Bitter flavors and bitter compounds in foods: identification, perception, and reduction techniques.

Bitterness is one of the five basic tastes generally considered undesirable. The widespread presence of bitter compounds can negatively affect the palatability of foods. The classification and sensory evaluation of bitter compounds have been the focus in recent research. However, the rigorous identification of bitter tastes and further studies to effectively mask or remove them have not been thoroughly evaluated. The present paper focuses on identification of bitter compounds in foods, structural-based activation of bitter receptors, and strategies to reduce bitter compounds in foods. It also discusses the roles of metabolomics and virtual screening analysis in bitter taste. The identification of bitter compounds has seen greater success through metabolomics with multivariate statistical analysis compared to conventional chromatography, HPLC, LC-MS, and NMR techniques. However, to avoid false positives, sensory recognition should be combined. Bitter perception involves the structural activation of bitter taste receptors (TAS2Rs). Only 25 human TAS2Rs have been identified as responsible for recognizing numerous bitter compounds, showcasing their high structural diversity to bitter agonists. Thus, reducing bitterness can be achieved through several methods. Traditionally, the removal or degradation of bitter substances has been used for debittering, while the masking of bitterness presents a new effective approach to improving food flavor. Future research in food bitterness should focus on identifying unknown bitter compounds in food, elucidating the mechanisms of activation of different receptors, and developing debittering techniques based on the entire food matrix.

Discovery of Novel Rhizoctonia solani DHFR Inhibitors as Fungicides Using Virtual Screening.

Dihydrofolate reductase (DHFR) is an essential enzyme in the folate pathway and has been recognized as a well-known target for antibacterial and antifungal drugs. We discovered eight compounds from the ZINC database using virtual screening to inhibit Rhizoctonia solani (R. solani), a fungal pathogen in crops. These compounds were evaluated with in vitro assays for enzymatic and antifungal activity. Among these, compound Hit8 is the most active R. solani DHFR inhibitor, with the IC50 of 10.2 µM. The selectivity of inhibition is 22.3 against human DHFR with the IC50 of 227.7 µM. Moreover, Hit8 has higher antifungal activity against R. solani (EC50 of 38.2 mg L-1) compared with validamycin A (EC50 of 67.6 mg L-1), a well-documented fungicide. These results suggest that Hit8 may be a potential fungicide. Our study exemplifies a computer-aided method to discover novel inhibitors that could target plant pathogenic fungi.

Plant Protein-Derived Active Peptides: A Comprehensive Review.

Active peptides are a class of physiologically active protein fragments, which can be prepared from different sources. In the past few decades, the production of peptides with various effects from different plant proteins continues to receive academic attention. With advances in extraction, purification, and characterization techniques, plant protein-derived active peptides continue to be discovered. They have been proven to have various functional activities such as antioxidant, antihypertensive, immunomodulatory, antimicrobial, anti-inflammatory, antidiabetic, antithrombotic, and so on. In this review, we searched Web of Science and China National Knowledge Infrastructure for relevant articles published in recent years. There are 184 articles included in this manuscript. The current status of plant protein-derived active peptides is systematically introduced, including their sources, preparation, purification and identification methods, physiological activities, and applications in the food industry. Special emphasis has been placed on the problems of active peptide exploration and the future trend. Based on these, it is expected to provide theoretical reference for the further exploitation of plant protein-derived active peptides, and promote the healthy and rapid development of active peptide industry.

Metabolic engineering of oleaginous yeast in the lipogenic phase enhances production of nervonic acid.

