Biocatalytic Transformation of 5-Hydroxymethylfurfural into 2,5-di(hydroxymethyl)furan by a Newly Isolated Fusarium striatum Strain

Acosta, Alberto Millán; Sala, N.; Torres, Mercè; Canela‐Garayoa, Ramon

doi:10.3390/catal11020216

Cited by 14 publications

(18 citation statements)

References 32 publications

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“…There are some reports in the literature describing the production of BHMF by wholecell biocatalysts. To the extent of our knowledge, the BHMF yield reported in our work (99.65%) is the highest reported for yeast [43][44][45], bacteria [46,47], and fungi [48,49] in batch and fed-batch modes using a synthetic medium with glucose as co-substrate. Specifically, in yeast, Li et al (2016) reported BHMF production at 35 • C by Meyerozyma guilliermondii SC1103 from 100 mM of HMF with an inoculum of 20 g/L of wet weight using glucose as a co-substrate and obtained a yield of 86% [43].…”

Section: Discussionmentioning

confidence: 54%

Establishment of Kluyveromyces marxianus as a Microbial Cell Factory for Lignocellulosic Processes: Production of High Value Furan Derivatives

Baptista

Cunha

Domingues

2021

JoF

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The establishment of lignocellulosic biorefineries is dependent on microorganisms being able to cope with the stressful conditions resulting from the release of inhibitory compounds during biomass processing. The yeast Kluyveromyces marxianus has been explored as an alternative microbial factory due to its thermotolerance and ability to natively metabolize xylose. The lignocellulose-derived inhibitors furfural and 5-hydroxymethylfurfural (HMF) are considered promising building-block platforms that can be converted into a wide variety of high-value derivatives. Here, several K. marxianus strains, isolated from cocoa fermentation, were evaluated for xylose consumption and tolerance towards acetic acid, furfural, and HMF. The potential of this yeast to reduce furfural and HMF at high inhibitory loads was disclosed and characterized. Our results associated HMF reduction with NADPH while furfural-reducing activity was higher with NADH. In addition, furans’ inhibitory effect was higher when combined with xylose consumption. The furan derivatives produced by K. marxianus in different conditions were identified. Furthermore, one selected isolate was efficiently used as a whole-cell biocatalyst to convert furfural and HMF into their derivatives, furfuryl alcohol and 2,5-bis(hydroxymethyl)furan (BHMF), with high yields and productivities. These results validate K. marxianus as a promising microbial platform in lignocellulosic biorefineries.

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Section: Discussionmentioning

confidence: 54%

Establishment of Kluyveromyces marxianus as a Microbial Cell Factory for Lignocellulosic Processes: Production of High Value Furan Derivatives

Baptista

Cunha

Domingues

2021

JoF

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“…Different approaches can be taken to overcome the toxic effect, such as increasing the inoculum size of the cells by adding more discs or the inoculation in the form of spores. 22 To that end, the inoculation of the fungus from a suspension of spores was assessed. However, there was HMF reduction to DHMF with high yields (data not shown), indicating that the way of inoculation of the fungus has a significant effect on the HMF biotransformation.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

“…28,32 The capability of F. culmorum EAN51 to biotransform HMF into an unknown compound was previously reported in a screening of different Fusarium species. 22 This compound was further identified as DFF; however, the yield and selectivity obtained were low and far from optimal. In this work, the capability of this fungus to produce DFF is assessed by evaluating the effect of different nitrogen sources and through optimization of the concentration of peptone and glucose in the culture medium through RSM.…”

Section: ■ Introductionmentioning

confidence: 99%

“…The biggest challenge for the whole-cell transformation of HMF is its high toxicity toward microorganisms, and more research is needed to advance toward the valorization of HMF in this regard. , Fusarium species have proven to be good biocatalysts for the transformation of HMF due to their high tolerance toward high HMF concentrations using a low inoculum size, and some Fusarium species are natural producers of the enzyme GO, , the catalyst of the oxidation of HMF to DFF, as mentioned above. Therefore, Fusarium species are promising candidates for the whole-cell oxidation of HMF to DFF.…”

Section: Introductionmentioning

confidence: 99%

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Novel and Efficient Biotechnological Approach to Produce 2,5-Diformylfuran from Biomass-Derived 5-Hydroxymethylfurfural

Acosta

Turull

Cosovanu

et al. 2021

ACS Sustainable Chem. Eng.

