Staff Publications

Staff Publications

  • external user (warningwarning)
  • Log in as
  • language uk
  • About

    'Staff publications' is the digital repository of Wageningen University & Research

    'Staff publications' contains references to publications authored by Wageningen University staff from 1976 onward.

    Publications authored by the staff of the Research Institutes are available from 1995 onwards.

    Full text documents are added when available. The database is updated daily and currently holds about 240,000 items, of which 72,000 in open access.

    We have a manual that explains all the features 

Records 1 - 20 / 84

  • help
  • print

    Print search results

  • export

    Export search results

  • alert
    We will mail you new results for this query: metisnummer==1018070
Check title to add to marked list
Biocatalytic formation of nitriles from Biomass
Scott, Elinor - \ 2017
Green conversions and processing
Scott, Elinor - \ 2017
10th Workshop Bioeconomy
Scott, Elinor - \ 2017
Biocatalytic formation of nitriles from Biomass
Scott, E.L. ; But, A. ; Wijst, Evie van der - \ 2017
- 2 p.
Temperature: crucial factor in feather processing
Goerner-Hu, X. ; Schneider, O. ; Scott, E.L. ; Bitter, J.H. - \ 2017
From waste water to chemical building blocks
Bitter, J.H. ; Spekreijse, J. ; Notre, J.E.L. le; Holgueras Ortega, J. ; Scott, E.L. ; Sanders, J.P.M. - \ 2017
- 3 p.
A mof immobilized Hoveda-Grubbs metathesis catalyst for the production of methyl acrylate from waste water
Bitter, J.H. ; Spekreijse, J. ; Notre, J.E.L. le; Holgueras Ortega, J. ; Sanders, J.P.M. ; Scott, E.L. - \ 2017
- 2 p.
Enzymatic halogenation and oxidation using an alcohol oxidase-vanadium chloroperoxidase cascade
But, Andrada ; Noord, Aster Van; Poletto, Francesca ; Sanders, Johan P.M. ; Franssen, Maurice C.R. ; Scott, Elinor L. - \ 2017
Molecular Catalysis 443 (2017). - ISSN 2468-8231 - p. 92 - 100.
The chemo-enzymatic cascade which combines alcohol oxidase from Hansenula polymorpha (AOXHp) with vanadium chloroperoxidase (VCPO), for the production of biobased nitriles from amino acids was investigated. In the first reaction H2O2 (and acetaldehyde) are generated from ethanol and oxygen by AOXHp. H2O2 is subsequently used in the second reaction by VCPO to produce HOBr in situ. HOBr is required for the non-enzymatic oxidative decarboxylation of glutamic acid (Glu) to 3-cyanopropanoic acid (CPA), an intermediate in the production of biobased acrylonitrile. It was found that during the one pot conversion of Glu to CPA by AOXHp-VCPO cascade, AOXHp was deactivated by HOBr. To avoid deactivation, the two enzymes were separated in two fed-batch reactors. The deactivation of AOXHp by HOBr appeared to depend on the substrate: an easily halogenated compound like monochlorodimedone (MCD) was significantly converted in one pot by the cascade reaction of AOXHp and VCPO, while conversion of Glu did not occur under those conditions. Apparently, MCD scavenges HOBr before it can inactivate AOXHp, while Glu reacts slower, leading to detrimental concentrations of HOBr. Enzymatically generated H2O2 was used in a cascade reaction involving halogenation steps to enable the co-production of biobased nitriles and acetaldehyde.
Unusual differences in the reactivity of glutamic and aspartic acid in oxidative decarboxylation reactions
But, Andrada ; Wijst, Evie van der; Notre, Jerome le; Wever, Ron ; Sanders, Johan P.M. ; Bitter, Johannes H. ; Scott, Elinor L. - \ 2017
Green Chemistry 19 (2017)21. - ISSN 1463-9262 - p. 5178 - 5186.