Insufficient biosynthesis efficiency during the lipogenic phase can be a major obstacle to engineering oleaginous yeasts to overproduce very long-chain fatty acids (VLCFAs). Taking nervonic acid (NA, C24:1) as an example, we overcame the bottleneck to overproduce NA in an engineered Rhodosporidium toruloides by improving the biosynthesis of VLCFAs during the lipogenic phase. First, evaluating the catalytic preferences of three plant-derived ketoacyl-CoA synthases (KCSs) rationally guided reconstructing an efficient NA biosynthetic pathway in R. toruloides. More importantly, a genome-wide transcriptional analysis endowed clues to strengthen the fatty acid elongation (FAE) module and identify/use lipogenic phase-activated promoter, collectively addressing the stagnation of NA accumulation during the lipogenic phase. The best-designed strain exhibited a high NA content (as the major component in total fatty acid [TFA], 46.3%) and produced a titer of 44.2 g/L in a 5 L bioreactor. The strategy developed here provides an engineering framework to establish the microbial process of producing valuable VLCFAs in oleaginous yeasts.

Almond (Amygdalus communis L.) kernel protein: A review on the extraction, functional properties and nutritional value.

Almond (Amygdalus communis L.) kernel, a source of nutrients in many traditional diets, is being used more frequently as a nutritious snack and component. It is well known that almond kernels are a protein-rich food. Compared to the amino acid profile recommended by FAO, almond kernel protein is an ideal protein with perfect balance of amino acids. It also has a variety of better functional properties such as solubility, emulsifying ability, oil absorption capacity and foaming ability. pH and ion strength have significant influences on these functional properties. Furthermore, almond kernel protein is easily digested and absorbed by the human body. So almond kernel protein can be used as a high-quality protein resource. This review describes the techniques for extracting almond kernel protein, as well as its functional properties, nutritional worth, and applications. The purpose of this review is to provide ideas for the effective use of almond kernel protein and the creation of related products.

Study on Synergistic Anti-Inflammatory Effect of Typical Functional Components of Extracts of Ginkgo Biloba Leaves.

There are some differences in the anti-inflammatory activities of four typical components in EGB (extracts of ginkgo biloba leaves), and there is also a synergistic relationship. The order of inhibiting the NO-release ability of single functional components is OA > GF > OPC > G. Ginkgolide (G), proanthocyanidins (OPC), and organic acids (OA) all have synergistic effects on ginkgo flavonoids (GF). GF:OA (1:9) is the lowest interaction index among all complexes, showing the strongest synergy. The anti-inflammatory mechanism of the compound affects the expression of p-JNK, p-P38, and p-ERK1/2 proteins by inhibiting the expression of iNOS and COX2 genes on NFKB and MAPK pathways. This also provides a research basis for the development of anti-inflammatory deep-processing products of EGB.

Anti-Hyperuricemic, Nephroprotective, and Gut Microbiota Regulative Effects of Separated Hydrolysate of α-Lactalbumin on Potassium Oxonate- and Hypoxanthine-Induced Hyperuricemic Mice.

SCOPE: This study aims to investigate the anti-hyperuricemic and nephroprotective effects and the potential mechanisms of the separated gastrointestinal hydrolysates of α-lactalbumin on hyperuricemic mice. METHODS AND RESULTS: The gastrointestinal hydrolysate of α-lactalbumin, the hydrolysate fraction with molecular weight (MW) < 3 kDa (LH-3k), and the fragments with smallest MW among LH-3K harvested through dextran gel chromatography (F5) are used. Hyperuricemia mice are induced via daily oral gavage of potassium oxonate and hypoxanthine. F5 displays the highest in vitro xanthine oxidase (XO) inhibition among all the fractions separated from LH-3k. Oral administration of F5 significantly reduces the levels of serum uric acid (UA), creatinine, and urea nitrogen. F5 treatment could ameliorate kidney injury through alleviating oxidative stress and inflammation. F5 alleviates hyperuricemia in mice by inhibiting hepatic XO activity and regulating the expression of renal urate transporters. Gut microbiota analysis illustrates that F5 administration increases the abundance of some SCFAs producers, and inhibits the growth of hyperuricemia and inflammation associated genera. LH-3k exhibits similar effects but does not show significance as those of the F5 fraction. CONCLUSION: The anti-hyperuricemia and nephroprotective functions of F5 are mediated by inhibiting hepatic XO activity, ameliorating oxidative stress and inflammation, regulating renal urate transporters, and modulating the gut microbiota in hyperuricemic mice.