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The preparation of compounds of interest from biomass-derived 5-hydroxymethylfurfural (HMF) has attracted considerable attention. One such compound is 2,5-diformylfuran (DFF), obtained through oxidation of the hydroxyl group of HMF. Herein, we describe for the first time the whole-cell oxidation of HMF to DFF by Fusarium culmorum EAN 51. Although the chemocatalytic transformation of HMF into DFF has been widely studied, biocatalytic processes have been scarcely reported and are limited to enzymatic synthesis using the combination of several enzymes. The whole-cell transformation of HMF into DFF is preferable thanks to the inherent presence of the different enzymes, significantly reducing the cost of the process. F. culmorum showed a high capability to reduce to 2,5-di(hydroxymethyl)furan (DHMF) and oxidize to DFF the substrate with high yields depending on the nitrogen source and the concentration of peptone and glucose in the media, which highly affected the redox capability of this strain. After careful optimization of the concentration of both nutrients through response surface methodology, 50 mM HMF were transformed into DFF with a high yield (92%) and selectivity (94%). These results open a new line of investigation in the sustainable production of DFF from renewable biobased resources.

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“…The fungus Aureobasidium subglaciale F134 was identified for the production of BHMF, reaching the highest reported productivity of 28.7 mM/h with a fed-batch process [27]. Another fungus, Fusarium striatum, was reported to produce 145 mM of BHMF with high yield of 97% [28]. The bacterium Burkholderia contaminans NJPI-15 reached the highest BHMF titer of 656 mM in a fed-batch with 94% yield [29].…”

Section: 5-bis(hydroxymethyl)furan (Bhmf)mentioning

confidence: 99%

Whole Cell Biocatalysis of 5-Hydroxymethylfurfural for Sustainable Biorefineries

2022

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The implementation of cost-effective and sustainable biorefineries to substitute the petroleum-based economy is dependent on coupling the production of bioenergy with high-value chemicals. For this purpose, the US Department of Energy identified a group of key target compounds to be produced from renewable biomass. Among them, 5-hydroxymethylfurfural (HMF) can be obtained by dehydration of the hexoses present in biomass and is an extremely versatile molecule that can be further converted into a wide range of higher value compounds. HMF derivatives include 2,5-bis(hydroxymethyl)furan (BHMF), 5-hydroxymethyl-furan-2-carboxylic acid (HMFCA), 2,5-diformylfuran (DFF), 5-formyl-2-furancarboxylic acid (FFCA) and 2,5-furandicarboxylic acid (FDCA), all presenting valuable applications, in polymers, bioplastics and pharmaceuticals. Biocatalysis conversion of HMF into its derivatives emerges as a green alternative, taking into account the high selectivity of enzymes and the mild reaction conditions used. Considering these factors, this work reviews the use of microorganisms as whole-cell biocatalysts for the production of HMF derivatives. In the last years, a large number of whole-cell biocatalysts have been discovered and developed for HMF conversion into BHMF, FDCA and HMFCA, however there are no reports on microbial production of DFF and FFCA. While the production of BHMF and HMFCA mainly relies on wild type microorganisms, FDCA production, which requires multiple bioconversion steps from HMF, is strongly dependent on genetic engineering strategies. Together, the information gathered supports the possibility for the development of cell factories to produce high-value compounds, envisioning economical viable biorefineries.

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Biocatalytic Transformation of 5-Hydroxymethylfurfural into 2,5-di(hydroxymethyl)furan by a Newly Isolated Fusarium striatum Strain

Cited by 14 publications

References 32 publications

Establishment of Kluyveromyces marxianus as a Microbial Cell Factory for Lignocellulosic Processes: Production of High Value Furan Derivatives

Establishment of Kluyveromyces marxianus as a Microbial Cell Factory for Lignocellulosic Processes: Production of High Value Furan Derivatives

Novel and Efficient Biotechnological Approach to Produce 2,5-Diformylfuran from Biomass-Derived 5-Hydroxymethylfurfural

Whole Cell Biocatalysis of 5-Hydroxymethylfurfural for Sustainable Biorefineries

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