Acid Synthesis Research Articles

Synthesis of Pyrazole-Based α-Amino Acids by Chiral Phosphoric Acid Catalysis

Synthesis of Pyrazole-Based α-Amino Acids by Chiral Phosphoric Acid Catalysis

Quantitative proteomic analyses reveal the dynamics of protein and amino acid accumulation during soybean seed development.

Using high throughput tandem mass tag (TMT) based tagging technique, we identified 4172 proteins in three developmental stages: early, mid, and late seed filling. We mapped the identified proteins to metabolic pathways associated with seed filling. The elevated abundance of several kinases was observed from the early to mid-stages of seed filling, indicating that protein phosphorylation was a significant event during this period. The early to late seed filling stages were characterized by an increased abundance of proteins associated with the cell wall, oil, and vacuolar-related processes. Among the seed storage proteins, 7S (β-subunit) and 11S (Gy3, Gy4, Gy5) steadily increased in abundance during early to late stages of seed filling, whereas 2S albumin exhibited a decrease in abundance during the same period. An increased abundance of proteases, senescence-associated proteins, and oil synthesis proteins was observed from the mid to late seed filling stages. The mid to late stages of seed filling was also characterized by a lower abundance of transferases, transporters, Kunitz family trypsin, and protease inhibitors. Two enzymes associated with methionine synthesis exhibited lower abundance from early to late stages. This study unveiled several essential enzymes/proteins related to amino acid and protein synthesis and their accumulation during seed development. All data can be accessed through this link: https://massive.ucsd.edu/ProteoSAFe/dataset.jsp?task=38784ecbd0854bb3801afc0d89056f84. (Accession MSV000087577).

Green synthesis of triazolo-nucleoside conjugates via azide–alkyne C–N bond formation

Abstract Modified nucleosides are the core precursors for the synthesis of artificial nucleic acids, and are important in the field of synthetic and medicinal chemistry. In order to synthesize various triazolo-compounds, copper and ruthenium catalysed azide–alkyne 1,3-dipolar cycloaddition reactions also known as click reaction have emerged as a facile and efficient tool due to its simplicity and convenient conditions. Introduction of a triazole ring in nucleosides enhances their therapeutic value and various photophysical properties. This review primarily focuses on the plethora of synthetic methodologies being employed to synthesize sugar modified triazolyl nucleosides, their therapeutic importance and various other applications.

Tandem polymerization consisting of cyclotrimerization and the Tishchenko reaction: synthesis of acid- and alkali-degradable polymers with cyclic acetal and ester structures in the main chain

Tandem polymerization consisting of cyclotrimerization and the Tishchenko reaction was developed, which yielded acid- and alkali-degradable polymers.

Chemical route for synthesis of citric acid from orange and grape juices

Citrus fruits contain sufficient citric acid, which is the main tricarboxylic acid. The properties of citric acid make it an important additive in various process industries. This experimental study aims to produce citric acid from orange and grape juices. The chemical route for the synthesis of citric acid from citrus juices involves three steps: (i) neutralization to adjust pH (9-11) with a 2.8 M NaOH solution, (ii) addition of CaCl2 solution (40.3-41.1% w/v), and (iii) acidification with an H2SO4 solution (1.5-2.3 M) to produce citric acid. In this study, the fruits were peeled, crushed, filtered, neutralized, added CaCl2 solution, and acidified to obtain citric acid. The experiments were carried out by varying the final pH of the solution and the concentrations of CaCl2 and H2SO4 solutions, maintaining the total volume constant. A maximum citric acid yield of 91.1% and 79.8% were achieved from orange and grapefruits, respectively, at the optimum final pH of the solution and the concentrations of CaCl2 and H2SO4 solutions at 10, 40.7% w/v, and 1.9 M, respectively. Finally, the purified citric acid crystals were characterized using FTIR and XRD. Thus, it could be concluded that orange fruit would be a promising source for citric acid production than grape.