Ginkgo biloba seed exocarp: A waste resource with abundant active substances and other components for potential applications.

Ginkgo biloba seed exocarp contains a variety of bioactive components, such as polysaccharides, flavonoids, terpenoid trilactones, and ginkgolic acids, which have a high value of utilization. However, Ginkgo biloba seed exocarp is always treated as waste of ginkgo seeds processing. To maximize the utilization of Ginkgo biloba seed exocarp, it is necessary to deliberate and arouse researchers' attention. This review demonstrated the extraction method, purification method, and determination method of bioactive components in Ginkgo biloba seed exocarp and summarized its composition and bioactivities. Moreover, the future study of Ginkgo biloba seed exocarp resource is prospected, hoping to provide a theoretical basis and direction for its further development and utilization.

The Advancements and Prospects of Nervonic Acid Production.

Nervonic acid (NA) is a monounsaturated very long-chain fatty acid (VLCFA) and has been identified with critical biological functions in medical and health care for brain development and injury repair. Yet, the approaches to producing NA from the sources of plants or animals continue to pose challenges to meet increasing market demand, as they are generally associated with high costs, a lack of natural resources, a long life cycle, and low production efficiency. The recent technological advance in metabolic engineering allows us to precisely engineer oleaginous microbes to develop high-content NA-producing strains, which has the potential to provide a possible solution to produce NA on a commercial fermentation scale. In this Review, the biosynthetic pathway, natural sources, and metabolic engineering of NA are summarized. The strategies of metabolic engineering that could be adopted to modify oleaginous yeast to produce NA are discussed in detail, providing the prospecting views for the microbial cells producing NA.

Correction: The recent development of nanozymes for food quality and safety detection.

Correction for 'The recent development of nanozymes for food quality and safety detection' by Yanyan Huang et al., J. Mater. Chem. B, 2022, 10, 1359-1368, https://doi.org/10.1039/D1TB02667D.

Multi-Omics Analysis of Low-Temperature Fruiting Highlights the Promising Cultivation Application of the Nutrients Accumulation in Hypsizygus marmoreus.

Hypsizygus marmoreus is a representative edible mushroom with low-temperature fruiting after a long postripening (LFLP). Clarifying the mechanism of LFLP and applying a rigorous low-temperature-limited process will optimize the mushroom cultivation process. This study performed an integrative multi-omics analysis of the molecular mechanism of LFLP in combination with genetic, physiological, and cultivation confirmation. The results showed that the amino acid content was increased during LFLP, mainly arginine. pH analysis showed acidification in the postripening stage and alkalization in the substrates of the reproductive growth stage. An enzyme activity test confirmed the increased enzyme activity of arginase and citrate synthase in the postripening stage. Weighted gene coexpression network analysis of the transcriptome and metabolomics indicated that pH variation is correlated mainly with changes in citrate and arginine. Multi-omics reveals a straightforward way of providing enriched materials for amino acid biosynthesis, namely, synergistically elevating citric acid and arginine through enhanced activity of the arginine synthesis branch pathway in the citrate cycle. Our study confirmed that GCN2 mediated metabolic adaptation by enhancing protein translation, highlighting its regulatory role during LFLP. Exogenously added citric acid and arginine shortened the postripening period by 10 days and increased the fruiting body yield by 10.2~15.5%. This research sheds light on the molecular mechanism of LFLP in H. marmoreus and highlights the promising application of nutrient accumulation in high-efficiency cultivation.

Composition, bioactive substances, extraction technologies and the influences on characteristics of Camellia oleifera oil: A review.

