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1.
Sci Rep ; 14(1): 23797, 2024 10 11.
Artículo en Inglés | MEDLINE | ID: mdl-39394436

RESUMEN

Osmotic processes play a crucial role in developing high-quality intermediate moisture food products. This study investigates the role of osmotic dehydration focusing on using natural sweeteners to reduce health risks from refined sugar. Jaggery and honey were used for osmosis of papaya cubes, with a Box-Behnken design to determine optimal conditions: osmosis temperature (30, 40, 50 °C), osmotic solution concentration (40, 50, 60°Brix), and osmosis time (3, 4, 5 h). Simultaneous optimization of these parameters considered responses such as water loss, solid gain, weight reduction, colour change, ascorbic acid content, lycopene content, and phenolic content. The optimized conditions were identified as 49.46 °C, 40°Brix, and 5 h for jaggery osmosed samples and 39.64 °C, 60°Brix, and 4.92 h for honey osmosed samples. Drying the osmosed samples using advanced domestic solar dryer revealed superior quality (total phenolic content and lycopene content) in jaggery osmosed papaya compared to honey osmosed papaya. The study suggests that introducing a new osmotic agent, jaggery, can enhance the nutritional value of osmosed papaya cubes.


Asunto(s)
Carica , Ósmosis , Edulcorantes , Carica/química , Edulcorantes/química , Fenoles/análisis , Fenoles/química , Ácido Ascórbico/química , Licopeno/química , Miel/análisis , Desecación , Valor Nutritivo , Agua/química , Temperatura
2.
Molecules ; 29(19)2024 Sep 26.
Artículo en Inglés | MEDLINE | ID: mdl-39407502

RESUMEN

An eco-friendly method for the determination of sweeteners (aspartame, acesulfame-K) and preservatives (benzoic acid, sorbic acid, methylparaben, ethylparaben) in functional beverages and flavoured waters using thin film microextraction (TFME) and high-performance liquid chromatography with UV detection (HPLC-UV) was proposed. A series of fourteen green and renewable solidified natural deep eutectic solvents (NADESs) were prepared and tested as 'eutectosorbents' in TFME for the first time. In the proposed method, the NADES containing acetylcholine chloride and 1-docosanol at a 1:3 molar ratio was finally chosen to coat a support. Four factors, i.e., the mass of the NADES, pH of the samples, extraction time, and desorption time, were tested in the central composite design to select the optimal TFME conditions. Limits of detection were equal to 0.022 µg mL-1 for aspartame, 0.020 µg mL-1 for acesulfame-K, 0.018 µg mL-1 for benzoic acid, 0.026 µg mL-1 for sorbic acid, 0.013 µg mL-1 for methylparaben, and 0.011 µg mL-1 for ethylparaben. Satisfactory extraction recoveries between 82% and 96% were achieved with RSDs lower than 6.1% (intra-day) and 7.4% (inter-day). The proposed 'eutectosorbent' presented good stability that enabled effective extractions for 16 cycles with recovery of at least 77%. The proposed NADES-TFME/HPLC-UV method is highly sensitive and selective. However, the use of a solid NADES as a sorbent, synthesized without by-products, without the need for purification, and with good stability on a support with the possibility of reusability increases the ecological benefit of this method. The greenness aspect of the method was evaluated using the Complex modified Green Analytical Procedure Index protocol and is equal to 84/100.


