Production Of Esters Research Articles

Synthesis and Characterization of Physically Mixed V2O5.CaO as Bifunctional Catalyst for Methyl Ester Production from Waste Cooking Oil

Synthesis of the solid bifunctional vanadium-calcium mixed oxides catalyst was accomplished by application of a simple physical mixing approach. In this work, we compared the catalytic activity of CaO and 2%V2O5.CaO catalyst. Various characterization methods, such as X-ray fluorescence (XRF), X-ray diffraction (XRD), Fourier transform infrared (FTIR), BET surface area, and temperature-programmed desorption (TPD) of CO2 and NH3, were involved in studying the newly synthesized catalysts. The presence of CaO, CaCO3, and Ca(OH)2 compounds in the synthesized catalyst were detected by XRD and FTIR analysis. The existence of 2% V2O5 on the CaO catalyst surface was demonstrated by XRF analysis. From TPD-NH3, TPD-CO2, and BET surface area analysis, it was known that the 2% V2O5-CaO catalyst had a higher total number of acid-base sites and surface area than the CaO catalyst. In the fatty acid methyl esters (FAME) production from waste cooking oil (WCO) with higher free fatty acid (FFA), CaO could only catalyze the transesterification reaction. In contrast, 2%V2O5-CaO could successfully catalyze both the esterification of FFA and the transesterification of triglyceride (TG) simultaneously in a one-step reaction process. Thus, these results prove that 2%V2O5.CaO can act as a bifunctional catalyst in the production of biodiesel from WCO. Moreover, the synthesized 2%V2O5.CaO catalyst could achieve a maximum FAME yield of 51.30% under mild reaction conditions, including a 20:1 methanol to oil molar ratio, 60 °C reaction temperature, 1 wt% of catalyst loading, and 3 hours of reaction time.

Performance of Eversa Transform 2.0 Lipase in Ester Production Using Babassu Oil (Orbignya sp.) and Tucuman Oil (Astrocaryum vulgar): A Comparative Study between Liquid and Immobilized Forms in Fe3O4 Nanoparticles

In this study, biodiesel was produced through the enzymatic esterification of vegetable oils from two common Brazilian palm trees: babassu and tucuman. The oils were hydrolyzed by a chemical route and their free fatty acids esterified with ethanol and methanol using the lipase enzyme Eversa® Transform 2.0 in free forms and supported in iron magnetic nanoparticles (Fe3O4) (enzymatic load: 80 UpNPBg−1). These enzymatic reactions were performed at an oil–alcohol molar ratio of 1:1, reaction temperature of 37 °C, agitation at 150 rpm, and reaction times of 2, 4, 6 and 8 h for the reactions catalyzed by the soluble enzyme and 8 h for the reactions using the biocatalyst. The conversions of fatty acids in ethyl and methyl esters obtained were monitored by gas chromatography (CG). The results obtained from ester synthesis using enzyme catalysts in free form were better: babassu 52.6% (methanol) and 57.5% (ethanol), and for tucuman 96.7% (methanol) and 93.4% (ethanol). In the case of immobilized enzymes, the results obtained ranged from 68.7% to 82.2% for babassu and from 32.5% to 86.0% for tucuman, with three cycles of reuse and without significant catalyst loss. Molecular coupling studies revealed the structures of lipase and that linoleic acid bonded near the active site of the enzyme with the best free energy of −6.5 Kcal/mol.

Effects of biofilm and co-culture with Bacillus velezensis on the synthesis of esters in the strong flavor Baijiu

Biofilm plays an important role in resisting the adverse environment, improving the taste and texture, and promoting the synthesis of flavor substances. However, to date, the findings on the effect of biofilm and dominating bacteria Bacillus on the ester synthesis in the Baijiu field have been largely lacked. Therefore, the objectives of the present study were to primarily isolate biofilm-producing microbes in the fermented grains, evaluate the stress tolerance capacity, and unveil the effect of biofilm and co-culture with Bacillus on the ester synthesis in the strong flavor Baijiu. Results indicated that after isolation and evaluation of stress-tolerance capacity, bacterial strain BG-5 and yeast strains YM-21 and YL-10 were demonstrated as mediate or strong biofilm-producing microbes and were identified as Bacillus velezensis, Saccharomycopsis fibuligera, and Zygosaccharomyces bailii, respectively. Solid phase microextraction/gas chromatography-mass spectrometer indicated that biofilm could enhance the diversity of esters while reduce the contents of ester. The scanning electron microscopy showed an inhibitory effect of B. velezensis on the growth of S. fibuligera, further restraining the production of esters. Taken together, both biofilm and B. velezensis influence the ester synthesis process. The present study is the first to reveal the biofilm-producing microorganisms in fermented grains and to preliminarily investigate the effect of biofilm on the ester synthesis in the Baijiu field.

