Effective one-pot chemoenzymatic cascade catalysis of biobased feedstock for synthesizing 2,5-diformylfuran in a sustainable reaction system

[Display omitted] •2,5-Diformylfuran (DFF) was prepared from biobased substrates in [BA][LA]–H2O.•Bread waste (50 g/L) was catalyzed to HMF (33% yield) in [BA][LA]–H2O.•Fructose (18 g/L) was catalyzed to HMF (92% yield) in [BA][LA]–H2O.•The prepared HMF was biologically oxidized to DFF by E. coli pR...

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Veröffentlicht in:Bioresource technology 2023-06, Vol.378, p.128965-128965, Article 128965
Hauptverfasser: Li, Qing, Ma, Cui-Luan, He, Yu-Cai
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Ma, Cui-Luan
He, Yu-Cai
description [Display omitted] •2,5-Diformylfuran (DFF) was prepared from biobased substrates in [BA][LA]–H2O.•Bread waste (50 g/L) was catalyzed to HMF (33% yield) in [BA][LA]–H2O.•Fructose (18 g/L) was catalyzed to HMF (92% yield) in [BA][LA]–H2O.•The prepared HMF was biologically oxidized to DFF by E. coli pRSFDuet-GOase.•Bread waste and fructose were efficiently catalyzed to DFF. 2,5-Diformylfuran, which can be prepared via the oxidation of biobased HMF, has received considerable attention because of its potential applications in producing furan-based chemicals and functional materials, such as biofuels, polymers, fluorescent material, vitrimers, surfactants, antifungal agents and medicines. This work aimed to develop an efficient one-pot process for chemoenzymatic transformation of biobased substrate to 2,5-diformylfuran with deep eutectic solvent (DES) Betaine:Lactic acid ([BA][LA]) catalyst and oxidase biocatalyst in [BA][LA]–H2O. Using waste bread (50 g/L) and D-fructose (18.0 g/L) as feedstocks in [BA][LA]–H2O (15:85, vol/vol), the yields of HMF were 32.8% (15 min) and 91.6% (90 min) at 150 °C, respectively. These prepared HMF could be biologically oxidized to 2,5-diformylfuran by Escherichia coli pRSFDuet-GOase, achieving a productivity of 0.631 g 2,5-diformylfuran/(g fructose) and 0.323 g 2,5-diformylfuran/(g bread) after 6 h under the mild performance condition. This bioresourced intermediate 2,5-diformylfuran was effectively synthesized from biobased feedstock in an environmentally-friendly system.
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This work aimed to develop an efficient one-pot process for chemoenzymatic transformation of biobased substrate to 2,5-diformylfuran with deep eutectic solvent (DES) Betaine:Lactic acid ([BA][LA]) catalyst and oxidase biocatalyst in [BA][LA]–H2O. Using waste bread (50 g/L) and D-fructose (18.0 g/L) as feedstocks in [BA][LA]–H2O (15:85, vol/vol), the yields of HMF were 32.8% (15 min) and 91.6% (90 min) at 150 °C, respectively. These prepared HMF could be biologically oxidized to 2,5-diformylfuran by Escherichia coli pRSFDuet-GOase, achieving a productivity of 0.631 g 2,5-diformylfuran/(g fructose) and 0.323 g 2,5-diformylfuran/(g bread) after 6 h under the mild performance condition. 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This work aimed to develop an efficient one-pot process for chemoenzymatic transformation of biobased substrate to 2,5-diformylfuran with deep eutectic solvent (DES) Betaine:Lactic acid ([BA][LA]) catalyst and oxidase biocatalyst in [BA][LA]–H2O. Using waste bread (50 g/L) and D-fructose (18.0 g/L) as feedstocks in [BA][LA]–H2O (15:85, vol/vol), the yields of HMF were 32.8% (15 min) and 91.6% (90 min) at 150 °C, respectively. These prepared HMF could be biologically oxidized to 2,5-diformylfuran by Escherichia coli pRSFDuet-GOase, achieving a productivity of 0.631 g 2,5-diformylfuran/(g fructose) and 0.323 g 2,5-diformylfuran/(g bread) after 6 h under the mild performance condition. This bioresourced intermediate 2,5-diformylfuran was effectively synthesized from biobased feedstock in an environmentally-friendly system.