Asunto(s)
Bebidas , Edulcorantes , Edulcorantes/química , Edulcorantes/análisis , Edulcorantes/aislamiento & purificación , Cromatografía Líquida de Alta Presión/métodos , Bebidas/análisis , Disolventes Eutécticos Profundos/química , Microextracción en Fase Sólida/métodos , Microextracción en Fase Líquida/métodos , Parabenos/análisis , Parabenos/química , Parabenos/aislamiento & purificación , Conservantes de Alimentos/química , Conservantes de Alimentos/análisis , Aspartame/análisis , Aspartame/química , Agua/química
3.
J Phys Chem B ; 128(37): 8927-8932, 2024 Sep 19.
Artículo en Inglés | MEDLINE | ID: mdl-39231438

RESUMEN

The heterodimeric sweet taste receptor, TAS1R2/1R3, is a class C G protein-coupled receptor (GPCR) that couples to gustducin (Gt), a G protein (GP) specifically involved in taste processing. This makes TAS1R2/1R3 a possible target for newly developing low caloric ligands that taste sweet to address obesity and diabetes. The activation of TAS1R2/1R3 involves the insertion of the GαP C-terminus of the GP into the GPCR in response to ligand binding. However, it is not known for sure whether the GP inserts into the TAS1R2 or TAS1R3 intracellular region of this GPCR dimer. Moreover, TAS1R2/1R3 can also connect to other GPs, such as Gs, Gi1, Gt3, Go, Gq, and G12. These GPs have different C-termini that may modify GPCR signaling. To understand the possible GP dependence of sweet perception, we use molecular dynamic (MD) simulations to examine the coupling of various GαP C20 termini to TAS1R2/1R3 for various steviol glycoside ligands and an artificial sweetener. Since the C20 could interact with the transmembrane domain (TMD) of either TAS1R2 (TMD2) or TAS1R3 (TMD3), we consider both cases. Without any sweetener, we find that the apo GPCR shows similar Go and Gt selectivities, while all steviol glycoside ligands increase the selectivity of Gt but decrease Go selectivity at TMD2. Interestingly, we find that high sweet rebaudioside M (RebM) and RebD ligands show better interactions of C20 at TMD3 for the Gt protein, but low sweet RebC and hydRebM ligands show better interaction of C20 at TMD2 for the Gt protein. Thus, our MD simulation suggests that TAS1R2/1R3 may couple the GP to either 1R2 or to 1R3 and that it can couple other GPs compared to Gt. This will likely lead to multimodal functions producing multiple patterns of intracellular signaling for sweet taste receptors, depending on the particular sweetener. Directing the GP to one of the other may have beneficial therapeutic outcomes.


Asunto(s)
Simulación de Dinámica Molecular , Receptores Acoplados a Proteínas G , Receptores Acoplados a Proteínas G/metabolismo , Receptores Acoplados a Proteínas G/química , Ligandos , Humanos , Gusto , Transducina/metabolismo , Transducina/química , Multimerización de Proteína , Edulcorantes/química , Edulcorantes/metabolismo
4.
J Agric Food Chem ; 72(39): 21690-21701, 2024 Oct 02.
Artículo en Inglés | MEDLINE | ID: mdl-39292642

RESUMEN

Polyols, or sugar alcohols, are widely used in the industry as sweeteners and food formulation ingredients, aiming to combat the incidence of diet-related Non-Communicable Diseases. Given the attractive use of Generally Regarded As Safe (GRAS) enzymes in both academia and industry, this study reports on an optimized process to achieve polyols transglucosylation using a dextransucrase enzyme derived from Leuconostoc mesenteroides. These enzyme modifications could lead to the creation of a new generation of glucosylated polyols with isomalto-oligosaccharides (IMOS) structures, potentially offering added functionalities such as prebiotic effects. These reactions were guided by a design of experiment framework, aimed at maximizing the yields of potential new sweeteners. Under the optimized conditions, dextransucrase first cleared the glycosidic bond of sucrose, releasing fructose with the formation of an enzyme-glucosyl covalent intermediate complex. Then, the acceptor substrate (i.e., polyols) is bound to the enzyme-glucosyl intermediate, resulting in the transfer of glucosyl unit to the tested polyols. Structural insights into the reaction products were obtained through nuclear maneic resonance (NMR) and matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) analyses, which revealed the presence of linear α(1 → 6) glycosidic linkages attached to the polyols, yielding oligosaccharide structures containing from 4 to 10 glucose residues. These new polyols-based oligosaccharides hold promise as innovative prebiotic sweeteners, potentially offering valuable health benefits.