Physicochemical, Flavor, and Microbial Dynamic Changes of Cured Large Yellow Croaker (Larimichthys crocea) Roe

This study aimed to investigate the correlation among the amino acids, fatty acids composition, flavor compounds, and microbial dynamic changes of cured large yellow croaker (Larimichthys crocea) roe (LYCR) with different salt additions (0, 4, 10, 16%, w/w) by the metabolomics and macrogenomics approaches. A total of 22 amino acids, 33 fatty acids, and 57 volatile compounds were detected in cured LYCR. Acinetobacter and Rhodococcus were the dominant genera for 0 and 16% salt-added LYCR, respectively, and Staphylococcus dominated in the 4 and 10% salt-added LYCR. Based on correlation analysis, Staphylococcus was the main influencing factor in the flavor formation of cured LYCR, which was highly associated with fatty acid degradation as well as amino acid degradation pathways, contributing to ester production. These findings were very meaningful for elucidating the flavor formation mechanism, optimizing the curing process, and controlling the product quality of cured fish roe.

Optimization of biodiesel production from oil using a novel green catalyst via development of a predictive model

This study provides a machine learning (ML) modeling method for predicting the production of biodiesel from palm oil through transesterification process. The ensemble decision tree-based algorithms including AdaBoost Regression Tree (ADA + RT), Extra Trees, and Gradient Boosting Regression Tree (GBRT) were used as a potential tool for modeling biodiesel production. The time of reaction (h), methanol to oil (palm oil) molar ratio, and catalyst amount (wt.%, zeolite) were selected as the input variables of models, while the fatty acid methyl esters (FAME) production yield was set as the output for modeling as well as optimization tasks. The performance models were compared using several performance indicators (R2, RMSE, MAE). The obtained MAE standard error rates for ADA + RT, Extra Trees, and GBRT were 1.2, 1.1, and 0.33, respectively. Comparing the RMSE measurements showed that ADA + RT and Extra Trees had error value of about 1.5 and this value for GBRT model was about 0.4. Although all of the models that were generated were robust, the GBRT model was found to be the most robust and accurate in terms of predicting biodiesel output. The optimization of results confirmed that 98.73% yield of production can be achieved at optimal values operating factors (time = 45 h, methanol to oil = 12.0, and catalyst = 2.0 wt%).

Effects of simultaneous inoculation of non-Saccharomyces yeasts and Saccharomyces cerevisiae jiangnan1# on overall quality, flavor compounds, and sensory analysis of huangjiu

Non-Saccharomyces yeast (NSY) co-fermentation with Saccharomyces cerevisiae has been widely used to produce high-quality fermented alcoholic beverages. In this study, we evaluated the feasibility of 24 NSY strains belonging to 13 different genera co-fermentation with S. cerevisiae jiangnan1# in huangjiu brewing. Different fermentation trials were set up and the effects on huangjiu fermentation were also analyzed. Results indicated that simultaneous inoculation could realize the application of NSY, while the appropriate proportion of S. cerevisiae and NSY (1:1 or 1:10) showed differential effects. Finally, three types of NSY strains (Zygosaccharomyces rouxii Non-Sc11, Kloeckera apiculata Non-Sc17, and Candida tropicalis Non-Sc21) with high ethanol content (>16% vol), moderate concentration of higher alcohols (<400 mg/L, 14% vol), higher production of esters (P < 0.05), and lower organic acid (P < 0.05) were obtained ultimately. The sensory evaluation demonstrated that using no less than one kind of the three NSY strains in simultaneous fermentation with S. cerevisiae jiangnan1# (1:1) resulted in sensory diversity of new huangjiu styles. In addition, the method for evaluation and application of NSY in co-fermentation with S. cerevisiae jiangnan1# in huangjiu brewing had been established for the first time, which could be directly applied in industrial production of huangjiu.