C. oleifera oil is one of the high-quality edible oils recommended by the Food and Agriculture Organization of the United Nations (FAO). Pharmacological studies have shown that C. oleifera oil is the homology of medicine and food, and it possesses extensive beneficial health properties both in vivo and in vitro. C. oleifera oil found its application in the functional food, cosmetic, and pharmaceutical industries. In recent years, the need for high-quality and high-quantity production of C. oleifera oil for human consumption has increased. The present review examines the chemical composition of C. oleifera oil, bioactive substances, extraction technologies, and evidence supporting the health benefits of C. oleifera oil. From the reviewed studies, it appears that C. oleifera oil contains a significant proportion of unsaturated fatty acids (>85%) with oleic acid (>75%) as the major compound, and high contents of squalene, tea polyphenols, tocopherol and phytosterol. Some variations in C. oleifera oil composition can be found depending on the kernel's origin and the extraction method used. Emerging technologies such as aqueous extraction, and supercritical fluid extraction are highly efficient processes, and can achieve higher recovery while reducing solvent and energy consumption. This review provides an in-depth discussion on the various extraction technologies and factors affecting the extraction efficiency of C. oleifera oil using traditional and emerging methods. The influences of different extraction methods on the C. oleifera oil characteristics are also introduced. Furthermore, challenges and future prospects of the extraction of C. oleifera oil have been identified and discussed.

Enzymes in nearly anhydrous deep eutectic solvents: Insight into the biocompatibility and thermal stability.

With the development of green chemistry, the demand for environmentally friendly and biocompatible solvents for non-aqueous enzymatic catalysis is increasingly urgent. Deep eutectic solvents (DESs) are viewed as the most promising alternatives to traditional organic solvents in non-aqueous biocatalysis. To expand the types of DESs and provide guidance for DESs design for non-aqueous enzymatic catalysis, the enzyme performance in aqueous buffer after incubation in nearly anhydrous DESs was associated with the properties and component structures of DESs. Almond ß- Glucosidase (ß-GC) and Candida antarctica lipase B (CALB) were selected as model enzymes. Physico-chemical properties of DESs (as inferred by their solvatochromic parameters) were applied to explore the influences of DESs properties on enzyme activity. For DESs with the same HBD, the biocompability of DESs and thermal stability of enzymes in DESs were negatively associated with the polarity and hydrogen bond acidity of DESs, and were positively associated with hydrogen bond basicity of DESs. Whereas an opposite trend was observed in DESs with the same HBA. Analyzing from the DESs components, the biocompatibility of hydrophobic DESs for enzyme was much lower than that of hydrophilic DESs. Generally, the amount of hydroxyl group and the length of carbon chain represent advantageous ingredients for maintaining natural structure of enzyme molecule. The presence of carboxyl group in hydrophilic DESs and carbon-carbon double bond may impair enzyme structure and activity. This work is hoped to be helpful in expanding the applications of DESs in non-aqueous biocatalysis.

The recent development of nanozymes for food quality and safety detection.

As potential mimics of natural enzymes, nanozymes can overcome many disadvantages associated with the use of natural enzymes, such as the need for complex preparation and purification processes, high cost, poor stability, and low recycling efficiency. Utilizing the unique advantages of nanomaterials, nanozymes have been widely used in biosensing, environmental protection, disease diagnosis and treatment, etc. Among these applications, biological detection is a hot research area that researchers are interested in. Although a lot of studies have been carried out on the topic of nanozyme-based biological detection, there are few reviews on the application of nanozymes in food quality and safety detection. This paper systematically introduces the latest research progress relating to nanozymes in the field of food quality and safety detection in recent years, including the detection of ions, common functional factors, toxins, antibiotics, and bacteria. Finally, we analyze the challenges associated with nanozyme use in the field of food analysis. We hope that this review will be of great significance for understanding the properties of nanozymes and for developing novel nanomaterials with enzyme-mimicking activities for food analysis.

The effects of angiotensin I-converting enzyme inhibitory peptide VGINYW and the hydrolysate of α-lactalbumin on blood pressure, oxidative stress and gut microbiota of spontaneously hypertensive rats.