Amino acids are potential substrates to replace fossil feedstocks for the synthesis of nitriles via oxidative decarboxylation using vanadium chloroperoxidase (VCPO), H2O2 and bromide. Here the conversion of glutamic acid (Glu) and aspartic acid (Asp) was investigated. It was observed that these two chemically similar amino acids have strikingly different reactivity. In the presence of catalytic amounts of NaBr (0.1 equiv.), Glu was converted with high selectivity to 3-cyanopropanoic acid. In contrast, under the same reaction conditions Asp showed low conversion and selectivity towards the nitrile, 2-cyanoacetic acid (AspCN). It was shown that only by increasing the amount of NaBr present in the reaction mixture (from 0.1 to 2 equiv.), could the conversion of Asp be increased from 15% to 100% and its selectivity towards AspCN from 45% to 80%. This contradicts the theoretical hypothesis that bromide is recycled during the reaction. NaBr concentration was found to have a major influence on reactivity, independent of ionic strength of the solution. NaBr is involved not only in the formation of the reactive Br+ species by VCPO, but also results in the formation of potential intermediates which influences reactivity. It was concluded that the difference in reactivity between Asp and Glu must be due to subtle differences in inter- and intramolecular interactions between the functionalities of the amino acids.

Biocatalytic, one-pot diterminal oxidation and esterification of n-alkanes for production of α,ω-diol and α,ω-dicarboxylic acid esters
Nuland, Youri M. van; Vogel, Fons A. de; Scott, Elinor L. ; Eggink, Gerrit ; Weusthuis, Ruud A. - \ 2017
Metabolic Engineering 44 (2017). - ISSN 1096-7176 - p. 134 - 142.
Alkanes - Monooxygenases - Whole-cell biocatalysis - α,ω-dicarboxylic acids - α,ω-diols
Direct and selective terminal oxidation of medium-chain n-alkanes is a major challenge in chemistry. Efforts to achieve this have so far resulted in low specificity and overoxidized products. Biocatalytic oxidation of medium-chain n-alkanes – with for example the alkane monooxygenase AlkB from P. putida GPo1- on the other hand is highly selective. However, it also results in overoxidation. Moreover, diterminal oxidation of medium-chain n-alkanes is inefficient. Hence, α,ω-bifunctional monomers are mostly produced from olefins using energy intensive, multi-step processes. By combining biocatalytic oxidation with esterification we drastically increased diterminal oxidation upto 92 mol% and reduced overoxidation to 3% for n-hexane. This methodology allowed us to convert medium-chain n-alkanes into α,ω-diacetoxyalkanes and esterified α,ω-dicarboxylic acids. We achieved this in a one-pot reaction with resting-cell suspensions of genetically engineered Escherichia coli. The combination of terminal oxidation and esterification constitutes a versatile toolbox to produce α,ω-bifunctional monomers from n-alkanes.
The Future of Ethenolysis in Biobased Chemistry
Spekreijse, Jurjen ; Sanders, Johan P.M. ; Bitter, Johannes H. ; Scott, Elinor L. - \ 2017
ChemSusChem 10 (2017)3. - ISSN 1864-5631 - p. 470 - 482.
The desire to utilise biobased feedstocks and develop more sustainable chemistry poses new challenges in catalysis. A synthetically useful catalytic conversion is ethenolysis, a cross metathesis reaction with ethylene. In this Review, the state of the art of ethenolysis in biobased chemistry was extensively examined using methyl oleate as a model compound for fatty acids. Allied to this, the ethenolysis of fatty acid, polymers and more challenging substrates are reviewed. To determine the limiting factors for the application of ethenolysis on biomass, the influence of reaction parameters were investigated and the bottlenecks for reaching high turnover numbers identified.
Integrated approaches in dealing with dilute heterogeneous biomass sources for the production of chemicals
Scott, E.L. ; Spekreijse, J. ; Könst, Paul ; Teng, Y. - \ 2016
- 1 p.
Integrated approaches in dealing with dilute heterogeneous biomass sources for the production of chemicals
Scott, Elinor - \ 2016
Mechanochemical Immobilisation of Metathesis Catalysts in a Metal–Organic Framework
Spekreijse, Jurjen ; Öhrström, Lars ; Sanders, Johan P.M. ; Bitter, Harry ; Scott, Elinor L. - \ 2016
Chemistry-A European Journal 22 (2016)43. - ISSN 0947-6539 - p. 15437 - 15443.
heterogeneous catalysis - immobilization - mechanochemistry - metal–organic frameworks - metathesis

A simple, one-step mechanochemical procedure for immobilisation of homogeneous metathesis catalysts in metal–organic frameworks was developed. Grinding MIL-101-NH2(Al) with a Hoveyda–Grubbs second-generation catalyst resulted in a heterogeneous catalyst that is active for metathesis and one of the most stable immobilised metathesis catalysts. During the mechanochemical immobilisation the MIL-101-NH2(Al) structure was partially converted to MIL-53-NH2(Al). The Hoveyda–Grubbs catalyst entrapped in MIL-101-NH2(Al) is responsible for the observed catalytic activity. The developed synthetic procedure was also successful for the immobilisation of a Zhan catalyst.