Cuins 2 Quantum Dots Anchored Onto the Three-Dimensional Flexible Self-Supporting Graphene Oxide Array With Regulatable Crystallinity and Defect Density for Efficient Photocatalytic Synthesis of Xylonic Acid

Cuins 2 Quantum Dots Anchored Onto the Three-Dimensional Flexible Self-Supporting Graphene Oxide Array With Regulatable Crystallinity and Defect Density for Efficient Photocatalytic Synthesis of Xylonic Acid

Synthesis of Dihydroxamic Acids from Dinitrones, Structural Characterization and Antimicrobial Activities

The benefits of dinitrones (N,Nand#39;-Diphenyl-2,5-thenylenedinitrone, N,Nand#39;-Dimethyl-1,4-phenylenedinitrone and N,Nand#39;-Dibenzyl-1,4-phenylenedinitrone) in the synthesis were chosen as simple process for synthesis of the purified dihydroxamic acid compounds in a shorter time with a good yield and high purity without need to purification. The most stable conformers of the synthesized compounds and their electronic properties have been determined using DFT/B3LYP calculations. Antimicrobial activity assessment of dihydroxamic acids showed their good efficiency.

Application of sugar-containing biomass: one-step synthesis of 2-furylglyoxylic acid and its derivatives from a vitamin C precursor

A novel pathway is demonstrated for preparing the high-value pharmaceutical intermediate 2-furylglyoxylic acid from 2-keto-l-gulonic acid, a bio-based sugar acid, via dehydration.

Efficient Bi-enzymatic synthesis of aldonic acids

Aldonic acids have already found many applications in food, pharmaceutical, and cosmetics industries and there are many new ones likely to come.

A new trend on sustainable animal production

A sustainable animal production can improve the efficiency of animal production and recycle of animal waste, and reduce greenhouse gas emissions. It can be achieved by firstly, properly operation of animal production, such as improvement by animal breeding, synthesis of amino acids, improvement by animal nutrition, good housing design, phase feeding system, liquid feeding system, using left over of one day bakery and biscuit factory, left over of vegetable and fruit market, new methods to plant Leucaena or mulberry to feed goats, grass or fodder plant in hydroponic house for sustainable farming. Secondly, good waste management, such as transferring waste to no contaminant material and even to useful material, reduction of greenhouse gas emissions, liquid waste management, and solid waste treatment. All these subjects also need to consider the interaction between knowledge, e.g. breeding and nutrition need to consider about environmental temperature factors; waste management needs to consider about nutrient requirement by vegetable, fruit, etc. A sustainable animal production is a kind of science integrated different knowledge together, then you can achieve some good results.

Synthesis and hydrolytic stability of cyclic phosphatidic acids: implications for synthetic- and proto-cell studies.

Cyclic phosphatidic acids (cPAs) are bioactive compounds with therapuetic potential, but are in short supply. We describe a robust synthesis of cPAs employing an efficient cyclophosphorylation procedure and report on their hydrolytic properties - which should facilitate the study of their biological properties and as plausible proto- and synthetic-cell components.

Rational engineering of cofactor specificity of glutamate dehydrogenase for poly-γ-glutamic acid synthesis in Bacillus licheniformis

Poly-γ-glutamic acid (γ-PGA) is a multifunctional biopolymer mainly produced by Bacillus. The cofactor specificity of enzymes plays a critical role in regulating metabolic process and metabolite production. Here, we present a novel approach for switching cofactor specificity of glutamate dehydrogenase RocG from nicotinamide adenine dinucleotide phosphate (NADPH) to nicotinamide adenine dinucleotide (NADH) to improve γ-PGA production. Firstly, 3D structural modeling and molecular docking were performed to predict the binding modes of NADH and NADPH. Several site-specific mutants based on the conventional and Random Accelerated Molecular Dynamics simulations were obtained to alter cofactor specificity. Then, the effects of RocG variants overexpressions on γ-PGA production were evaluated. Compared to the wild-type, the mutant RocGD276E showed highest increase in γ-PGA yield, increased by 40.50%. Meanwhile, yields of main by-products acetoin and 2,3-butandieol were decreased by 21.70% and 16.53%, respectively. Finally, the results of enzymatic properties confirmed that glutamate dehydrogenase mutant RocGD276E exhibited the higher affinity for NADH, caused a shift in coenzyme preference from NADPH to NADH, with a catalytic efficiency comparable with NADPH-dependent RocG. Taken together, this research demonstrated that switching the cofactor preference of glutamate dehydrogenase via rational design was an effective strategy for high-level production of γ-PGA in Bacillus licheniformis.