VGINYW is a highly active angiotensin I-converting enzyme (ACE) inhibitory peptide discovered from α-lactalbumin by an in vitro-in silico high throughput screening strategy. The aim of this study was to evaluate the antihypertensive effect of the peptide and the α-lactalbumin hydrolysates under 3 kDa (LH-3k), and illustrate the possible mechanism in spontaneously hypertensive rats (SHRs). SHRs were administered with VGINYW and LH-3k at doses of 5 mg per kg BW and 100 mg per kg BW, respectively. VGINYW and LH-3k could markedly decrease the systolic blood pressure (SBP) of the SHRs, and the maximal drops of 21 mmHg (2 h after administration) and 17 mmHg (4 h after administration) were achieved during the 8 hour test, respectively. When the agents were given once per day for 4 weeks, they caused a long-term decrease of 16 mmHg of SBP. VGINYW and LH-3k control the blood pressure through regulating the renin-angiotensin system by inhibiting the ACE activity and diminishing the angiotensin II level, and further upregulating the expression levels of the angiotensin-converting enzyme 2 and angiotensin type 2 receptor, and downregulating the expression of the angiotensin type 1 receptor. VGINYW and LH-3k could notably ameliorate the oxidative stress in the SHR as well. It is more important that the gavage of VGINYW and LH-3k could alleviate hypertension-associated intestinal microbiota dysbiosis by recovering the diversity of the gut microbiota and altering the key floras which are short chain fatty acid producers. In conclusion, VGINYW and LH-3k are effective functional ingredients for blood pressure control.

Study on Synergistic Antioxidant Effect of Typical Functional Components of Hydroethanolic Leaf Extract from Ginkgo Biloba In Vitro.

The predicted anti-oxidation is related to apoptosis, proliferation, lipid metabolism, cell differentiation, and immune response. There are some differences in the antioxidant capacity of the four typical components of ginkgo biloba extract (EGb) including ginkgo flavone (GF), ginkgolide (G), procyanidins (OPC), and organic acids (OA), and any two members of them can exhibit apparent synergistic effects. The order of DPPH scavenging ability was: OPC > GF > OA > G. The scavenging ability of procyanidins was close to that of VC; the scavenging capacity of ABTS was GF > OPC > OA > G. The GF:OPC (1:9) showed the best synergism in scavenging DPPH and ABTS radicals. The 193 kinds of small molecules reported in EGb were obtained by analyzing the properties of EGb. In order to construct a corresponding biological activity target set, molecular docking and the network pharmacology method were employed to build the molecular action mechanism network of a compound target, and the main biological functions and signaling pathways involved with their antioxidant activities were predicted. The results displayed that the top ten compounds which belonged to the two broad categories, ginkgo flavonoids and proanthocyanidins, could interact closely with several important target proteins (CASP3, SOD2, MAPK1, HSPA4, and NQO1). This would be expected to lay a theoretical foundation for the deep development of Ginkgo biloba extract.

Optimizing the Desorption Technology of Total Flavonoids of Ginkgo Biloba from Separating Materials of Activated Carbon.

Activated carbon adsorption is one of the processes used to produce ginkgolides from the extract of Ginkgo biloba (EGB) in most enterprises. However, the problem is that the ginkgolides can be eluted by ethanol after the Ginkgo biloba extracts are adsorbed by activated carbon, while total ginkgo flavonoids (TGFs) would form dead adsorption, leading to the ineffective utilization of TGFs. In this paper, the maximum adsorption capacity of TGFs by activated carbon was 226.7 mg/g activated carbon at pH 5, and the adsorption of TGFs was easier and more favorable to monolayer adsorption. On this basis, the technical process of desorption of TGFs from activated carbon preparation technology was optimized by using the response surface optimization technique. Under the optimum process (the elution volume was 116.75 mL, the ethanol concentration in the eluent was 73.4%, the elution temperature was 31.5 °C, and the ammonia concentration was 5.7%), the desorption rate of TGFs was 74.56%. Scanning electron microscopy morphological analysis showed that the used activated carbon had a wide pore size distribution, with the micropore pore size mainly concentrated around 0.64 and 1.00 nm and the mesopore pore size mainly concentrated between 2.89 and 39.5 nm. In addition, the molecular weight of ginkgo flavonoids is mainly distributed between 500 and 1000 Da, which can be transported to the micropores through the mesopore channels. On the other hand, there is a force between the flavonoids and the acidic oxygen-containing functional groups on the pore surface, which is the main reason for the formation of dead adsorption. The obtained results contribute to further improving the process of adsorbing and desorbing TGFs from EGB and lay a foundation for the development of more suitable activated carbon.