Fatty Acid Alkyl Ester Production by One-Step Supercritical Transesterification of Beef Tallow by Using Ethanol, Iso-Butanol, and 1-Butanol

The effect of temperature was studied on the synthesis of fatty acid alkyl esters by means of transesterification of waste beef tallow using ethanol and, iso-butanol and 1-butanol at supercritical conditions. These alcohols are proposed for the synthesis of biodiesel in order to improve the cold flow properties of alkyl esters. Alcohol–beef tallow mixtures were fed to a high-pressure high-temperature autoclave at a constant molar ratio of 45:1. Reactions were carried out in the ranges of 310–390 °C and 310–420 °C for ethanol and iso-butanol, respectively; meanwhile, synthesis using 1-butanol was assessed only at 360 °C. After separation of fatty acid alkyl esters, these samples were characterized by nuclear magnetic resonance (NMR) and gas chromatography coupled to mass spectrometry (GC-MS) to quantify yields, chemical composition, and molecular weight. Results indicated that yields enhanced as temperature increased; the maximum yields for fatty acid ethyl esters (FAEEs) were attained at 360 °C, and for fatty acid butyl esters (FABEs) were achieved at 375 °C; beyond these conditions, the alkyl ester yields reached equilibrium. Concerning the physicochemical properties of biodiesel, the predicted cetane number and cloud point were enhanced compared to those of fatty acid methyl esters.

Challenges and opportunities for production of C5 sugar fatty acid esters (SFAEs) from renewable resources

Challenges and opportunities for production of C5 sugar fatty acid esters (SFAEs) from renewable resources

Microbial community succession and volatile compounds changes during spontaneous fermentation of Cabernet Sauvignon (Vitis vinifera L.) under rain-shelter cultivation

Microbiota succession in spontaneous fermentation of Cabernet Sauvignon cultivated under the rain-shelter was characterized, with open-field cultivation as the control. For both cultivation modes, Saccharomyces, Starmerella, and Mycosphearella were the principal fungi, and Tatumella, Gluconobacter, and Acinetobacter were the prevailing bacteria. Rain-shelter reduced the abundance of Hanseniaspora, Candida, Starmerella, Gluconobacter, and Lactococcus. During fermentation, fungal microbiota diversity in samples from the rain-shelter cultivation decreased more drastically than the control (p < 0.05). In terms of the correlation between microbiota and volatile compounds production, the abundance of Hanseniaspora uvarum, Candida apicola, Starmerella bacillaris, Gluconobacter oxydans, and Lactococcus lactis were positively correlated with the production of esters and higher alcohols. Instead of bacterial microbiota, fungal community succession exhibited a positive correlation with the final wine volatiles under the rain-shelter cultivation. These findings demonstrated rain-shelter cultivation influences the succession pattern of microbial communities and in turn impacts the wine aromas and flavors.

Enzymatic Synthesis of Thymol Octanoate, a Promising Hybrid Molecule

Interest in the synthesis and application of thymol esters has increased in recent years due to the numerous applications associated with its biological activities. The enzymatic synthesis of thymol octanoate by esterification of thymol and octanoic acid was explored using soluble lipases and immobilized lipase biocatalysts in solvent-free systems. Candida antarctica lipase B in its soluble form was the most active biocatalyst for this reaction. Different thymol and lipase feeding strategies were evaluated to maximize thymol octanoate production. The results suggest that there could be lipase inhibition by the ester product of the reaction. In this way, the optimal reaction condition was given using a thymol/acid molar ratio of 1:4 mol/mol. Under these conditions the conversion of thymol was close to 94% and the lipase maintained more than 90% of its initial activity after the reaction, showing the potential of the enzyme to be used in successive reaction cycles.

