Valorization of Corn Seed Oil Acid Degumming Waste for Phospholipids Preparation by Phospholipase D-Mediated Processes

Allegretti, Chiara; Bono, Andrea; D’Arrigo, Paola; Denuccio, Francesca; Simeis, Davide De; Lecce, Giuseppe Di; Serra, Stefano; Tessaro, Davide; Viola, Mariacristina

doi:10.3390/catal10070809

Cited by 4 publications

(4 citation statements)

References 49 publications

(29 reference statements)

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“…1.4.4) from Streptomyces netropsis which is an enzyme able to catalyse, in a biphasic solvent system, the exchange of the polar head of PLs in the presence of an appropriate nucleophile X-OH (see Scheme 1). [12,17] It should be pointed out that this microorganism produces, as reported also for different members of the Streptomyces family, a protein displaying a quite unique property among hydrolytic PLDs: [18] the capacity to selectively catalyse the transesterification PC even in the presence of water, leading to a new PL, indicated as PX in Scheme 1. [17a,19] Indeed, the presence of water should lead to the formation of the undesired phosphatidic acid (PA).…”

Section: Conversion Of Sf4-s In Selected Plsmentioning

confidence: 99%

“…[11] For this purpose, the authors have recently exploited an analogue residue coming from corn oil processing. [12] However, in this work, the attention is focused on the recovery and the enhancement of the water degumming waste coming from soybean oil refining plants for high value PLs production. The final aim is to establish a simple procedure as a valid alternative to the currently employed expensive and wasteful disposals.…”

Section: Introductionmentioning

confidence: 99%

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Exploitation of Soybean Oil Acid Degumming Waste: Biocatalytic Synthesis of High Value Phospholipids

et al. 2021

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The acid degumming waste of the seeds oil refining industry is currently disposed of, but, instead, it could be exploited as an important source for the preparation of many products. In this work, the waste coming from the soybean oil refining step was first recovered and treated, allowing the isolation of a fraction enriched of phospholipids (PLs). Then, the latter was transformed, via an enzymatic reaction catalysed by phospholipase D (from Streptomyces netropsis), into more valuable products: polar head modified PLs-enriched mixtures containing phosphatidylserine (PS), phosphatidylglycerol (PG), phosphatidyle-thanolamine (PE) and phosphatidylhydroxybutyrate (PB). In the following we show how biocatalysis can be exploited for the production of value-added PLs, to be used as functional food and nutraceutical ingredients, from a renewable feedstock. This alternative to the industrial usual disposal procedures should impart to the whole process a greater value in terms of carbon recycling, in agreement with the paradigms of bioeconomy for a wiser reuse of renewable resources in a circular economy perspective.

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Section: Conversion Of Sf4-s In Selected Plsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Exploitation of Soybean Oil Acid Degumming Waste: Biocatalytic Synthesis of High Value Phospholipids

et al. 2021

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“…The substrate used for all experiments was a commercial PC from soya beans which was preliminarily purified by precipitation in cold acetone. The acyl chains pattern of PC was identified with the method by ESI/MS and GC/MS previously reported [70]. The fatty acid chains composition is reported in Figure 3 and Table 3.…”

Section: Transphosphatidylation Reactionsmentioning

confidence: 99%

Reactive Deep Eutectic Solvents (RDESs): A New Tool for Phospholipase D-Catalyzed Preparation of Phospholipids

et al. 2021

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The use of Reactive Deep Eutectic Solvents (RDESs) in the preparation of polar head modified phospholipids (PLs) with phospholipase D (PLD)-catalyzed biotransformations has been investigated. Natural phosphatidylcholine (PC) has been submitted to PLD-catalyzed transphosphatidylations using a new reaction medium composed by a mixture of RDES/buffer. Instead of exploiting deep eutectic solvents conventionally, just as the reaction media, these solvents have been designed here in order to contribute actively to the synthetic processes by participating as reagents. RDESs were prepared using choline chloride or trimethyl glycine as hydrogen-bond acceptors and glycerol or ethylene glycol, as hydrogen-bond donors as well as nucleophiles for choline substitution. Specifically designed RDES/buffer reaction media allowed the obtainment of PLs with optimized yields in the perspective of a sustainable process implementation.

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“…Crude lecithins contain approximatively PLs and oil spanning in a range of 60 to 30 (w/w). The principal components of PL fraction are PC, PE, PI and PA, which could be all separated and obtained with a high degree of purity by solvent partitioning and chromatographic steps [46].…”

Section: Polar Head Modificationmentioning

confidence: 99%

Polar Head Modified Phospholipids by Phospholipase D-Catalyzed Transformations of Natural Phosphatidylcholine for Targeted Applications: An Overview

et al. 2020

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This review describes the use of phospholipase D (PLD) to perform the transphosphatidylation of the most common natural phospholipid (PL), phosphatidylcholine (PC) to obtain polar head modified phospholipids with real targeted applications. The introduction of different polar heads with distinctive physical and chemical properties such as charge, polarity and dimensions allows the obtainment of very different PLs, which can be exploited in very diverse fields of application. Moreover, the inclusions of a bioactive moiety in the PL polar head constitutes a powerful tool for the stabilization and administration of active ingredients. The use of this biocatalytic approach allows the preparation of compounds which cannot be easily obtained by classical chemical methods, by using mild and green reaction conditions. PLD is a very versatile enzyme, able to catalyze both the hydrolysis of PC to choline and phosphatidic acid (PA), and the transphosphatidylation reaction in the presence of an appropriate alcohol. The yield of production of the desired product and the ratio with the collateral PA formation is highly dependent on parameters such as the nature and concentration of the alcohol and the enzymatic source. The application of PLD catalyzed transformations for the production of a great number of PLs with important uses in medical, nutraceutical and cosmetic sectors will be discussed in this work.

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Valorization of Corn Seed Oil Acid Degumming Waste for Phospholipids Preparation by Phospholipase D-Mediated Processes

Cited by 4 publications

References 49 publications

Exploitation of Soybean Oil Acid Degumming Waste: Biocatalytic Synthesis of High Value Phospholipids

Exploitation of Soybean Oil Acid Degumming Waste: Biocatalytic Synthesis of High Value Phospholipids

Reactive Deep Eutectic Solvents (RDESs): A New Tool for Phospholipase D-Catalyzed Preparation of Phospholipids

Polar Head Modified Phospholipids by Phospholipase D-Catalyzed Transformations of Natural Phosphatidylcholine for Targeted Applications: An Overview

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