Conversion of polyhydroxyalkanoates to methyl crotonate using whole cells
Spekreijse, J. ; Holgueras Ortega, J. ; Sanders, J.P.M. ; Bitter, J.H. ; Scott, E.L. - \ 2016
Bioresource Technology 211 (2016). - ISSN 0960-8524 - p. 267 - 272.
Biobased monomer - Downstream processing - Fermentation residues - Methyl crotonate - Polyhydroxyalkanoate

Isolated polyhydroxyalkanoates (PHA) can be used to produce biobased bulk chemicals. However, isolation is complex and costly. To circumvent this, whole cells containing PHA may be used. Here, PHA containing 3-hydroxybutyrate and small amounts of 3-hydroxyvalerate was produced from wastewater and used in the conversion of the 3-hydroxybutyrate monomer to methyl crotonate. Due to the increased complexity of whole cell reaction mixtures compared to pure PHA, the effect of 3-hydroxyvalerate content, magnesium salts and water content was studied in order to evaluate the need for downstream processing. A water content up to 20% and the presence of 3-hydroxyvalerate have no influence on the conversion of the 3-hydroxybutyrate to methyl crotonate. The presence of Mg2+-ions resulted either in an increased yield or in byproduct formation depending on the counter ion. Overall, it is possible to bypass a major part of the downstream processing of PHA for the production of biobased chemicals.