Transesterification method of microalgae biomass to produce fatty acid methyl esters

AbstractBACKGROUNDThis study investigated the effect of different solvents on the production of fatty acid methyl esters (FAMEs) from Chlorella vulgaris using two different methods of transesterification: direct transesterification (d‐trans) and extraction transesterification (ext‐trans). Different solvents were expected to lead to different amounts of FAMEs. Two solvents (methanol and ethanol) with volumes of each of 10, 12 and 14 mL were selected to produce higher amounts of FAMEs.RESULTSThe findings indicate that the highest amounts of palmitic and palmitoleic acids were extracted in 12 mL of methanol, but none of the components of FAMEs was discovered in ethanol when FAMEs were produced using d‐trans. It is shown that FAMEs that are extracted by methanol contain more components as compared to FAMEs extracted by ethanol based on gas chromatography–mass spectrometry analysis. Overall, the highest amount of FAMEs was produced when extracted using 12 mL of methanol for both methods. For ext‐trans, palmitic acid was found in all components of FAMEs that were extracted using both solvents.CONCLUSIONSThe results indicate that d‐trans showed a higher FAME amount than ext‐trans which is explained by the presence of free fatty acids and glycerides that resulted in higher yield of FAMEs in the d‐trans process. Overall, dry biomass is the best substrate for the d‐trans process to produce a higher amount of FAMEs than wet biomass because directly transesterified algal biomass, including water, resulted in losses of FAME composition. © 2023 Society of Chemical Industry (SCI).

Non-isothermal in-situ (trans)esterification of lipids in pre-functionalized and lipid-dense post-hydrolysis spent coffee grounds with subcritical methanol at low subcritical condition

Pre-functionalized lipid-dense post-hydrolyzed spent coffee grounds (PHSCG) were used as feedstock for fatty acid methyl ester (FAME) production. The lipids in PHSCG were converted to FAME via non-isothermal in-situ (trans)esterification (ISTE). The conversion was achieved with methanol under subcritical conditions. This study investigates the influence of reactor loading (RL), solvent-to-solid ratio (SSR), temperature, and holding time. High FAME yield of ∼21 g/100g PHSCG can be achieved in about 1 h. Both extractable and bound fatty acids (FA) were converted to FAME. The apparent conversion (∼107%) or yield may exceed the expected extractable FA when using pre-functionalized and lipid-dense PHSCG without needing an additional catalyst. Under favorable conditions of 85% RL, 6 mL/g SSR, and reacted non-isothermally to 125 °C (∼0.8 MPa), a minimum conversion of ∼98% could be achieved depending on the PHSCG's characteristics. The residual acid sites in the post-ISTE residues recovered after ISTE still exhibited catalytic activity when used as a catalyst during the esterification of oleic acid with methanol. The catalytic activity of the residues was evaluated by reusing them for up to 7 cycles. Elemental analysis and FT-IR peak identification supported the presence of sulfonic acid sites providing the catalytic activity of PHSCG and its residues.

Enhancement of microalgal biomass productivity through mixotrophic culture process utilizing waste soy sauce and industrial flue gas

Wastewater treatment plants are indispensable facilities, which emit a massive amount of greenhouse gases. To boost CO2 mitigation and wastewater treatment performance, mixotrophic microalgae cultivation using wastewater has recently been proposed. In this study, food industry wastewater (waste soy sauce) was applied to Chlorella sorokiniana UTEX 2714 cultivation. By using a medium with 20% (v/v) of 10-fold diluted soy sauce, the biomass and fatty acid methyl ester (FAME) productivity enhanced by 1.93 and 1.76 times, respectively. Biomass productivity increased up to 5.2 times when using medium with high soy sauce content under high-intensity light that inhibits cell growth in photoautotrophic environments. Furthermore, industrial flue gas treatment with wastewater was demonstrated by outdoor semi-continuous cultivation with 42% improved biomass production. Consequently, these results suggest that mixotrophic microalgal cultivation has great potential to address both climate change and water pollution while producing valuable products and can contribute to building a sustainable society.

Synthesis of High‐Value Tricarballylate Plasticizers Directly from Citric Acid Esters on Bifunctional Pd/Nb2O5.nH2O Catalysts

AbstractTricarballylate esters are considered as an appealing class of biobased plasticizers. This work focusses on the production of tricarballylate esters from citrate esters through a one‐pot sequential dehydration‐hydrogenation process, in order to circumvent the undesired decarboxylation side reaction in the synthesis of tricarballylic acid directly from citric acid. High yields up to 93 % of different tricarballylate esters were obtained with a self‐synthesised bifunctional 0.2 wt % Pd/Nb2O5.nH2O catalyst employed in methylcyclohexane as inert solvent.