Synthesis of a bifunctional boron-Lewis acid and studies on host-guest chemistry using pyridine and TMPD

Abstract Based on the previously described bifunctional Lewis acid with a functional distance of the boron functions of 4.918(2) Å, the development of a further bifunctional, boron-containing Lewis acid with a wider functional distance is demonstrated. Again, a stannylated precursor was used and the Lewis-acidic boron functions were introduced by means of tin-boron exchange. The general suitability of this class of compounds for the formation of host-guest-complexes is demonstrated by NMR experiments and by solid-state structures using pyridine and TMPD (N 1,N 1,N 4,N 4-tetramethylbenzene-1,4-diamine) as Lewis basic guests. The influence of traces of moisture on the boron-containing, bifunctional Lewis acids was investigated by the structure elucidation of a decomposition product.

The stimulating effects of exometabolites of microalgae <i>chlorella vulgaris</i> on the lactic acid bacteria <i>bacillus coagulans</i>

This study aimed to determine the stimulating effect of exometabolites of microalgae Chlorella Vulgaris IPPAS C-2 indole compounds that are cultured on wastewater model solution. The purification process of a model wastewater solution with Chlorella Vulgaris microalgae obtained biomass of microalgae with a high lipid content (up to 50%), whereas the residual concentrations of pollutants in the solution were ammonium cations of 1.5 mg/l and phosphate anions of 3.5 mg/l. The residual concentration of microorganisms in the purified model sample of wastewater does not exceed 0.3 million CFU/ml. Growth factors of indole nature, which are external metabolites of microalgae, were also found in the solution. Purified effluents were used in the microbiological synthesis of lactic acid to confirm the stimulating effect of accumulated metabolites. The control sample was a nutrient medium based on malt germ extract. The glucose concentration in all samples is the same and is 140 g/l. A strain of lactic acid bacteria Bacillus coagulans B-10468 was used as a test culture. The highest concentration of lactic acid bacteria (100 million cells/ml) was observed in a sample containing microalgae metabolites. This concentration is 1.7 times higher than in the control sample. In the future, the growth rate of Bacillus coagulans cells slowed down since the concentration of lactic acid reached the limit values of 3050 g/l on the 3rd day, which contributed to the bacterial cell growth inhibition. The use of a growth stimulator based on treated wastewater by microalgae in the cultivation of bacteria of the species Bacillus coagulans B-10468 increases the specific rate of accumulation of bacterial biomass (0.27 day1), which is 26% more than in the control sample; increases the yield of lactic acid (120 g/l) by 25% compared with the traditional stimulant malt sprouts. The lactic acid production using growth stimulants from wastewater treatment with microalgae will reduce the cost of its production. The use of this technological solution will provide an opportunity to reduce the cost of polymer, polylactide, which is one of the main materials for additive technologies.

Human microbiota. Friend? Enemy? Neighbors?

The review is dedicated to the modern ideas about the composition of the human intestinal microbiome, factors that determine the bacterial «landscape» and affect its activity. The main functions of normal microflora have been described, including intestinal motility, protection of intestinal barrier against pathogenic bacteria, parasites, intestinal epithelial regeneration, metabolic and immunological functions, participation in digestive processes, synthesis of amino acids and proteins, antibiotics, vitamins, hormonally active substances, promoting the absorption of minerals and nutrients, preventing the development of pathological conditions. Determination of intestinal microbiota expression of the innate immune system explains the role of microflora in chronic inflammation and diseases such as liver fibrosis, metabolic syndrome, type 2 diabetes mellitus, atherosclerosis, cardiovascular, neurodegeneration and cancer. A promising way is the use of microorganisms with beneficial properties (probiotics), the necessary substrate for them (prebiotics), their metabolites (metabiotics) and complexes of pro‑ and prebiotics (synbiotics) not only to restore and regulate the intestinal microflora, but also as therapeutic agents in some diseases, in particular during eradication therapy of the bacterium Helicobacter pylori. The functions of some species and strains of beneficial bacteria have being discussed, in particular the strain Bacillus causii UBBC‑07, as well as the results of preclinical and clinical trials of its use at antibiotic‑associated diarrhea in the inhibition of Clostridium difficile. The issues of safety and facts of positive impact on human health of probiotic products of Probeez line (Organosyn Ltd.) are considered, which differ in the personification of appointments to certain segments of the population: Probeez®, Probeez® Femina, Probeez® Kids, Probeez® DUO and Probeez® Immuno contain successfully selected live probiotic bacteria. The available range of monocomponent (Probeez® with Kids, Probeez® DUO), multicomponent (Probeez®, Probeez® Femina) and synbiotic (Probeez® Immuno) products allows to choose the best option in specific conditions for their application not only in inflammatory diseases of the gastrointestinal tract, but also in chronic disorders of other systems and organs.

