JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
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2018
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IF 3.412
Siyuan Liu,Xiaoxi Li,Ling Chen,Lin Li,Bing Li,Jie Zhu
In order to control d-limonene permeability, cellulose nanocrystals (CNC) were used to regulate starch-based film multiscale structures. The effect of sphere-like cellulose nanocrystal (CS) and rod-like cellulose nanocrystal (CR) on starch molecular interaction, short-range molecular conformation, crystalline structure, and micro-ordered aggregated region structure were systematically discussed. CNC aspect ratio and content were proved to be independent variables to control d-limonene permeability via film-structure regulation. New hydrogen bonding formation and increased hydroxypropyl starch (HPS) relative crystallinity could be the reason for the lower d-limonene permeability compared with tortuous path model approximation. More hydrogen bonding formation, higher HPS relative crystallinity and larger size of micro-ordered aggregated region in CS0.5 and CR2 could explain the lower d-limonene permeability than CS2 and CR0.5, respectively. This study provided new insight for the control of the flavor release from starch-based films, which favored its application in biodegradable food packaging and flavor encapsulation.
研究领域:
材料科学
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食品科学
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产品关联
DOI
PubMed
高影响因子
EUROPEAN POLYMER JOURNAL
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2020
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IF 3.862
Yangyang Zhu,Fei Gao,Jiang Zhong,Liang Shen,Yangju Lin
The utilization of bio-based precursors to prepare materials is highly desirable for the consideration of sustainable energy and materials. Vitrimers have received considerable attention because of their high mechanical performance that is comparable to conventional thermosets and advantageous reprocessability that allows to be recycled. However, most vitrimers are prepared from petroleum-based raw materials, and only a few examples employ bio-based raw materials, of which most utilize transesterification dynamic chemistry that often requires external catalyst that may leach or decompose during reprocessing. Herein, we report a catalyst-free vinylogous urethane vitrimer derived from renewable castor oil and DL-limonene. Prepared vitrimer shows excellent reprocessability and shape memory properties. We also envisaged that the strategy of preparing bio-based vitrimers reported here can be generalized to other bio-based raw materials that are rich in double bonds.
研究领域:
材料科学
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可持续化学
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高分子化学
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DOI
高影响因子
Biotechnology for Biofuels
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2019
·Vol. 12
·期 1
·1-18
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IF 5.452
Pang Yaru,Zhao Yakun,Li Shenglong,Zhao Yu,Li Jian,Hu Zhihui,Zhang Cuiying,Xiao Dongguang,Yu Aiqun
Background Limonene is an important biologically active natural product widely used in the food, cosmetic, nutraceutical and pharmaceutical industries. However, the low abundance of limonene in plants renders their isolation from plant sources non-economically viable. Therefore, engineering microbes into microbial factories for producing limonene is fast becoming an attractive alternative approach that can overcome the aforementioned bottleneck to meet the needs of industries and make limonene production more sustainable and environmentally friendly. Results In this proof-of-principle study, the oleaginous yeast Yarrowia lipolytica was successfully engineered to produce both d -limonene and l -limonene by introducing the heterologous d -limonene synthase from Citrus limon and l -limonene synthase from Mentha spicata , respectively. However, only 0.124 mg/L d -limonene and 0.126 mg/L l -limonene were produced. To improve the limonene production by the engineered yeast Y. lipolytica strain, ten genes involved in the mevalonate-dependent isoprenoid pathway were overexpressed individually to investigate their effects on limonene titer. Hydroxymethylglutaryl-CoA reductase (HMGR) was found to be the key rate-limiting enzyme in the mevalonate (MVA) pathway for the improving limonene synthesis in Y. lipolytica . Through the overexpression of HMGR gene, the titers of d -limonene and l -limonene were increased to 0.256 mg/L and 0.316 mg/L, respectively. Subsequently, the fermentation conditions were optimized to maximize limonene production by the engineered Y. lipolytica strains from glucose, and the final titers of d -limonene and l -limonene were improved to 2.369 mg/L and 2.471 mg/L, respectively. Furthermore, fed-batch fermentation of the engineered strains Po1g KdHR and Po1g KlHR was used to enhance limonene production in shake flasks and the titers achieved for d -limonene and l -limonene were 11.705 mg/L (0.443 mg/g) and 11.088 mg/L (0.385 mg/g), respectively. Finally, the potential of using waste cooking oil as a carbon source for limonene biosynthesis from the engineered Y. lipolytica strains was investigated. We showed that d -limonene and l -limonene were successfully produced at the respective titers of 2.514 mg/L and 2.723 mg/L under the optimal cultivation condition, where 70% of waste cooking oil was added as the carbon source, representing a 20-fold increase in limonene titer compared to that before strain and fermentation optimization. Conclusions This study represents the first report on the development of a new and efficient process to convert waste cooking oil into d -limonene and l -limonene by exploiting metabolically engineered Y. lipolytica strains for fermentation. The results obtained in this study lay the foundation for more future applications of Y. lipolytica in converting waste cooking oil into various industrially valuable products.