Chicken tallow, a low-cost feedstock for the two-step lipase-catalysed synthesis of biolubricant

Biolubricants are oleochemical esters that are non-toxic to the environment, and they are preferred because of their high-performance activities in various automobile and industrial fields. In this study, chicken tallow has been explored as an alternative to a non-renewable source, which acts as a low-cost feedstock for synthesizing biolubricants in a two-step hydro esterification process catalysed by Candida rugosa lipase (CRL). The enzymatic hydrolysis of chicken tallow is optimized at different time intervals at 40 °C, and the maximum release of 160.2 µmol min−1 free fatty acids (FFAs) is observed at 100 min. The hydrolysed FFAs are characterized by the gas chromatography-mass spectrometry (GC-MS) analysis that has depicted the fatty acid methyl esters (FAMEs) composition of the tallow oil. The recovered FFA is then enzymatically esterified with trimethylolpropane (TMP) to produce TMP esters. Optimization studies are performed to explore the effect of factors such as time, temperature, amount of the enzyme, and TMP: FFA molar ratio for the esterification process. Thus, the optimal conditions for achieving a maximal hydroxyl group conversion of 60% during TMP ester production include incubation time (120 min), temperature (35 °C), lipase concentration (3% w/w), and TMP: FFA molar ratio (1:4). Fourier transform infrared spectroscopy (FT-IR), and nuclear magnetic resonance (NMR) studies confirm the synthesized TMP esters. Moreover, physicochemical properties such as viscosity, cloud point (CP), and calorific value (CV) are found to be 36 mm2/s, 7159.14 cal/g, and 20 °C, respectively.

Techno-Economic Analysis of Interesterification for Biodiesel Production

Interesterification is an alternative reaction for the production of fatty acid alkyl esters from triglycerides, a pathway that avoids unwanted byproduct formation. In this work, the technical and economic feasibility of soybean oil interesterification for biodiesel production on a commercial scale is assessed. The interesterification kinetics of triolein (model soybean oil) and methyl acetate using ferric sulfate as a heterogeneous acid catalyst are experimentally determined, and the results are used to parameterize a kinetic model. Process simulations are developed using Aspen Plus V11 for acid and alkaline heterogeneously catalyzed interesterification plants at varying production rates and methyl acetate-to-oil molar ratios (MAOMRs). At all production capacities and MAOMRs tested, the acid-catalyzed processes are found to have more favorable process energy consumption and profitability metrics compared to the alkaline-catalyzed processes. The most economically promising design operates at a production capacity of 30,000 metric tons/yr and an MAOMR of 10:1 with a net present value of $34 million after 20 years and a biodiesel breakeven price of $0.78/kg. This case has a process energy demand of 35,000 MJ/h, resulting in a process energy ratio of 0.25. This work indicates that interesterification shows commercial viability and is a promising alternative to transesterification for biodiesel production.

Optimization of strains for fermentation of kiwifruit juice and effects of mono- and mixed culture fermentation on its sensory and aroma profiles

In this study, a quality evaluation model of fermented kiwifruit juice (KJ) based on strain growth characteristics, sensory quality and functional characteristics was established by PCA, and the effects of mono- and mixed culture fermentation on the sensory and aroma profiles of KJ were comparatively studied. Experiments determined that L. brevis (LB) was the optimal strain for monoculture fermentation, and L. plantarum (LP2):LB = 1:2 was the optimum ratio for mixed fermentation. The results showed that lactic acid bacteria (LAB) fermentation significantly reduced the pH, soluble solid content and lightness, and improved its functional characteristics and viscosity. Mixed culture fermentation was superior to monoculture fermentation in terms of colony counts, sensory quality and viscosity. In general, after LAB fermentation, the concentrations of esters, ketones, alcohols and terpenoids in KJ increased significantly, while the concentrations of aldehydes decreased significantly. The production of esters and terpenoids was more strongly promoted by monoculture fermentation, while mixed culture fermentation promoted the production of more ketones and alcohols. 2,5-octanedione and 1-octen-3-ol could be the characteristic aroma compounds of mixed fermented KJ.