Assessment of the fatty acid composition of different parts of zebrafish fed diets incorporated with linseed and sunflower oils

This study aimed to evaluate the fatty acid composition of zebrafish fed diets containing linseed oil compared to sunflower oil. First, diets supplemented with linseed and sunflower were formulated, fish were fed for 40 days, and their parts collected for analysis. Diet composition analysis, extraction and derivatization of fatty acids, gas chromatography analysis, RNA extraction and cDNA synthesis, quantitative real-time polymerase chain reaction (qRT-PCR, and statistical analyses were performed. Linseed oil exhibited an omega-3 rich lipid profile. 18:3n-3 content incorporated into the muscle tissue of fish fed linseed oil was 50% higher than that fed sunflower oil. This higher amount of 18:3n-3 favored the production of 20:5n-3 and 22:6n-3 fatty acids by synthetic pathways in the organism since these fatty acids were not initially found in the oil composition. Furthermore, in all analyzed parts of zebrafish that were fed linseed oil, concentration of 20:4n-6 were lower, while 20:5n-3 and 22:6n-3 were higher compared to the same parts fed with sunflower oil. PCR expression assay showed no significant difference, indicating that linseed oil diet was not harmful. Thus, this work evidenced that synthesis of essential fatty acids, primarily omega-3 fatty acids, was greater in zebrafish upon consumption of diets supplemented with linseed oil.

Filamentous fungal applications in biotechnology: a combined bibliometric and patentometric assessment

BackgroundProcesses and products employing filamentous fungi are increasing contributors to biotechnology. These organisms are used as cell factories for the synthesis of platform chemicals, enzymes, acids, foodstuffs and therapeutics. More recent applications include processing biomass into construction or textile materials. These exciting advances raise several interrelated questions regarding the contributions of filamentous fungi to biotechnology. For example, are advances in this discipline a major contributor compared to other organisms, e.g. plants or bacteria? From a geographical perspective, where is this work conducted? Which species are predominantly used? How do biotech companies actually use these organisms?ResultsTo glean a snapshot of the state of the discipline, literature (bibliometry) and patent (patentometry) outputs of filamentous fungal applications and the related fields were quantitatively surveyed. How these outputs vary across fungal species, industrial application(s), geographical locations and biotechnological companies were analysed. Results identified (i) fungi as crucial drivers for publications and patents in biotechnology, (ii) enzyme and organic acid production as the main applications, (iii) Aspergillus as the most commonly used genus by biotechnologists, (iv) China, the United States, Brazil, and Europe as the leaders in filamentous fungal science, and (v) the key players in industrial biotechnology.ConclusionsThis study generated a summary of the status of filamentous fungal applications in biotechnology. Both bibliometric and patentometric data have identified several key trends, breakthroughs and challenges faced by the fungal research community. The analysis suggests that the future is bright for filamentous fungal research worldwide.

Probiotic effect of Lactococcus lactis subsp. cremoris RPG-HL-0136 on intestinal mucosal immunity in mice

Lactococcus lactis subsp. cremoris is a lactic acid bacterium commonly used in the cheese manufacturing industry. It is known to produce antibacterial peptides and has recently received attention for its role as a probiotic strain. Here, we report the isolation of a new strain, Lactococcus lactis subsp. cremoris RPG-HL-0136 (RPG0136) from dried compost, which exhibits strong antibacterial activity. When RPG0136 was fed to mice, it increased the intestinal population of two beneficial bacteria, Lactobacillus and Bifidobacterium, whereas it decreased the intestinal population of two harmful bacteria, Bacteroides and Enterobacter. In addition, it increased the concentration of short-chain fatty acids, including acetic acid, propionic acid, and butyric acid, with a simultaneous decrease in pH, and accelerated the catabolic degradation of proteins, lipids, and starch. Lastly, RPG0136 increased the plasma IgG and intestinal mucosal SIgA concentrations and upregulated Reg3r, MUC1, and MUC2 expression to improve the intestinal mucosal immune function. The results of this study suggest that RPG0136 is a potential probiotic strain that supports the growth of a beneficial microbiome by promoting the synthesis of organic acids and enhancing intestinal immune function.

