Sequence-based bioprospecting of myo-inositol oxygenase (Miox) reveals new homologues that increase glucaric acid production in Saccharomyces cerevisiae

Marques, Wesley Leoricy; Anderson, Lisa A.; Sandoval, Luis; Hicks, Michael A.; Prather, Kristala L. J.

doi:10.1016/j.enzmictec.2020.109623

Cited by 15 publications

(12 citation statements)

References 44 publications

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“…12). 50,51 The diiron active site is proposed to react with molecular oxygen to generate a superoxo-diiron intermediate, which then abstracts H-1 from myo-inositol to form a radical intermediate and the hydroperoxo-diiron intermediate. Either of the oxygen atoms in the hydroperoxo-diiron intermediate can react with the substrate radical intermediate to trigger cleavage of the C-C bond between C-1 and C-6.…”

Section: Metabolism Of Myo-inositolmentioning

confidence: 99%

Biosynthesis of cyclitols

Kudo

Eguchi

2022

Nat. Prod. Rep.

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Section: Metabolism Of Myo-inositolmentioning

confidence: 99%

Biosynthesis of cyclitols

Kudo

Eguchi

2022

Nat. Prod. Rep.

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“…Improvements to this synthetic pathway were achieved using protein scaffolds (to modulate the effective concentration of myo-inositol at the synthetic complex) [15], fine-tuned regulation of the expression of the myo-inositol synthase [16] or by using different myo-inositol oxygenases [17]. Porting of the initially assembled pathway in E. coli to S. cerevisiae was proven successful [18][19][20] and recently improved by including a bacterial hemoglobin as a means to improve oxygen availability and, consequently, the activity of myo-inositol oxygenase [21]. In Supplementary Table S1, we provide a comprehensive list of the combinations published in the literature, thus far, of synthetic pathways assembled to produce glucaric acid; we selected to show in Table 2 only those combinations that have resulted in the highest production titers of glucaric acid in E. coli or S. cerevisiae.…”

Section: Camentioning

confidence: 99%

“…The utilization of bio-chemocatalysis in which adipic acid is produced from muconic or glucaric acids obtained by fermentation is also included in the picture. Reverse adipate degradation: 17) lysine conversion to allysine, which is oxidized to 2-aminoadipic acid (18), followed by its conversion to 2-hexenedioic acid (19) and reduction to adipic acid (20). ( 21) and ( 22) refer, respectively, to processes of chemical conversion of muconic and glucaric acid to adipic acid.…”

Section: Adipic Acidmentioning

confidence: 99%

“…The utilization of bio-chemocatalysis in which adipic acid is produced from muconic or glucaric acids obtained by fermentation is also included in the picture. Reverse adipate degradation:(1) 3-oxoadipyl-CoA thiolase; (2) 3-hydroxyadipyl-CoA dehydrogenase; (3) 2,3-dehydroadipyl-CoA hydratase; (4) 2,3didehydroadipyl-CoA reductase; (5) adipyl-CoA thioesterase; (6) 3-ketoacyl-CoA thiolase, (7) transenoyl-CoA reductase; (8) ω-hydroxylase; (9) alcohol dehydrogenase; (10) aldehyde dehydrogenase; (11) entails the multi-step 2-oxoglutaric elongation to 2-oxopimelic acid; (12) branched-chain alphaketoacid decarboxylase; (13) endogenous enzyme; (14) 2-hydroxyadipate dehydrogenase, (15) 2hydroxyadipyl-CoA synthase (15); (16) 2-hydroxyadipyl-CoA dehydratase; (17) lysine conversion to allysine, which is oxidized to 2-aminoadipic acid (18), followed by its conversion to 2-hexenedioic acid(19) and reduction to adipic acid(20). (21) and (22) refer, respectively, to processes of chemical conversion of muconic and glucaric acid to adipic acid.…”

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confidence: 99%

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Implementation of Synthetic Pathways to Foster Microbe-Based Production of Non-Naturally Occurring Carboxylic Acids and Derivatives

Vila-Santa

Mendes

Ferreira

et al. 2021

JoF

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Microbially produced carboxylic acids (CAs) are considered key players in the implementation of more sustainable industrial processes due to their potential to replace a set of oil-derived commodity chemicals. Most CAs are intermediates of microbial central carbon metabolism, and therefore, a biochemical production pathway is described and can be transferred to a host of choice to enable/improve production at an industrial scale. However, for some CAs, the implementation of this approach is difficult, either because they do not occur naturally (as is the case for levulinic acid) or because the described production pathway cannot be easily ported (as it is the case for adipic, muconic or glucaric acids). Synthetic biology has been reshaping the range of molecules that can be produced by microbial cells by setting new-to-nature pathways that leverage on enzyme arrangements not observed in vivo, often in association with the use of substrates that are not enzymes’ natural ones. In this review, we provide an overview of how the establishment of synthetic pathways, assisted by computational tools for metabolic retrobiosynthesis, has been applied to the field of CA production. The translation of these efforts in bridging the gap between the synthesis of CAs and of their more interesting derivatives, often themselves non-naturally occurring molecules, is also reviewed using as case studies the production of methacrylic, methylmethacrylic and poly-lactic acids.

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“…The final GA starting from glucose and myo-inositol reached 6 g/L after the fed-batch fermentation [ 55 ]. In 2020, to identify better candidates for GA production in S. cerevisiae , proteins in the UniProt database with sequence similarity to MIOX family members together with Udh were, respectively, introduced into recombinant yeast cells harboring the pathway form glucose to GA [ 56 ]. In this study, 25 novel homologues were characterized, and displayed the ability to convert MI to GA together with Udh.…”

Section: Construction and Optimization Of Heterologous Ga Synthesis Pmentioning

confidence: 99%

Cell-based and cell-free biocatalysis for the production of d-glucaric acid

Chen

Huang²,

Hou

et al. 2020

Biotechnol Biofuels

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Abstractd-Glucaric acid (GA) is a value-added chemical produced from biomass, and has potential applications as a versatile platform chemical, food additive, metal sequestering agent, and therapeutic agent. Marketed GA is currently produced chemically, but increasing demand is driving the search for eco-friendlier and more efficient production approaches. Cell-based production of GA represents an alternative strategy for GA production. A series of synthetic pathways for GA have been ported into Escherichia coli, Saccharomyces cerevisiae and Pichia pastoris, respectively, and these engineered cells show the ability to synthesize GA de novo. Optimization of the GA metabolic pathways in host cells has leapt forward, and the titer and yield have increased rapidly. Meanwhile, cell-free multi-enzyme catalysis, in which the desired pathway is constructed in vitro from enzymes and cofactors involved in GA biosynthesis, has also realized efficient GA bioconversion. This review presents an overview of studies of the development of cell-based GA production, followed by a brief discussion of potential applications of biosensors that respond to GA in these biosynthesis routes.

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Sequence-based bioprospecting of myo-inositol oxygenase (Miox) reveals new homologues that increase glucaric acid production in Saccharomyces cerevisiae

Cited by 15 publications

References 44 publications

Biosynthesis of cyclitols

Biosynthesis of cyclitols

Implementation of Synthetic Pathways to Foster Microbe-Based Production of Non-Naturally Occurring Carboxylic Acids and Derivatives

Cell-based and cell-free biocatalysis for the production of d-glucaric acid

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