研究领域:
生物技术
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代谢工程
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微生物学
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可持续化学
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生物化学工程
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
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2026
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IF 6.7
Weiying Zhao,Yanzhe Shang,Meiyu Pan,Peng Fei,Yuying Wang,Yuanchan Luo,Hui Wu
Limonene is a high-value monoterpenoid used in food, pharmaceutical, and fragrance applications. To overcome limitations of conventional production, this study developed a biosynthesis platform using acetate as the sole carbon source. Acetate is an ideal nonfood substrate that can be sustainably derived from industrial waste streams, syngas, and CO2 reduction. Initially, the heterologous synthetic pathway was constructed to yield 0.13 mg/L limonene from acetate. By introducing the mutated EfMVASA110G to enhance catalytic efficiency, along with promoter engineering and substitution of the synthesis substrate, the production titer was enhanced to 49.24 mg/L. Subsequent host optimization through NADPH regeneration and pathway knockout, combined with fermentation optimization, increased the titer to 167.45 mg/L. Ultimately, whole-cell biocatalysis achieved 450.72 mg/L, establishing the highest reported acetate-based limonene titer. Overall, this study establishes a framework for biosynthesis of high-value terpenoids from nonfood feedstocks and demonstrates acetate as a promising carbon source for advanced bioproduction systems.
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DOI
高影响因子
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
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2018
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IF 3.909
Ping Shao,Haoya Zhang,Ben Niu,Ligang Jiang
It was previously found that R-(+)-Limonene emulsion could be stabilized by Ulva fasciata polysaccharide . In the present study, emulsions of R-(+)-Limonene were developed for coating of strawberries to improve the shelf life and microbiological safety. Edible coatings with at least 0.15% w/w of R-(+)-Limonene improved the microbial stability of the strawberries, resulted effective in the decontamination of external pathogens such as Escherichia coli , Bacillus subtilis and Staphylococcus aureus . Changes in weight loss, total soluble solid (TSS), pH, total phenolic, ascorbic acid , textural properties and surface color of strawberries during storage were evaluated. R-(+)-Limonene emulsions were effective for decreasing water loss of all the fruit samples tested. The decrease in TSS values was higher in the control strawberries. Initial decreases followed by increases of pH during storage of strawberries. The amount of total phenols detected in control fruit sharply increased during the first 6 days then remained steady, whereas the total soluble phenols content of treated strawberries gradually increased during storage. Strawberries coated with emulsion had higher L* and a* values as compared to control fruits. The R-(+)-Limonene coatings have demonstrated the potential to inhibit foodborne pathogen contamination of strawberries, and prolong their shelf life.
研究领域:
食品科学
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植物化学
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微生物学
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DOI
高影响因子
Food Bioengineering
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2024
·Vol. 3
·期 3
·323-336
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IF 0
Simin Feng,Yitong Tian,Jialu Sheng,Jiahao Yu,Yang Lin,Kseniya Hileuskaya,Aliaksandr Kraskouski,Huiliang Li,Zhihong Lin,Ping Shao
In this research, nanostructured lipid carriers (NLCs) loaded with limonene were developed using various solid lipids. The impact of high temperatures on the characteristics of NLCs was investigated. NLCs exhibited zeta potential values exceeding |30| mV, indicating excellent homogeneity and stability. Increasing the carbon chain length of monoglycerides from C15 to C21 resulted in a corresponding increase in particle size of NLCs from 219.1 ± 1.1 to 243.3 ± 0.9 nm. However, the particle size remained relatively constant with an increase in the number of solid lipid carbon chains. Encapsulation efficiency of limonene increased from 66.0 ± 0.7% to 86.2 ± 0.8% with an increase in the number of solid lipid carbon chains. The result showed that more ester bonds facilitated the dissolution of the target and enhanced the interaction forces between solid lipids and the target. X-ray diffraction, Fourier transform-infra-red spectroscopy and differential scanning calorimetry analyses confirmed effective encapsulation of limonene in NLCs, resulting in good stability. NLCs prepared from various solid lipids exhibited varying properties. Glycerol triglyceride demonstrated superior stability and homogeneity of nanoparticles under high-temperature conditions compared to other solid lipids. This study provides enhancing the thermal stability of limonene-loaded NLCs and proposes a novel approach for their practical application.
