Biosynthesis and property evaluation of poly(3-hydroxybutyrate-co-2-hydroxyalkanoate) containing 2-hydroxy-3-(4-hydroxyphenyl)propionate unit

IF 6.3 2区 化学 Q1 POLYMER SCIENCE Polymer Degradation and Stability Pub Date : 2025-02-19 DOI:10.1016/j.polymdegradstab.2025.111277
Zihan Qie, Ramamoorthi M Sivashankari, Yuki Miyahara, Takeharu Tsuge
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Abstract

Polyhydroxyalkanoate (PHA) biosynthesis has been performed using hydrophobic amino acids such as leucine, phenylalanine, and methionine as 2-hydroxyalkanoate (2HA) precursors, utilizing 2HA monomer-supplying enzymes (LdhA and HadA) derived from Clostridioides difficile. In this study, l-tyrosine was used as a 2HA precursor in the biosynthesis of poly(3-hydroxybutyrate-co-2HA) [P(3HB-co-2HA)] containing 2‑hydroxy-3-(4-hydroxyphenyl)propionate (2H3PhOHP), which shares the same carbon backbone as tyrosine and has hydroxy group in the side chain. The recombinant Escherichia coli DH5α, having the PHA biosynthesis pathway, was cultured by feeding glucose and l-tyrosine. The biosynthesized PHA was characterized by 1H nuclear magnetic resonance (NMR), which revealed incorporation of the 2H3PhOHP unit into PHA up to 4.1 mol%. Modifying the phenol group of the 2H3PhOHP unit was performed using 2‑chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane, and phosphitylation was confirmed by 31P NMR analysis. Furthermore, the polymers' thermal and mechanical properties and wettability were investigated. Introducing 2H3PhOHP units into PHA led to a decrease in crystallinity and an increase in glass transition temperature and surface wettability. Thus, the 2H3PhOHP unit is a new type of building block for PHA that changes material properties and provides a hydroxyl group in the side chain as a chemical modification site to further improve the material properties of PHA.
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来源期刊
Polymer Degradation and Stability
Polymer Degradation and Stability 化学-高分子科学
CiteScore
10.10
自引率
10.20%
发文量
325
审稿时长
23 days
期刊介绍: Polymer Degradation and Stability deals with the degradation reactions and their control which are a major preoccupation of practitioners of the many and diverse aspects of modern polymer technology. Deteriorative reactions occur during processing, when polymers are subjected to heat, oxygen and mechanical stress, and during the useful life of the materials when oxygen and sunlight are the most important degradative agencies. In more specialised applications, degradation may be induced by high energy radiation, ozone, atmospheric pollutants, mechanical stress, biological action, hydrolysis and many other influences. The mechanisms of these reactions and stabilisation processes must be understood if the technology and application of polymers are to continue to advance. The reporting of investigations of this kind is therefore a major function of this journal. However there are also new developments in polymer technology in which degradation processes find positive applications. For example, photodegradable plastics are now available, the recycling of polymeric products will become increasingly important, degradation and combustion studies are involved in the definition of the fire hazards which are associated with polymeric materials and the microelectronics industry is vitally dependent upon polymer degradation in the manufacture of its circuitry. Polymer properties may also be improved by processes like curing and grafting, the chemistry of which can be closely related to that which causes physical deterioration in other circumstances.
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