Asunto(s)
Glucosiltransferasas , Leuconostoc mesenteroides , Oligosacáridos , Glucosiltransferasas/química , Glucosiltransferasas/metabolismo , Oligosacáridos/química , Oligosacáridos/metabolismo , Leuconostoc mesenteroides/enzimología , Leuconostoc mesenteroides/química , Leuconostoc mesenteroides/metabolismo , Proteínas Bacterianas/química , Proteínas Bacterianas/metabolismo , Polímeros/química , Polímeros/metabolismo , Biocatálisis , Edulcorantes/química , Edulcorantes/metabolismo , Glicosilación
5.
J Phys Chem B ; 128(40): 9745-9755, 2024 Oct 10.
Artículo en Inglés | MEDLINE | ID: mdl-39321204

RESUMEN

Recent research indicates that high doses of sucralose content can weaken the immune response in mice. To better understand the interaction between cell membranes and sucralose, we studied model biomembranes composed of dipalmitoylphosphatidylcholine bilayers in a sucralose solution. Calorimetry measurements showed that the effect of sucralose on the phase behavior is biphasic. Pretransitions and main transitions are decreased at low sucralose concentrations, while the main transition is increased at high concentrations. Pretransitions cannot be detected above the concentration at which the direction of change in the main transition temperature reverses. X-ray diffraction measurements revealed that sucralose at concentrations higher than 0.2 M induces the interdigitated gel (LßI) phase below the main transition temperature. Fluorescence Prodan measurements suggested that the sucralose solution is slightly more hydrophobic than the sucrose solution. This could be one reason why sucralose induces the LßI phase.


Asunto(s)
1,2-Dipalmitoilfosfatidilcolina , Membrana Dobles de Lípidos , Sacarosa , Edulcorantes , Sacarosa/química , Sacarosa/análogos & derivados , Membrana Dobles de Lípidos/química , 1,2-Dipalmitoilfosfatidilcolina/química , Edulcorantes/química , Geles/química , Difracción de Rayos X , Transición de Fase , Agua/química
6.
J Food Sci ; 89(10): 6296-6307, 2024 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-39256532

RESUMEN

d-Allulose, a C-3 epimer of d-fructose, is a rare sugar with ∼70% of the sweetness of sucrose but a caloric content of only 0.4 kcal/g. Due to its low-calorie nature, d-allulose has garnered increasing interest in the food industry. This study was the first attempt to explore the effect of d-allulose as a sucrose replacer on the properties of sponge cake, a widely consumed high-sugar product. Substituting sucrose with d-allulose generated negligible impact on the batter system, while pronounced differences in physicochemical properties of cakes were detected, including specific volume, texture, microstructure, color, and antioxidant activity. In addition, sponge cake containing d-allulose displayed a distinctive aroma volatile profile, with more furans and pyrazines generation. Furthermore, correlations of physicochemical properties across all formulations were depicted, and the potential mechanism behind the property alterations modulated by d-allulose was revealed from the perspectives of starch gelatinization and browning reactions. Overall, this study provides insights into the application potential of d-allulose as a sucrose substitute in bakery product. PRACTICAL APPLICATION: This study elucidates the effect of d-allulose as a low-calorie sugar substitute on sponge cakes. This finding is valuable for the food industry, providing insights into a healthier alternative to traditional sugar in baked goods.


