Please use this identifier to cite or link to this item: https://doi.org/10.1186/s40643-021-00374-6
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dc.titleProduction of (R)-mandelic acid from styrene, L-phenylalanine, glycerol, or glucose via cascade biotransformations
dc.contributor.authorLukito, Benedict Ryan
dc.contributor.authorWang, Zilong
dc.contributor.authorSundara Sekar, Balaji
dc.contributor.authorLi, Zhi
dc.date.accessioned2022-10-13T01:08:40Z
dc.date.available2022-10-13T01:08:40Z
dc.date.issued2021-03-04
dc.identifier.citationLukito, Benedict Ryan, Wang, Zilong, Sundara Sekar, Balaji, Li, Zhi (2021-03-04). Production of (R)-mandelic acid from styrene, L-phenylalanine, glycerol, or glucose via cascade biotransformations. Bioresources and Bioprocessing 8 (1) : 22. ScholarBank@NUS Repository. https://doi.org/10.1186/s40643-021-00374-6
dc.identifier.issn2197-4365
dc.identifier.urihttps://scholarbank.nus.edu.sg/handle/10635/232758
dc.description.abstract(R)-mandelic acid is an industrially important chemical, especially used for producing antibiotics. Its chemical synthesis often uses highly toxic cyanide to produce its racemic form, followed by kinetic resolution with 50% maximum yield. Here we report a green and sustainable biocatalytic method for producing (R)-mandelic acid from easily available styrene, biobased L-phenylalanine, and renewable feedstocks such as glycerol and glucose, respectively. An epoxidation-hydrolysis-double oxidation artificial enzyme cascade was developed to produce (R)-mandelic acid at 1.52 g/L from styrene with > 99% ee. Incorporation of deamination and decarboxylation into the above cascade enables direct conversion of L-phenylalanine to (R)-mandelic acid at 913 mg/L and > 99% ee. Expressing the five-enzyme cascade in an L-phenylalanine-overproducing E. coli NST74 strain led to the direct synthesis of (R)-mandelic acid from glycerol or glucose, affording 228 or 152 mg/L product via fermentation. Moreover, coupling of E. coli cells expressing L-phenylalanine biosynthesis pathway with E. coli cells expressing the artificial enzyme cascade enabled the production of 760 or 455 mg/L (R)-mandelic acid from glycerol or glucose. These simple, safe, and green methods show great potential in producing (R)-mandelic acid from renewable feedstocks.[Figure not available: see fulltext.] © 2021, The Author(s).
dc.publisherSpringer Science and Business Media Deutschland GmbH
dc.rightsAttribution 4.0 International
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/
dc.sourceScopus OA2021
dc.subjectBiotransformation
dc.subjectCascade reaction
dc.subjectCoupled-cells biotransformation
dc.subjectL-phenylalanine
dc.subjectMandelic acid
dc.subjectRenewable feedstocks
dc.subjectStyrene
dc.subjectSustainable synthesis
dc.typeArticle
dc.contributor.departmentCHEMICAL AND BIOMOLECULAR ENGINEERING
dc.contributor.departmentCOLLEGE OF DESIGN AND ENGINEERING
dc.contributor.departmentDEPT OF CHEMICAL & BIOMOLECULAR ENGG
dc.description.doi10.1186/s40643-021-00374-6
dc.description.sourcetitleBioresources and Bioprocessing
dc.description.volume8
dc.description.issue1
dc.description.page22
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