Simultaneous and selective decarboxylation of l-serine and deamination of l-phenylalanine in an amino acid mixture—a means of separating amino acids for synthesizing biobased chemicals
Teng, Y. ; Scott, E.L. ; Witte-van Dijk, S.C.M. ; Sanders, J.P.M. - \ 2016
New Biotechnology 33 (2016)1. - ISSN 1871-6784 - p. 171 - 178.
Amino acids (AAs) obtained from the hydrolysis of biomass-derived proteins are interesting feedstocks for the chemical industry. They can be prepared from the byproduct of biofuel production and agricultural wastes. They are rich in functionalities needed in petrochemicals, providing the opportunity to save energy, reagents, and process steps. However, their separation is required before they can be applied for further applications. Electrodialysis (ED) is a promising separation method, but its efficiency needs to be improved when separating AAs with similar isoelectric points. Thus, specific conversions are required to form product with different charges. Here we studied the enzymatic conversions which can be used as a means to aid the ED separation of neutral AAs. A model mixture containing l-serine, l-phenylalanine and l-methionine was used. The reactions of l-serine decarboxylase and l-phenylalanine ammonia-lyase were employed to specifically convert serine and phenylalanine into ethanolamine and trans-cinnamic acid. At the isoelectric point of methionine (pH 5.74), the charge of ethanolamine and trans-cinnamic acid are +1 and –1, therefore facilitating potential separation into three different streams by electrodialysis. Here the enzyme kinetics, specificity, inhibition and the operational stabilities were studied, showing that both enzymes can be applied simultaneously to aid the ED separation of neutral AAs.
Process for the production of methacrylic acid
Nôtre, J. Le; Scott, E.L. ; Croes, R.L. ; Haveren, J. van - \ 2015
Octrooinummer: WO2015030580, verleend: 2015-03-05.
Disclosed is a method of making methacrylic acid, or a carboxylic derivative thereof, from itaconic acid, isomers, or precursors thereof. A starting material comprising an acid selected from the group consisting of itaconic acid, citraconic acid, mesaconic acid, citric acid, aconitic acid, isocitric acid and mixtures thereof, is subjected to contact with 0.1 eq. to 3.0 eq. of a base, at a temperature of 150°C to 350°C, under the influence of a transition metal-containing heterogeneous catalyst. A better yield at lower temperatures is achieved.
Conversion of polyhydroxybutyrate (PHB) to methyl crotonate for the production of biobased monomers
Spekreijse, J. ; Notre, J.E.L. Le; Sanders, J.P.M. ; Scott, E.L. - \ 2015
Journal of Applied Polymer Science 132 (2015)35. - ISSN 0021-8995 - 8 p.
gas-chromatographic analysis - thermal-degradation - poly(-(d)-beta-hydroxybutyric acid) - quantitative-analysis - abiotic hydrolysis - activated-sludge - molecular-weight - polyhydroxyalkanoates - poly(3-hydroxybutyrate) - alkaline
Within the concept of the replacement of fossil with biobased resources, bacterial polyhydroxybutyrate (PHB) can be obtained from volatile fatt y acids (VFAs) from agro-food waste streams and used as an intermediate toward attractive chemicals. Here we address a crucial step in this process, the conversion of PHB to methyl crotonate (MC), which can be converted via cross- metathesis w ith ethylene to methyl acrylate and propylene, two important monomers for the plastics industry. The conversion of PHB to MC proceeds via a thermolysis of PHB to crotonic acid (CA), followed by an esterification to MC. At pressures below 18 bar, the thermolysis of PHB to CA is the rate-determining step, where above 18 bar, the esterification of CA to MC becomes rate lim- iting. At 2008C and 18 bar, a full conversion and 60% selectiv ity to MC is obtained. This conversion circumvents processing and application issues of PHB as a polymer and allows PHB to be used as an intermediate to produce biobased chemicals.
Deoxygenation of biobased molecules by decarboxylation and decarbonylation – a review on the role of heterogeneous, homogeneous and bio-catalysis
Dawes, G.J.S. ; Scott, E.L. ; Notre, J.E.L. Le; Sanders, J.P.M. ; Bitter, J.H. - \ 2015
Green Chemistry 17 (2015). - ISSN 1463-9262 - p. 3231 - 3250.
alpha-amino-acids - nitrogen-containing chemicals - aliphatic carboxylic-acids - free fatty-acids - oxidative decarboxylation - levulinic acid - renewable resources - supercritical water - enzymatic catalysis - ethanol-production
Use of biomass is crucial for a sustainable supply of chemicals and fuels for future generations. Compared to fossil feedstocks, biomass is more functionalized and requires defunctionalisation to make it suitable for use. Deoxygenation is an important method of defunctionalisation. While thermal deoxygenation is possible, high energy input and lower reaction selectivity makes it less suitable for producing the desired chemicals and fuels. Catalytic deoxygenation is more successful by lowering the activation energy of the reaction, and when designed correctly, is more selective. Catalytic deoxygenation can be performed in various ways. Here we focus on decarboxylation and decarbonylation. There are several classes of catalysts: heterogeneous, homogeneous, bio- and organocatalysts and all have limitations. Homogeneous catalysts generally have superior selectivity and specificity but separation from the reaction is cumbersome. Heterogeneous catalysts are more readily isolated and can be utilised at high temperatures, however they have lower selectivity in complex reaction mixtures. While bio-catalysts can operate at ambient temperatures, the volumetric productivity is lower. Therefore it is not always apparent in advance which catalyst is the most suitable in terms of conversion and selectivity under optimal process conditions. Here we compare classes of catalysts for the decarboxylation and decarbonylation of biobased molecules and discuss their limitations and advantages. We mainly focus on the activity of the catalysts and find there is a strong correlation between specific activity (turn over frequency) and temperature for metal based catalysts (homogeneous or heterogeneous). Thus one is not more active than the other at the same temperature. Alternatively, enzymes have a higher turnover frequency but drawbacks (low volumetric productivity) should be overcome.
Synthesis of bio-based methacrylic acid by decarboxylation of itaconic acid and citric acid catalyzed by solid transition-metal catalysts
Notre, J.E.L. le; Witte-van Dijk, S.C.M. ; Haveren, J. van; Scott, E.L. ; Sanders, J.P.M. - \ 2014
ChemSusChem 7 (2014)9. - ISSN 1864-5631 - p. 2712 - 2720.
renewable resources - supercritical water - reaction pathways - fatty-acids - chemicals - biomass - decarbonylation - deoxygenation - conversion - plastics
Methacrylic acid, an important monomer for the plastics industry, was obtained in high selectivity (up to 84%) by the decarboxylation of itaconic acid using heterogeneous catalysts based on Pd, Pt and Ru. The reaction takes place in water at 200–2508C without any external added pressure, conditions significantly milder than those described previously for the same conversion with better yield and selectivity. A comprehensive study of the reaction parameters has been performed, and the isolation of methacrylic acid was achieved in 50% yield. The decarboxylation procedure is also applicable to citric acid, a more widely available bio-based feedstock, and leads to the production of methacrylic acid in one pot in 41% selectivity. Aconitic acid, the intermediate compound in the pathway from citric acid to itaconic acid was also used successfully as a substrate.
Check title to add to marked list
<< previous | next >>

Show 20 50 100 records per page

Please log in to use this service. Login as Wageningen University & Research user or guest user in upper right hand corner of this page.