Asunto(s)
Fructosa , Sacarosa , Fructosa/análisis , Fructosa/química , Sacarosa/análisis , Compuestos Orgánicos Volátiles/análisis , Antioxidantes/análisis , Color , Almidón/química , Culinaria/métodos , Odorantes/análisis , Fenómenos Químicos , Edulcorantes/química
7.
J Agric Food Chem ; 72(35): 19470-19479, 2024 Sep 04.
Artículo en Inglés | MEDLINE | ID: mdl-39126644

RESUMEN

Honey truffle sweetener (HTS), a 121 amino acid protein is identified as a high-intensity sweetener found naturally occurring in the Hungarian Sweet Truffle Mattirolomyces terfezioides, an edible mushroom used in regional diets. The protein is intensely sweet, but the truffle is difficult to cultivate; therefore, the protein was systematically characterized, and the gene coding for the protein was expressed in a commonly used host yeast Komagataella phaffii. The heterologously expressed protein maintained the structural characteristics and sweet taste of the truffle. Preliminary safety evaluations for use as a food ingredient were performed on the protein including digestibility and in silico approaches for predicting the allergenicity and toxicity of the protein. HTS is predicted to be nonallergenic, nontoxic, and readily digestible. This protein is readily produced by precision fermentation of the host yeast, making it a potential replacement for both added sugars and small molecule high-intensity sweeteners in food.


Asunto(s)
Proteínas Fúngicas , Edulcorantes , Edulcorantes/química , Edulcorantes/metabolismo , Proteínas Fúngicas/genética , Proteínas Fúngicas/química , Proteínas Fúngicas/metabolismo , Saccharomycetales/genética , Saccharomycetales/metabolismo , Saccharomycetales/química , Ascomicetos/genética , Ascomicetos/metabolismo , Ascomicetos/química , Humanos , Gusto , Expresión Génica , Simulación por Computador
8.
Food Chem ; 461: 140815, 2024 Dec 15.
Artículo en Inglés | MEDLINE | ID: mdl-39146686

RESUMEN

The characteristic aroma compounds of five-fold sweet orange oil were analyzed using gas chromatography-mass spectrometry combined with the odor aroma value (OAV) method. The results indicated that limonene, linalool, dodecanol, (E,E)-2,4-decadienal, (E)-citral, linalool, (E)-2-decenal, and geraniol are important contributors. The sweetening effects of key compounds on sucrose solutions were experimentally investigated. The results showed that the sweetness effects of five compounds (limonene, citronellal, geraniol, ß-sinensal and ß-caryophyllene) were better than those of (E)-citral, linalool and octanal. Molecular dynamics implied that the hydrogen bonding residues of the T1R2/T1R3-sucrose system were converted from LYS65, GLU302, ASP278, and SER144 to ASP278, SER144, ASP142, and ASP213 after the addition of limonene. Meanwhile, the hydrophobic interaction forces of the system are significantly enhanced. The total energy of the T1R2/T1R3-sucrose system decreased from -32.08 kcal/mol to -63.57 kcal/mol. The synergistic sweetening mechanism of characteristic aroma compounds of sweet orange oil on sucrose was revealed.


Asunto(s)
Nariz Electrónica , Cromatografía de Gases y Espectrometría de Masas , Simulación de Dinámica Molecular , Aceites de Plantas , Sacarosa , Edulcorantes , Gusto , Sacarosa/química , Sacarosa/análisis , Edulcorantes/química , Aceites de Plantas/química , Humanos , Odorantes/análisis , Masculino
9.
Food Chem ; 461: 140801, 2024 Dec 15.
Artículo en Inglés | MEDLINE | ID: mdl-39178544

RESUMEN

The sensory quality of a wine is mainly based on its aroma and flavor. Sweetness contributes in the gustatory balance of red wines. The investigation of compounds involved in this flavor was based on empirical observations, such as the increase in wine sweetness during yeast autolysis, concomitant to post-fermentation maceration in red winemaking. An untargeted metabolomics approach using UHPLC-HRMS has been developed to discover a new sweet molecule released during this stage. Among several markers highlighted, one compound was selected to be isolated by various separative techniques. It was unambiguously identified by NMR as N6-succinyladenosine and is reported for the first time in wine at an average concentration of 3.16 mg/L in 85 red wines. Furthermore, sensory analysis has highlighted its sweetness. In addition to discovering a new sweet compound in wine, this study proposes new tools for studying taste-active compounds in natural matrices.


