Achievements and Trends in Biocatalytic Synthesis of Specialty Polymers from Biomass-Derived Monomers Using Lipases

Todea, Anamaria; Dreavă, Diana-Maria; Benea, Ioana Cristina; Bîtcan, Ioan; Péter, Fráncisc; Boeriu, Carmen G.

doi:10.3390/pr9040646

Cited by 16 publications

(13 citation statements)

References 181 publications

(181 reference statements)

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“…It is a versatile enzyme that accepts a wide variety of substrates [6]. Thus, CALB can be employed as a biocatalyst for the synthesis of various polyesters, replacing the organometallic catalyst and allowing milder reaction conditions [7,8]. As an example, our team studied the synthesis of various biobased aliphatic polyesters [9][10][11].…”

Section: Introductionmentioning

confidence: 99%

Ferulic Acid as Building Block for the Lipase-Catalyzed Synthesis of Biobased Aromatic Polyesters

2021

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Enzymatic synthesis of aromatic biobased polyesters is a recent and rapidly expanding research field. However, the direct lipase-catalyzed synthesis of polyesters from ferulic acid has not yet been reported. In this work, various ferulic-based monomers were considered for their capability to undergo CALB-catalyzed polymerization. After conversion into diesters of different lengths, the CALB-catalyzed polymerization of these monomers with 1,4-butanediol resulted in short oligomers with a DPn up to 5. Hydrogenation of the double bond resulted in monomers allowing obtaining polyesters of higher molar masses with DPn up to 58 and Mw up to 33,100 g·mol−1. These polyesters presented good thermal resistance up to 350 °C and Tg up to 7 °C. Reduction of the ferulic-based diesters into diols allowed preserving the double bond and synthesizing polyesters with a DPn up to 19 and Mw up to 15,500 g·mol−1 and higher Tg (up to 21 °C). Thus, this study has shown that the monomer hydrogenation strategy proved to be the most promising route to achieve ferulic-based polyester chains of high DPn. This study also demonstrates for the first time that ferulic-based diols allow the synthesis of high Tg polyesters. Therefore, this is an important first step toward the synthesis of competitive biobased aromatic polyesters by enzymatic catalysis.

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Section: Introductionmentioning

confidence: 99%

Ferulic Acid as Building Block for the Lipase-Catalyzed Synthesis of Biobased Aromatic Polyesters

2021

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“…Taking into account the reversibility of enzymatic reactions, it can be assumed that the products of enzymatic polymerization can be biodegradable plastics, and monomers for enzymatic polymerization can be obtained from both renewable and fossil resources. With the depletion of fossil resources and large-scale pollution of the planet by non-biodegradable plastic waste, the trend of sustainable exploitation of renewable resources for the production of biodegradable polymeric materials is growing [ 56 , 57 ]. Taking advantage of the structural diversity of various biomass resources, recent research activities were focused on the synthesis of renewable monomers and biodegradable polymers.…”

Section: Biodegradability Of Polymersmentioning

confidence: 99%

Prospects of Using Biocatalysis for the Synthesis and Modification of Polymers

Nikulin

Švedas

2021

Molecules

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Trends in the dynamically developing application of biocatalysis for the synthesis and modification of polymers over the past 5 years are considered, with an emphasis on the production of biodegradable, biocompatible and functional polymeric materials oriented to medical applications. The possibilities of using enzymes not only as catalysts for polymerization but also for the preparation of monomers for polymerization or oligomers for block copolymerization are considered. Special attention is paid to the prospects and existing limitations of biocatalytic production of new synthetic biopolymers based on natural compounds and monomers from biomass, which can lead to a huge variety of functional biomaterials. The existing experience and perspectives for the integration of bio- and chemocatalysis in this area are discussed.

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“…The oligomer was obtained through a green biocatalytic route, from ε-caprolactone and 12-hydroxystearic acid using a microbial lipase, as previously reported [ 24 ], and was proved to be efficient for the nanoencapsulation of sorafenib [ 25 ]. It belongs to a new class of biobased oligomers of hydroxy acids, which are increasingly considered for biomedical and cosmetic applications [ 26 ]. Polyesters synthesised by enzymatic catalysis attracted special interest in the last period as drug delivery platforms, particularly for anticancer treatments [ 27 ].…”

Section: Introductionmentioning

confidence: 99%

Co-Entrapment of Sorafenib and Cisplatin Drugs and iRGD Tumour Homing Peptide by Poly[ε-caprolactone-co-(12-hydroxystearate)] Copolymer

et al. 2021

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The drug-loaded nanocarriers have overcome various challenges compared with the pure chemotherapeutic drug, such as limited bioavailability, multiple drug resistance, poor patient compliance, and adverse drug reactions, offering advantages such as protection from degradation in the blood stream, better drug solubility, and improved drug stability. One promising group of controlled and targeted drug delivery systems is polymer-based nanoparticles that can sustain the release of the active agent by diffusion and their degradation. Sorafenib is the only drug that can prolong the life of patients suffering from hepatocellular carcinoma. Cisplatin remains one of the most widely used broad-spectrum anticancer drugs for the treatment of a variety of solid tumours. Nanoformulations can exert a synergistic effect by entrapping two drugs with different modes of action, such as sorafenib and cisplatin. In our study, polymeric nanoparticles were prepared with a good production yield by an improved double emulsion solvent evaporation method using the copolymer of 12-hydroxystearic acid with ε-caprolactone (12CL), a biocatalytically synthesised biocompatible and biodegradable carrier, for the co-entrapment of sorafenib and cisplatin in nanotherapeutics. A bovine serum albumin (BSA) model compound was used to increase the cisplatin incorporation; then, it was successfully substituted by a iRGD tumour penetrating peptide that might provide a targeting function of the nanoparticles.

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Achievements and Trends in Biocatalytic Synthesis of Specialty Polymers from Biomass-Derived Monomers Using Lipases

Cited by 16 publications

References 181 publications

Ferulic Acid as Building Block for the Lipase-Catalyzed Synthesis of Biobased Aromatic Polyesters

Ferulic Acid as Building Block for the Lipase-Catalyzed Synthesis of Biobased Aromatic Polyesters

Prospects of Using Biocatalysis for the Synthesis and Modification of Polymers

Co-Entrapment of Sorafenib and Cisplatin Drugs and iRGD Tumour Homing Peptide by Poly[ε-caprolactone-co-(12-hydroxystearate)] Copolymer

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