研究领域:
药剂学
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材料科学
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食品化学
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DOI
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
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2025
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IF 8.5
Yanping Liu,Ying Zou,Hong Hu,Hongxia Gao,Yuan Yuan,Mianhong Chen,Ruyi Li,Yaping Dai,Xiaobing Huang,Chenghui Zhang,Jihua Li,Wei Zhou
Natural essential oils, such as d -limonene, are frequently used as flavoring agents and fragrances in the food industry. However, their susceptibility to volatilization and chemical degradation poses challenges for widespread application. In this study, cellulose nanocrystals (CNCs) and cellulose nanofibers (CNFs) were used to stabilize palm oils (POs) with different melting points to prepare Pickering emulsions (PEs) for the encapsulation of d -limonene. The physicochemical properties, environmental stability, 3D printing performance, and retention of d -limonene were explored. It results indicated that CNFs stabilized PO emulsions exhibit a stronger gel network structure, particularly pronounced in high melting point PO. CNF-stabilized emulsions enhanced stability to pH changes, salt ion, and storage conditions, due to a greater gel structure. Notably, it should be noted that CNCs and CNFs slowed down the release of d -limonene in both fresh and heat-treated emulsions. Furthermore, CNCs and CNFs emulsions as 3D printing inks, ensure accurate and stable formation of target shapes. The volatilization of d -limonene during the process was effectively suppressed (<9 %). The lower release of d -limonene in CNF emulsions (<2.8 %) could be linked to the tight distribution of CNF particles between the oil/water interface and the droplets, which makes the emulsion more resistant to extrusion. This study provides valuable insights into the use of PEs for encapsulating flavor components in 3D printing applications.
研究领域:
食品科学
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材料科学
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化学工程
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产品关联
DOI
PubMed
高影响因子
PROCESS SAFETY AND ENVIRONMENTAL PROTECTION
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2023
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IF 7.8
Yulin Zhang,Guozhao Ji,Aimin Li
The goal of producing limonene epoxide and separating p -cymene from tire pyrolysis oil (TPO) could be achieved after epoxidation . However, the existing catalytic epoxidation process has the problem of cumbersome catalyst separation process, which is not conducive to industrial applications. In this work, the heterogeneous catalysts polyoxometalate-SBA-15 were prepared with the point of simplifying separation process. Heteropoly acid anions (phosphotungstic acid or peroxophosphotungstic acid) with catalytic active successfully enter the mesoporous pores of SBA-15, exhibiting high limonene conversion in the TPO system. The PW 4 species produced by phosphotungstic acid after oxidation of H 2 O 2 was favorable for improving the selectivity of epoxidation. The catalyst S- D -PW 4 prepared showed high catalytic activity and epoxidation selectivity with the condition of H 2 O 2 as an oxidant and free of solvent. Furthermore, A statistical experimental approach was used to comprehensively evaluate the reaction conditions. The conversion of limonene in TPO could reach 99.78%, and the yield of 1,2-limonene epoxide and diepoxide were 67.96% and 20.16%, respectively. A variety of characterization techniques such as 31 P NMR, XPS, and ICP were employed to analyze the difference in catalyst before and after epoxidation. S- D -PW 4 could be easily separated and the catalytic activity and epoxidation selectivity remained high after 5 cycles.
研究领域:
化学工程
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催化材料
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产品关联
DOI
高影响因子
International Journal of Polymer Science
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2017
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IF 1.077
Yunzhen Yao,Ding Ding,Hongyuan Shao,Qifan Peng,Yaqin Huang
Fish gelatin-chitosan edible films with D-limonene were successfully prepared, which exhibited exceptional mechanical properties and antimicrobial activity. It has been demonstrated that water-soluble chitosan, fish gelatin, and D-limonene could be a candidate precursor to prepare low cost and high-performance edible food packaging material. The results showed that D-limonene in the films could effectively resist the penetration of light and water because of its hydrophobicity. Moreover, the elongation at break (EAB) increased with the addition of D-limonene, which indicated that D-limonene served as a strong plasticizer for the film. Microscopic characterization showed that D-limonene was uniformly distributed in the as-prepared film. And we found that the film exhibited strong antibacterial activity against Escherichia coli (E. coli). All the results indicate that the as-prepared film could be a promising food packaging.