Asunto(s)
Fermentación , Metabolómica , Gusto , Vino , Vino/análisis , Humanos , Cromatografía Líquida de Alta Presión , Edulcorantes/metabolismo , Edulcorantes/análisis , Edulcorantes/química , Saccharomyces cerevisiae/metabolismo , Saccharomyces cerevisiae/química , Espectrometría de Masas , Aromatizantes/química , Aromatizantes/metabolismo
10.
J Agric Food Chem ; 72(33): 18619-18629, 2024 Aug 21.
Artículo en Inglés | MEDLINE | ID: mdl-39105697

RESUMEN

Gynostemma pentaphyllum has been used as an herbal tea, vegetable, and dietary supplement for hundreds of years in East Asia. The sweet variety, grown in large areas in Fujian Province, China, is an essential source of "Jiaogulan" herbal tea. However, its sweet components are unknown. To investigate the sweet constituents of Fujian "Jiaogulan" and discover new natural high-potency sweeteners, phytochemical and sensory evaluations were combined to obtain 15 saponins, of which 11 (1-11) were sweet-tasting, including 2 new ones with sweetness intensities 20-200 times higher than that of sucrose, and four (12-15) were bitter-tasting. Their structures were elucidated using spectroscopic methods (NMR, MS, IR, UV), hydrolysis, and comparison with literature data. The contents of the 15 saponins were quantitatively analyzed using UPLC-MS/MS in multiple reaction monitoring mode. The contents of 1 and 2 sweet-tasting gypenosides were 9.913 ± 1.735 and 35.852 ± 1.739 mg/kg, respectively. The content of the sweetest compound (6) was 124.969 ± 0.961 mg/kg. Additionally, compound 4 was the most abundant sweet component (422.530 ± 3.702 mg/kg). Furthermore, molecular docking results suggested interactions of sweet saponins with sweet taste receptors. In general, this study revealed the material basis of the Fujian "Jiaogulan" taste.


Asunto(s)
Gynostemma , Extractos Vegetales , Receptores Acoplados a Proteínas G , Edulcorantes , Gusto , Gynostemma/química , Humanos , Edulcorantes/química , Extractos Vegetales/química , Receptores Acoplados a Proteínas G/química , Receptores Acoplados a Proteínas G/metabolismo , Estructura Molecular , Espectrometría de Masas en Tándem , Simulación del Acoplamiento Molecular , Saponinas/química , China
11.
J Agric Food Chem ; 72(32): 18214-18224, 2024 Aug 14.
Artículo en Inglés | MEDLINE | ID: mdl-39101349

RESUMEN

Mogrosides are natural compounds highly valued in the food sector for their exceptional sweetness. Here, we report a novel O-glycosyltransferase (UGT74DD1) from Siraitia grosvenorii that catalyzes the conversion of mogrol to mogroside IIE. Site-directed mutagenesis yielded the UGT74DD1-W351A mutant, which exhibited the new capability to transform mogroside IIE into the valuable sweetener mogroside III, but with low catalytic activity. Subsequently, using structure-guided directed evolution with combinatorial active-site saturation testing, the superior mutant M6 (W351A/Q373 K/E49H/Q335W/S278C/D17F) were obtained, which showed a 46.1-fold increase in catalytic activity compared to UGT74DD1-W351A. Molecular dynamics simulations suggested that the enhanced activity and extended substrate profiles of M6 are due to its enlarged substrate-binding pocket and strengthened enzyme-substrate hydrogen bonding interactions. Overall, we redesigned UGT74DD1, yielding mutants that catalyze the conversion of mogrol into mogroside III. This study thus broadens the toolbox of UGTs capable of catalyzing the formation of valuable polyglycoside compounds.


