Presentation of the progress and future outlook of the chitin valorisation project at the annual DAS Conference, Utrecht.
The synthesis of aromatic compounds from biomass-derived furans is a key strategy in the pursuit of a sustainable economy. Within this field, a Diels–Alder/aromatization cascade reaction with chitin-based furans is emerging as a powerful tool for the synthesis of nitrogen-containing aromatics. In this study we present the conversion of chitin-based 3-acetamido-furfural (3A5F) into an array of di- and tri-substituted anilides in good to high yields (62–90%) via a hydrazone mediated Diels–Alder/aromatization sequence. The addition of acetic anhydride expands the dienophile scope and improves yields. Moreover, replacing the typically used dimethyl hydrazone with its pyrrolidine analogue, shortens reaction times and further increases yields. The hydrazone auxiliary is readily converted into either an aldehyde or a nitrile group, thereby providing a plethora of functionalized anilides. The developed procedure was also applied to 3-acetamido-5-acetylfuran (3A5AF) to successfully prepare a phthalimide.
Polyhydroxyalkanoates (PHAs) form a highly promising class of bioplastics for the transition from fossil fuel-based plastics to bio-renewable and biodegradable plastics. Mixed microbial consortia (MMC) are known to be able to produce PHAs from organic waste streams. Knowledge of key-microbes and their characteristics in PHA-producing consortia is necessary for further process optimization and direction towards synthesis of specific types of PHAs. In this study, a PHA-producing mixed microbial consortium (MMC) from an industrial pilot plant was characterized and further enriched on acetate in a laboratory-scale selector with a working volume of 5 L. 16S-rDNA microbiological population analysis of both the industrial pilot plant and the 5 L selector revealed that the most dominant species within the population is Thauera aminoaromatica MZ1T, a Gram-negative beta-proteobacterium belonging to the order of the Rhodocyclales. The relative abundance of this Thauera species increased from 24 to 40% after two months of enrichment in the selector-system, indicating a competitive advantage, possibly due to the storage of a reserve material such as PHA. First experiments with T. aminoaromatica MZ1T showed multiple intracellular granules when grown in pure culture on a growth medium with a C:N ratio of 10:1 and acetate as a carbon source. Nuclear magnetic resonance (NMR) analyses upon extraction of PHA from the pure culture confirmed polyhydroxybutyrate production by T. aminoaromatica MZ1T.
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The valorization of biowaste, by exploiting side stream compounds as feedstock for the sustainable production of bio-based materials, is a key step towards a more circular economy. In this regard, chitin is as an abundant resource which is accessible as a waste compound of the seafood industry. From a commercial perspective, chitin is chemically converted into chitosan, which has multiple industrial applications. Although the potential of chitin has long been established, the majority of seafood waste containing chitin is still left unused. In addition, current processes which convert chitin into chitosan are sub-optimal and have a significant impact on the environment. As a result, there is a need for the development of innovative methods producing bio-based products from chitin. This project wants to contribute to these challenges by performing a feasibility study which demonstrates the microbial bioconversion of chitin to polyhydroxyalkanoates (PHAs). Specifically, the consortium will attempt to cultivate and engineer a recently discovered bacterium Chi5, so that it becomes able to directly produce PHAs from chitin present in solid shrimp shell waste. If successful, this project will provide a proof-of-concept for a versatile microbial production platform which can contribute to: i) the valorization of biowaste from the seafood industry, ii) the efficient utilization of chitin as feedstock, iii) the sustainable and (potentially low-cost) production of PHAs. The project consortium is composed of: i) Van Belzen B.V., a Dutch shrimp trading company which are highly interested in the valorization of their waste streams, hereby making their business model more profitable and sustainable. ii) AMIBM, which have recently isolated and characterized the Chi5 marine-based chitinolytic bacterium and iii) Zuyd, which will link aforementioned partners with students in creating a novel collaboration which will stimulate the development of students and the translation of academic knowledge to a feasible application technology for SME’s.