</description><subject>2,5-Diformylfuran</subject><subject>5-Hydroxymethylfurfural</subject><subject>Catalysis</subject><subject>Deep eutectic solvent</subject><subject>Fructose</subject><subject>Furaldehyde - chemistry</subject><subject>Oxidation-Reduction</subject><subject>Valorization</subject><subject>Waste bread</subject><issn>0960-8524</issn><issn>1873-2976</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkctuFDEQRS0EIkPgFyIvWdCDH93u9g4UhYcUiQ2sLT_KjIdue7DdkTrfwEfjaBK2rEoq3VtXdQ9CV5TsKaHi_XFvQsoV7GHPCON7yiYphmdoR6eRd0yO4jnaESlINw2sv0CvSjkSQjgd2Ut0wYWUhHO2Q39uvAdbwx3gFKE7pYrtAZYE8X5bdA0WW12sdtBm1fNWQsHJ4xZudAGHPYArNdlf2KeMyxbrAUq4D_EnZu-GzoW2XrbZr1lHHCLWuKyl6hC1mQFn0C07xWYsFZbX6IXXc4E3j_MS_fh08_36S3f77fPX64-3neViqp0w1hAgZqTtczn0xhlpeit70fcU_DAJawYuBB8nR1ofREs9TZ4PvRAjJ4Jforfnu6ecfq9QqlpCsTDPOkJai2KjZJKwcaBNKs5Sm1MpGbw65bDovClK1AMJdVRPJNQDCXUm0YxXjxmrWcD9sz1V3wQfzgJon94FyKrYANGCC7kRUS6F_2X8BZIxn7M</recordid><startdate>202306</startdate><enddate>202306</enddate><creator>Li, Qing</creator><creator>Ma, Cui-Luan</creator><creator>He, Yu-Cai</creator><general>Elsevier Ltd</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>7X8</scope><orcidid>https://orcid.org/0000-0002-7905-4217</orcidid></search><sort><creationdate>202306</creationdate><title>Effective one-pot chemoenzymatic cascade catalysis of biobased feedstock for synthesizing 2,5-diformylfuran in a sustainable reaction system</title><author>Li, Qing ; Ma, Cui-Luan ; He, Yu-Cai</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c368t-6bcb0e0b71023954bdb9b4c946441ef586cb5366378d01870a9a88f3546673063</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>2,5-Diformylfuran</topic><topic>5-Hydroxymethylfurfural</topic><topic>Catalysis</topic><topic>Deep eutectic solvent</topic><topic>Fructose</topic><topic>Furaldehyde - chemistry</topic><topic>Oxidation-Reduction</topic><topic>Valorization</topic><topic>Waste bread</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Li, Qing</creatorcontrib><creatorcontrib>Ma, Cui-Luan</creatorcontrib><creatorcontrib>He, Yu-Cai</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Bioresource technology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Li, Qing</au><au>Ma, Cui-Luan</au><au>He, Yu-Cai</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Effective one-pot chemoenzymatic cascade catalysis of biobased feedstock for synthesizing 2,5-diformylfuran in a sustainable reaction system</atitle><jtitle>Bioresource technology</jtitle><addtitle>Bioresour Technol</addtitle><date>2023-06</date><risdate>2023</risdate><volume>378</volume><spage>128965</spage><epage>128965</epage><pages>128965-128965</pages><artnum>128965</artnum><issn>0960-8524</issn><eissn>1873-2976</eissn><abstract>[Display omitted] •2,5-Diformylfuran (DFF) was prepared from biobased substrates in [BA][LA]–H2O.•Bread waste (50 g/L) was catalyzed to HMF (33% yield) in [BA][LA]–H2O.•Fructose (18 g/L) was catalyzed to HMF (92% yield) in [BA][LA]–H2O.•The prepared HMF was biologically oxidized to DFF by E. coli pRSFDuet-GOase.•Bread waste and fructose were efficiently catalyzed to DFF. 2,5-Diformylfuran, which can be prepared via the oxidation of biobased HMF, has received considerable attention because of its potential applications in producing furan-based chemicals and functional materials, such as biofuels, polymers, fluorescent material, vitrimers, surfactants, antifungal agents and medicines. This work aimed to develop an efficient one-pot process for chemoenzymatic transformation of biobased substrate to 2,5-diformylfuran with deep eutectic solvent (DES) Betaine:Lactic acid ([BA][LA]) catalyst and oxidase biocatalyst in [BA][LA]–H2O. Using waste bread (50 g/L) and D-fructose (18.0 g/L) as feedstocks in [BA][LA]–H2O (15:85, vol/vol), the yields of HMF were 32.8% (15 min) and 91.6% (90 min) at 150 °C, respectively. These prepared HMF could be biologically oxidized to 2,5-diformylfuran by Escherichia coli pRSFDuet-GOase, achieving a productivity of 0.631 g 2,5-diformylfuran/(g fructose) and 0.323 g 2,5-diformylfuran/(g bread) after 6 h under the mild performance condition. 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subjects 2,5-Diformylfuran
5-Hydroxymethylfurfural
Catalysis
Deep eutectic solvent
Fructose
Furaldehyde - chemistry
Oxidation-Reduction
Valorization
Waste bread
title Effective one-pot chemoenzymatic cascade catalysis of biobased feedstock for synthesizing 2,5-diformylfuran in a sustainable reaction system
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