Asunto(s)
Glicosiltransferasas , Edulcorantes , Glicosiltransferasas/genética , Glicosiltransferasas/química , Glicosiltransferasas/metabolismo , Edulcorantes/química , Edulcorantes/metabolismo , Cucurbitaceae/química , Cucurbitaceae/enzimología , Cucurbitaceae/genética , Cucurbitaceae/metabolismo , Mutagénesis Sitio-Dirigida , Proteínas de Plantas/genética , Proteínas de Plantas/química , Proteínas de Plantas/metabolismo , Biocatálisis , Dominio Catalítico , Ingeniería de Proteínas , Especificidad por Sustrato , Cinética
12.
Nat Commun ; 15(1): 6423, 2024 Jul 30.
Artículo en Inglés | MEDLINE | ID: mdl-39080270

RESUMEN

Mogrosides constitute a series of natural sweeteners extracted from Siraitia grosvenorii fruits. These mogrosides are glucosylated to different degrees, with mogroside V (M5) and siamenoside I (SIA) being two mogrosides with high intensities of sweetness. SgUGT94-289-3 constitutes a uridine diphosphate (UDP)-dependent glycosyltransferase (UGT) responsible for the biosynthesis of M5 and SIA, by continuously catalyzing glucosylation on mogroside IIe (M2E) and on the subsequent intermediate mogroside products. However, the mechanism of its promiscuous substrate recognition and multiple catalytic modes remains unclear. Here, we report multiple complex structures and the enzymatic characterization of the glycosyltransferase SgUGT94-289-3. We show that SgUGT94-289-3 adopts a dual-pocket organization in its active site, which allows the two structurally distinct reactive ends of mogrosides to be presented from different pockets to the active site for glucosylation reaction, thus enabling both substrate promiscuity and catalytic regioselectivity. We further identified a structural motif that is essential to catalytic activity and regioselectivity, and generated SgUGT94-289-3 mutants with greatly improved M5/SIA production from M2E in an in vitro one-pot setup.


Asunto(s)
Dominio Catalítico , Glicosiltransferasas , Especificidad por Sustrato , Glicosiltransferasas/metabolismo , Glicosiltransferasas/genética , Glicosiltransferasas/química , Cucurbitaceae/enzimología , Cucurbitaceae/metabolismo , Glicosilación , Triterpenos/metabolismo , Triterpenos/química , Catálisis , Edulcorantes/metabolismo , Edulcorantes/química , Proteínas de Plantas/metabolismo , Proteínas de Plantas/genética , Proteínas de Plantas/química
13.
J Agric Food Chem ; 72(28): 15823-15831, 2024 Jul 17.
Artículo en Inglés | MEDLINE | ID: mdl-38959519

RESUMEN

Given the low-calorie, high-sweetness characteristics of steviol glycosides (SGs), developing SGs with improved taste profiles is a key focus. Rebaudioside M8 (Reb M8), a novel non-natural SG derivative obtained through glycosylation at the C-13 position of rebaudioside D (Reb D) using glycosyltransferase UGT94E13, holds promise for further development due to its enhanced sweetness. However, the low catalytic activity of UGT94E13 hampers further research and commercialization. This study aimed to improve the enzymatic activity of UGT94E13 through semirational design, and a variant UGT94E13-F169G/I185G was obtained with the catalytic activity improved by 13.90 times. A cascade reaction involving UGT94E13-F169G/I185G and sucrose synthase AtSuSy was established to recycle uridine diphosphate glucose, resulting in an efficient preparation of Reb M8 with a yield of 98%. Moreover, according to the analysis of the distances between the substrate Reb D and enzymes as well as between Reb D and the glucose donor through molecular dynamics simulations, it is found that the positive effect of shortening the distance on glycosylation reaction activity accounts for the improved catalytic activity of UGT94E13-F169G/I185G. Therefore, this study addresses the bottleneck in the efficient production of Reb M8 and provides a foundation for its widespread application in the food industry.