研究领域:
材料科学
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食品科学
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生物技术
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DOI
高影响因子
FOOD RESEARCH INTERNATIONAL
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2025
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IF 8
Simin Feng,Yitong Tian,Jiahao Yu,Yang Lin,Alan Giovanini de Oliveira Sartori,Ping Shao
Improving the acid stability of nanostructured lipid carriers (NLCs) is critical for broadening their engineering applications. The integration of NLCs with hydrogels results in a more stable, multifunctional system that facilitates the effective and sustained release of bioactive ingredients. In this study, The chitosan/alginate hydrogel (CAH) exhibited minimal limonene release under combined high-temperature and acidic conditions when the degree of carboxyl substitution (DS) of chitosan reached 17.68 ± 0.14 % (NLC-CAH1). It exhibited the lowest release rate and superior stability under high-temperature and acidic conditions. The cumulative release rates of limonene in NLC and NLC-CAH1 within 3 h of acid solution were 35.24 ± 0.97 % and 22.41 ± 2.09 %, respectively. The hydrogels effectively delayed the release of NLCs, reducing the release rate of limonene and facilitating a prolonged release of bioactive ingredients. Consequently, the NLCs-hydrogel system represents a novel delivery mechanism, and offers innovative strategies for the administration of lipophilic bioactive compounds.
研究领域:
药剂学
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生物材料科学
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
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2014
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IF 3.107
Mohamed Reda Zahi,Pingyu Wan,Hao Liang,Qipeng Yuan
d-Limonene organogel-based nanoemulsion was prepared by high-pressure homogenization technology. The organogelator type had a major role on the formation of the formulations, in which stearic acid has given nanoemulsions with the smallest droplet size. The surfactant type and concentration also had an appreciable effect on droplet formation, with Tween 80 giving a mean droplet diameter (d ≈ 112 nm) among a range of non-ionic surfactants (Tween 20, 40, 60, 80, and 85). In addition, high-pressure homogenization conditions played a key role in the nanoemulsion preparation. The stability of d-limonene organogel-based nanoemulsion was also investigated under two different temperatures (4 and 28 °C) through 2 weeks of storage. Results showed a good stability of the formulations, which is maybe due to the incorporation of d-limonene into the organogel prior to homogenization. This study may have a valuable contribution for the design and use of organogel-based nanoemulsion as a delivery system in food.
研究领域:
食品科学
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化学工程
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材料科学
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产品关联
DOI
PubMed
高影响因子
SEPARATION AND PURIFICATION TECHNOLOGY
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2023
·
IF 8.6
Yulin Zhang,Shuo Cheng,Guozhao Ji,Aimin Li
The light fractions of tire pyrolysis oil (TPO) are rich in valuable chemicals, such as limonene, but the utilization of TPO-derived limonene or limonene derivatives was limited by the difficulties to separate limonene from the rest compounds, especially p -cymene which has a similar molecular structure and physical properties (molecular size, melting point and boiling point) as limonene. In order to utilize limonene and separate p -cymene, this study took advantage of the difference in oxidizability between limonene and p -cymene, and proposed a method of epoxidizing TPO before the separation. After epoxidation, limonene was successfully converted into limonene epoxides, while aromatic compounds in TPO such as p -cymene were inert and non-oxidizable. Limonene epoxides have a higher boiling point than p -cymene, so the limonene epoxides can be easily refined by distillation. In order to accelerate the oxidation of limonene, a peroxophosphotungstate catalyst was used as a sustainable solvent-free process. The fraction of TPO between 160 and 190 °C which has 298 g/L limonene was tested in this study. The epoxidation of the TPO 160-190 could reach complete conversion to limonene 1,2-oxides and diepoxide limonene. The resulting oil could be divided into p -cymene enriched fraction and limonene epoxides enriched fraction by simple distillation, and the limonene epoxides enriched fraction contained more than 80% of limonene epoxides. The catalytic mechanism was proposed with the assistance of FT-IR, GC–MS, and 31 P NMR analysis. This work presents a novel strategy of epoxidizing limonene for limonene epoxide and p -cymene separation, which could bring a breakthrough for limonene epoxide and p -cymene production from waste-derived oils.
研究领域:
化学工程
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环境科学
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产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）