Recent Strategies for the Biosynthesis of Ergothioneine.

Ergothioneine (EGT) is a unique naturally occurring amino acid that is usually biosynthesized by bacteria and fungi. As a food-derived antioxidant and cytoprotectant, it has several physiological benefits and has a wide range of applications in food, medicine, and cosmetics. Traditional production of EGT is mainly through biological extraction or chemical synthesis; however, these methods are inefficient, making large-scale production to meet the growing market demand difficult. Nowadays, the rapid development of synthetic biology has greatly accelerated the research on the EGT production by microbial fermentation. In this paper, the biological characteristics, applications, biosynthesis, separation, and detection methods of EGT were fully reviewed. Furthermore, the approaches and challenges for engineering microbial cells to efficiently synthesize EGT were also discussed. This work provides new ideas and future research potentials in EGT production.

A Facile Method to Determine the Native Contents of 4'-O-Methylpyridoxine and 4'-O-Methylpyridoxine-5'-glucoside in Ginkgo biloba Seeds.

4'-O-Methylpyridoxine (MPN) and MPN-5'-glucoside (MPNG) are collectively known as ginkgotoxin, which are the main toxic ingredients of excessive consumption of Ginkgo biloba seeds. Water extraction is the generally adopted sample preparation method for high-performance liquid chromatography determination of ginkgotoxin. However, endogenous enzymes such as glycosidases in Ginkgo biloba seeds can hydrolyze MPNG to MPN in the process of water extraction, which will result in the measured contents of MPN and MPNG but not their natural contents in Ginkgo biloba seeds. In this work, inhibitors for the endogenous enzymes were first screened, and it was found that silver fluoride could effectively inhibit endogenous enzymes such as glucosidase and phosphatase. The optimized concentration of silver fluoride was 25 mmol/L, which could effectively inhibit the endogenous enzymes for more than 60 h. A new sample preparation method based on water extraction with 25 mmol/L silver fluoride addition was thus developed. This method was employed to determine the native contents of MPN and MPNG in the exotesta and kernel of five Ginkgo biloba seed cultivars. The result showed that the contents of MPNG in the exotesta and kernel of five cultivars were significantly higher than those of MPN. MPNG was present at high content in raw seeds, which was the main form of ginkgotoxin in seeds. The method established in this work is simple and effective and can be used to accurately quantify the native contents of MPN and MPNG.

Ginkgo Seed Proteins: Characteristics, Functional Properties and Bioactivities.

Ginkgo biloba L. is an ancient plant relic, which is known as a "living fossil", and is widely cultivated in China. This plant with medical potential and health benefits has drawn the attention of researchers. Ginkgo seeds are rich in protein. Ginkgo seed proteins (GSPs) have good functional properties over many other seed proteins, which have the potential to be utilized as food ingredients. Moreover, GSP contains no restricted amino acids and is easy to be separated. Several GSP isolate with various bioactivities, such as antimicrobial and antioxidative activities, have been purified and evaluated for their bioactive potential. In this review, the separation methods and bioactivities of GSP were summarized, physicochemical characteristics and functional properties were comprehensively reviewed and compared with other seed proteins. Some food applications of GSP were also briefly introduced. Besides, some suggestions and prospects were discussed in this review.