Abstract PO-028: Pancreatic ductal adenocarcinoma is dependent on an unconventional pathway for polyamine synthesis

Abstract Targeting altered metabolism in pancreatic ductal adenocarcinoma (PDAC) has been an area of extensive investigation for over a decade now. A major hurdle however, for most anti-tumor metabolic strategies, is the high risk for toxicity, given the essential roles of metabolic pathways in the maintenance of normal tissue homeostasis. Indeed, this has been the case for targeting polyamines in cancers. Polyamines are small, highly positively charged molecules involved in multiple fundamental processes of cell growth and survival, including the synthesis of nucleic acids, modifications of chromatin structure, gene transcription and mRNA translation. Polyamine levels are significantly increased in many cancers, including PDAC. Prior anti-tumor strategies focused on pharmacological inhibition of the rate-limiting enzyme of polyamine synthesis, ornithine decarboxylase (ODC1) with little success, partially due to risk of harming normal tissues at higher drug doses. In this project, using both in vitro and in vivo mouse models of PDAC, we identified a dependency of PDAC on an unconventional way for the synthesis of the polyamine precursor ornithine, specifically from glutamine via ornithine aminotransferase (OAT); this is in contrast to its synthesis in most adult normal tissues from arginine via arginase (ARG) activity. We also identified potential key players mediating the induction of this metabolic pathway via KRAS, the main oncogenic driver in PDAC and are currently characterizing the downstream effects of polyamines on pancreatic tumor cells. The high dependency of PDAC, compared to normal tissue, on de novo ornithine synthesis via OAT provides an attractive therapeutic window for treating pancreatic cancer patients with minimal toxicity. Citation Format: Min-Sik Lee, Insia Naqvi, Courtney Dennis, Lucas Dailey, Alireza Lorzadeh, Tamara Zaytouni, Ashley Adler, Daniel S. Hitchcock, Lin Lin, Unmesh Jadhav, Clary B. Clish, Nada Y. Kalaany. Pancreatic ductal adenocarcinoma is dependent on an unconventional pathway for polyamine synthesis [abstract]. In: Proceedings of the AACR Virtual Special Conference on Pancreatic Cancer; 2021 Sep 29-30. Philadelphia (PA): AACR; Cancer Res 2021;81(22 Suppl):Abstract nr PO-028.

Bioinformatic analysis of the gene expression profile in muscle atrophy after spinal cord injury

Spinal cord injury (SCI) is often accompanied by muscle atrophy; however, its underlying mechanisms remain unclear. Here, the molecular mechanisms of muscle atrophy following SCI were investigated. The GSE45550 gene expression profile of control (before SCI) and experimental (14 days following SCI) groups, consisting of Sprague–Dawley rat soleus muscle (n = 6 per group), was downloaded from the Gene Expression Omnibus database, and then differentially expressed gene (DEG) identification and Gene Ontology, pathway, pathway network, and gene signal network analyses were performed. A total of 925 differentially expressed genes, 149 biological processes, and 55 pathways were screened. In the pathway network analysis, the 10 most important pathways were citrate cycle (TCA cycle), pyruvate metabolism, MAPK signalling pathway, fatty acid degradation, propanoate metabolism, apoptosis, focal adhesion, synthesis and degradation of ketone bodies, Wnt signalling, and cancer pathways. In the gene signal network analysis, the 10 most important genes were Acat1, Acadvl, Acaa2, Hadhb, Acss1, Oxct1, Hadha, Hadh, Acaca, and Cpt1b. Thus, we screened the key genes and pathways that may be involved in muscle atrophy after SCI and provided support for finding valuable markers for this disease.