Continuous production of cellulose mixed esters via homogeneous reactive twin-screw extrusion catalyzed by ionic liquid

Cellulose mixed esters (CMEs) substituted with two different types of acyl groups are promising polymeric materials with various tunable properties but are arduous to produce. This is because of the insolubility of cellulose in common solvents, and thus, the industrial production of CMEs with desired degrees of substitution (DSs) requires a costly multistep process. To accomplish their facile production, homogeneous reactions have been performed using ionic liquids (ILs) as solvents for cellulose. However, the high viscosity of the cellulose-IL solutions causes insufficient mixing in batch reactors; thereby, favoring low cellulose concentrations with long reaction times (typically hours). Herein, we demonstrate a rapid and scalable production of CMEs by exploiting the excellent shear mixing of a twin-screw extruder as a flow reactor. A co-solvent system comprising an IL, 1-ethyl-3-methylimidazolium acetate, and dimethyl sulfoxide was applied to dissolve cellulose at a high concentration (15 wt.%) via twin-screw extrusion. During continuous extrusion at 80 °C, cellulose reacted with two acyl reagents, isopropenyl acetate (IPAc) and vinyl propionate (VPr) (2.5:0.5, mol/mol), to yield cellulose acetate propionate (CAP) within minutes. The CAP was stably produced during the operation time of 50 min with an average isolated yield of 71%. The DSs of the acetyl and propionyl groups of CAP were 1.77 and 0.50, respectively, corresponding to sufficiently high conversion rates of 70% for IPAc and 100% for VPr.

Novel Chimeric Amino Acid-Fatty Alcohol Ester Amphiphiles Self-Assemble into Stable Primitive Membranes in Diverse Geological Settings.

Primitive cells are believed to have been self-assembled vesicular structures with minimal metabolic components, that were capable of self-maintenance and self-propagation in early Earth geological settings. The coevolution and self-assembly of biomolecules, such as amphiphiles, peptides, and nucleic acids, or their precursors, were essential for protocell emergence. Here, we present a novel class of amphiphiles-amino acid-fatty alcohol esters-that self-assemble into stable primitive membrane compartments under a wide range of geochemical conditions. Glycine n-octyl ester (GOE) and isoleucine n-octyl ester (IOE), the condensation ester products of glycine or isoleucine with octanol (OcOH), are expected to form at a mild temperature by wet-dry cycles. The GOE forms micelles in acidic aqueous solutions (pH 2-7) and vesicles at intermediate pH (pH 7.3-8.2). When mixed with cosurfactants (octanoic acid [OcA]; OcOH, or decanol) in different mole fractions [XCosurfactant = 0.1-0.5], the vesicle stability range expands significantly to span the extremely acidic to mildly alkaline (pH 2-8) and extremely alkaline (pH 10-11) regions. Only a small mole fraction of cosurfactant [XCosurfactant = 0.1] is needed to make stable vesicular structures. Notably, these GOE-based vesicles are also stable in the presence of high concentrations of divalent cations, even at low pHs and in simulated Hadean seawater composition (without sulfate). To better understand the self-assembly behavior of GOE-based systems, we devised complementary molecular dynamics computer simulations for a series of mixed GOE/OcA systems under simulated acidic pHs. The resulting calculated critical packing parameter values and self-assembly behavior were consistent with our experimental findings. The IOE is expected to show similar self-assembly behavior. Thus, amino acid-fatty alcohol esters, a novel chimeric amphiphile class composed of an amino acid head group and a fatty alcohol tail, may have aided in building protocell membranes, which were stable in a wide variety of geochemical circumstances and were conducive to supporting replication and self-maintenance. The present work contributes to our body of work supporting our hypothesis for synergism and coevolution of (proto)biomolecules on early Earth.

Impact of Assimilable Nitrogen Supplementation on Saccharomyces cerevisiae Metabolic Response and Aromatic Profile of Moschofilero Wine.

The concentration of nitrogen in must is critical to yeast fermentation efficiency and wine aroma profile. The present work determined the effect of the amount of yeast assimilable nitrogen (YAN) on fermentation kinetics, aroma production, and gene expression patterns of the wine yeast Saccharomyces cerevisiae. Fermentations were performed under two different YAN concentrations of must. Acetate esters, linalool, and nerol appeared to be clearly affected by the different YAN levels. Real-time-PCR results revealed that the genes involved in ethyl and acetate esters production recorded, in general, higher transcript levels under high nitrogen supplementation. In addition, an up-regulation of the BGL2 and EXG1 genes, which are related to terpenes production, was observed in the case of high nitrogen content and it is well corresponded to the terpenol concentration found. Our study revealed the impact of nitrogen supplementation on yeast metabolism and its importance to adjust wine's aromatic composition and sensory profile.