐based semi‐linear bio‐based polyesters having lateral functionalities that could be readily used as anchor points for post‐polymerization modifications. |
| doi_str_mv | 10.1002/marc.201900361 |
| format | Article |
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A three‐step biocatalyzed strategy is used in this work. Extraction (1), oxidation (2), and polymerization (3) of GA‐based semi‐linear bio‐based polyesters having lateral functionalities that could be readily used as anchor points for post‐polymerization modifications.</description><identifier>ISSN: 1022-1336</identifier><identifier>EISSN: 1521-3927</identifier><identifier>DOI: 10.1002/marc.201900361</identifier><identifier>PMID: 31614050</identifier><language>eng</language><publisher>Germany: Wiley Subscription Services, Inc</publisher><subject>Acids ; Agricultural wastes ; Aldehydes ; Beta vulgaris - chemistry ; Beta vulgaris - enzymology ; Biocatalysis ; Centrifugation ; Chemical reactions ; enzymatic oxidation ; enzymatic synthesis ; Enzymes - metabolism ; Food processing ; galactaric acid ; Gelation ; Hexuronic Acids - chemistry ; Hexuronic Acids - metabolism ; Models, Chemical ; Molecular Structure ; Organic chemistry ; Oxidation ; Pectin ; pectin extraction ; Pectins - chemistry ; Polycondensation reactions ; Polyester resins ; Polyesters ; Polyesters - chemical synthesis ; Polyesters - chemistry ; Polymers ; Polymers - chemical synthesis ; Polymers - chemistry ; Polysaccharides ; Polysaccharides - chemistry ; Polysaccharides - metabolism ; Pulp ; Recovery ; Sugar Acids - chemistry ; sugar‐derived polyesters</subject><ispartof>Macromolecular rapid communications., 2019-11, Vol.40 (22), p.e1900361-n/a</ispartof><rights>2019 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2019 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4501-32c338c630a4e8b0fb22bc25512796d48eda9288ead9a3874f59f9fa28aeffbc3</citedby><cites>FETCH-LOGICAL-c4501-32c338c630a4e8b0fb22bc25512796d48eda9288ead9a3874f59f9fa28aeffbc3</cites><orcidid>0000-0002-3322-3150 ; 0000-0003-3711-3087</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fmarc.201900361$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fmarc.201900361$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/31614050$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Vastano, Marco</creatorcontrib><creatorcontrib>Pellis, Alessandro</creatorcontrib><creatorcontrib>Botelho Machado, Carla</creatorcontrib><creatorcontrib>Simister, Rachael</creatorcontrib><creatorcontrib>McQueen‐Mason, Simon J.</creatorcontrib><creatorcontrib>Farmer, Thomas J.</creatorcontrib><creatorcontrib>Gomez, Leonardo D.</creatorcontrib><title>Sustainable Galactarate‐Based Polymers: Multi‐Enzymatic Production of Pectin‐Derived Polyesters</title><title>Macromolecular rapid communications.</title><addtitle>Macromol Rapid Commun</addtitle><description>Large amounts of agricultural wastes are rich in pectins that, in many cases, disrupt the processing of food residues due to gelation. Despite pectins being a promising sustainable feedstock for bio‐based chemical production, the current pathways to produce platform molecules from this polysaccharide are hazardous and entail the use of strong acids. The present work describes a sequence of biocatalyzed reactions that involves 1) the extraction of pectin from sugar beet pulp and enzymatic recovery of galacturonic acid (GalA), followed by 2) the enzymatic oxidation of the GalA aldehyde and the recovery of galactaric acid (GA), and 3) the biocatalyzed polycondensation of GA to obtain fully bio‐based polyesters carrying lateral hydroxy functionalities. The acid‐free pectin extraction is optimized using enzymes and microwave technology. The conditions for enzymatic oxidation of GalA allow the separation of the GA produced by a simple centrifugation step that leads to the enzyme‐catalyzed polycondensation reactions.
A three‐step biocatalyzed strategy is used in this work. Extraction (1), oxidation (2), and polymerization (3) of GA‐based semi‐linear bio‐based polyesters having lateral functionalities that could be readily used as anchor points for post‐polymerization modifications.</description><subject>Acids</subject><subject>Agricultural wastes</subject><subject>Aldehydes</subject><subject>Beta vulgaris - chemistry</subject><subject>Beta vulgaris - enzymology</subject><subject>Biocatalysis</subject><subject>Centrifugation</subject><subject>Chemical reactions</subject><subject>enzymatic oxidation</subject><subject>enzymatic synthesis</subject><subject>Enzymes - metabolism</subject><subject>Food processing</subject><subject>galactaric acid</subject><subject>Gelation</subject><subject>Hexuronic Acids - chemistry</subject><subject>Hexuronic Acids - metabolism</subject><subject>Models, Chemical</subject><subject>Molecular Structure</subject><subject>Organic chemistry</subject><subject>Oxidation</subject><subject>Pectin</subject><subject>pectin extraction</subject><subject>Pectins - chemistry</subject><subject>Polycondensation reactions</subject><subject>Polyester resins</subject><subject>Polyesters</subject><subject>Polyesters - chemical synthesis</subject><subject>Polyesters - chemistry</subject><subject>Polymers</subject><subject>Polymers - chemical synthesis</subject><subject>Polymers - chemistry</subject><subject>Polysaccharides</subject><subject>Polysaccharides - chemistry</subject><subject>Polysaccharides - metabolism</subject><subject>Pulp</subject><subject>Recovery</subject><subject>Sugar Acids - chemistry</subject><subject>sugar‐derived polyesters</subject><issn>1022-1336</issn><issn>1521-3927</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkU1PFEEQhjtGIh9y5Ugm8eJll-rq6dlub7AgkkDcqJwnNT3VyZD5wO4ZyXryJ_Ab_SU22QUTL56qUnnetyr1CnEkYS4B8KSj4OYI0gKoQr4Se1KjnCmLi9epB8SZVKrYFfsx3gGAyQHfiF0lC5mDhj3BX6c4UtNT1XJ2SS25kQKN_PvX4xlFrrPV0K47DvFDdjO1Y5PmF_3PdUdj47JVGOrJjc3QZ4PPVpzaPgHnHJofWynHMYnfih1PbeTDbT0Qtx8vvi0_za4_X14tT69nLteQzkanlHGFAsrZVOArxMqh1hIXtqhzwzVZNIaptqTMIvfaeusJDbH3lVMH4v3G9z4M36e0u-ya6LhtqedhiiUqKFCitnlC3_2D3g1T6NN1iZJaGy1lkaj5hnJhiDGwL-9Dk36-LiWUTwGUTwGULwEkwfHWdqo6rl_w548nwG6Ah6bl9X_sypvTL8u_5n8Ani-Vrg</recordid><startdate>201911</startdate><enddate>201911</enddate><creator>Vastano, Marco</creator><creator>Pellis, Alessandro</creator><creator>Botelho Machado, Carla</creator><creator>Simister, Rachael</creator><creator>McQueen‐Mason, Simon J.</creator><creator>Farmer, Thomas J.</creator><creator>Gomez, Leonardo D.</creator><general>Wiley Subscription Services, Inc</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8FD</scope><scope>JG9</scope><scope>JQ2</scope><scope>L7M</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-3322-3150</orcidid><orcidid>https://orcid.org/0000-0003-3711-3087</orcidid></search><sort><creationdate>201911</creationdate><title>Sustainable Galactarate‐Based Polymers: Multi‐Enzymatic Production of Pectin‐Derived Polyesters</title><author>Vastano, Marco ; Pellis, Alessandro ; Botelho Machado, Carla ; Simister, Rachael ; McQueen‐Mason, Simon J. ; Farmer, Thomas J. ; Gomez, Leonardo D.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4501-32c338c630a4e8b0fb22bc25512796d48eda9288ead9a3874f59f9fa28aeffbc3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Acids</topic><topic>Agricultural wastes</topic><topic>Aldehydes</topic><topic>Beta vulgaris - chemistry</topic><topic>Beta vulgaris - enzymology</topic><topic>Biocatalysis</topic><topic>Centrifugation</topic><topic>Chemical reactions</topic><topic>enzymatic oxidation</topic><topic>enzymatic synthesis</topic><topic>Enzymes - metabolism</topic><topic>Food processing</topic><topic>galactaric acid</topic><topic>Gelation</topic><topic>Hexuronic Acids - chemistry</topic><topic>Hexuronic Acids - metabolism</topic><topic>Models, Chemical</topic><topic>Molecular Structure</topic><topic>Organic chemistry</topic><topic>Oxidation</topic><topic>Pectin</topic><topic>pectin extraction</topic><topic>Pectins - chemistry</topic><topic>Polycondensation reactions</topic><topic>Polyester resins</topic><topic>Polyesters</topic><topic>Polyesters - chemical synthesis</topic><topic>Polyesters - chemistry</topic><topic>Polymers</topic><topic>Polymers - chemical synthesis</topic><topic>Polymers - chemistry</topic><topic>Polysaccharides</topic><topic>Polysaccharides - chemistry</topic><topic>Polysaccharides - metabolism</topic><topic>Pulp</topic><topic>Recovery</topic><topic>Sugar Acids - chemistry</topic><topic>sugar‐derived polyesters</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Vastano, Marco</creatorcontrib><creatorcontrib>Pellis, Alessandro</creatorcontrib><creatorcontrib>Botelho Machado, Carla</creatorcontrib><creatorcontrib>Simister, Rachael</creatorcontrib><creatorcontrib>McQueen‐Mason, Simon J.</creatorcontrib><creatorcontrib>Farmer, Thomas J.</creatorcontrib><creatorcontrib>Gomez, Leonardo D.</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>ProQuest Computer Science Collection</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>Macromolecular rapid communications.</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Vastano, Marco</au><au>Pellis, Alessandro</au><au>Botelho Machado, Carla</au><au>Simister, Rachael</au><au>McQueen‐Mason, Simon J.</au><au>Farmer, Thomas J.</au><au>Gomez, Leonardo D.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Sustainable Galactarate‐Based Polymers: Multi‐Enzymatic Production of Pectin‐Derived Polyesters</atitle><jtitle>Macromolecular rapid communications.</jtitle><addtitle>Macromol Rapid Commun</addtitle><date>2019-11</date><risdate>2019</risdate><volume>40</volume><issue>22</issue><spage>e1900361</spage><epage>n/a</epage><pages>e1900361-n/a</pages><issn>1022-1336</issn><eissn>1521-3927</eissn><abstract>Large amounts of agricultural wastes are rich in pectins that, in many cases, disrupt the processing of food residues due to gelation. Despite pectins being a promising sustainable feedstock for bio‐based chemical production, the current pathways to produce platform molecules from this polysaccharide are hazardous and entail the use of strong acids. The present work describes a sequence of biocatalyzed reactions that involves 1) the extraction of pectin from sugar beet pulp and enzymatic recovery of galacturonic acid (GalA), followed by 2) the enzymatic oxidation of the GalA aldehyde and the recovery of galactaric acid (GA), and 3) the biocatalyzed polycondensation of GA to obtain fully bio‐based polyesters carrying lateral hydroxy functionalities. The acid‐free pectin extraction is optimized using enzymes and microwave technology. The conditions for enzymatic oxidation of GalA allow the separation of the GA produced by a simple centrifugation step that leads to the enzyme‐catalyzed polycondensation reactions.
A three‐step biocatalyzed strategy is used in this work. Extraction (1), oxidation (2), and polymerization (3) of GA‐based semi‐linear bio‐based polyesters having lateral functionalities that could be readily used as anchor points for post‐polymerization modifications.</abstract><cop>Germany</cop><pub>Wiley Subscription Services, Inc</pub><pmid>31614050</pmid><doi>10.1002/marc.201900361</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0002-3322-3150</orcidid><orcidid>https://orcid.org/0000-0003-3711-3087</orcidid><oa>free_for_read</oa></addata></record> |
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| source | MEDLINE; Wiley Online Library Journals Frontfile Complete |
| subjects | Acids Agricultural wastes Aldehydes Beta vulgaris - chemistry Beta vulgaris - enzymology Biocatalysis Centrifugation Chemical reactions enzymatic oxidation enzymatic synthesis Enzymes - metabolism Food processing galactaric acid Gelation Hexuronic Acids - chemistry Hexuronic Acids - metabolism Models, Chemical Molecular Structure Organic chemistry Oxidation Pectin pectin extraction Pectins - chemistry Polycondensation reactions Polyester resins Polyesters Polyesters - chemical synthesis Polyesters - chemistry Polymers Polymers - chemical synthesis Polymers - chemistry Polysaccharides Polysaccharides - chemistry Polysaccharides - metabolism Pulp Recovery Sugar Acids - chemistry sugar‐derived polyesters |
| title | Sustainable Galactarate‐Based Polymers: Multi‐Enzymatic Production of Pectin‐Derived Polyesters |
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