Asunto(s)
Diterpenos de Tipo Kaurano , Glicosiltransferasas , Diterpenos de Tipo Kaurano/química , Diterpenos de Tipo Kaurano/metabolismo , Glicosiltransferasas/metabolismo , Glicosiltransferasas/química , Glicosiltransferasas/genética , Glicosilación , Edulcorantes/química , Edulcorantes/metabolismo , Stevia/química , Stevia/enzimología , Stevia/metabolismo , Stevia/genética , Proteínas de Plantas/química , Proteínas de Plantas/metabolismo , Proteínas de Plantas/genética , Ingeniería de Proteínas , Glucosiltransferasas/química , Glucosiltransferasas/metabolismo , Glucosiltransferasas/genética , Glicósidos
14.
Food Chem ; 460(Pt 2): 140597, 2024 Dec 01.
Artículo en Inglés | MEDLINE | ID: mdl-39079360

RESUMEN

Artificial sweeteners have been widely used as additives in various beverages. Due to the safety risks associated with artificial sweeteners, it is essential to develop a simple, rapid, and high-throughput method for the analysis of artificial sweeteners. Here, we report a homogeneous binary matrix assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) assay for the simultaneous analysis of sweeteners including aspartame (ASP), neotame (NEO), and advantame (ADV) with a simple dilution step. The combination of nanodiamonds with 2,5-dihydroxybenzoic acid effectively improved the signal response of sweeteners, decreased the background noise, and improved the "spot-to-spot" repeatability. After the optimization, the method exhibits low limits of detection (ASP: 20 nΜ; NEO: 10 nΜ; ADV: 5 nΜ), good linearity (r > 0.995), satisfactory accuracy (96.2-103.0%), and lower RSDs (1.5-5.8%). Finally, the target sweeteners in 17 soft beverages were successfully determined with this method, showing the potential for the routine analysis of artificial sweeteners.


Asunto(s)
Bebidas , Espectrometría de Masa por Láser de Matriz Asistida de Ionización Desorción , Edulcorantes , Espectrometría de Masa por Láser de Matriz Asistida de Ionización Desorción/métodos , Edulcorantes/análisis , Edulcorantes/química , Bebidas/análisis , Aspartame/análisis , Aspartame/química , Límite de Detección , Dipéptidos
15.
J Agric Food Chem ; 72(29): 16438-16448, 2024 Jul 24.
Artículo en Inglés | MEDLINE | ID: mdl-38981019

RESUMEN

Steviol glycosides (SGs) are a natural sweetener widely used in the food and beverage industry, but the low solubility and stability of SG aqueous solutions greatly limit their application performance, especially in liquid formulations. In this work, we explore the solubility behavior of rebaudioside A (Reb A) in water, a major component of SGs, with the aim of clarifying the underlying mechanisms of the solubility and stability constraints of SGs, as well as the impact on their multifunctional properties. We demonstrate for the first time that Reb A exhibits hierarchical self-assembly in solutions, forming spherical micelles first when the concentration exceeds its critical micelle concentration (5.071 mg/mL), which then further assemble into large rod-like aggregates. The formation of such large Reb A aggregates is mainly dominated by hydrogen bonding and short-range Coulomb interaction energy, thus leading to the low solubility and precipitation of Reb A solutions. Surprisingly, aggregated Reb A structures display significantly improved organoleptic properties, revealing that self-aggregation can be developed as a simple, efficient, and green strategy for improving the taste profile of SGs. Additionally, the self-aggregation of Reb A at high concentrations impairs active encapsulation and also affects its interfacial and emulsifying properties.


Asunto(s)
Diterpenos de Tipo Kaurano , Glicósidos , Solubilidad , Edulcorantes , Diterpenos de Tipo Kaurano/química , Edulcorantes/química , Glicósidos/química , Agua/química , Micelas , Enlace de Hidrógeno , Gusto , Glucósidos/química , Stevia/química , Soluciones/química
16.
J Agric Food Chem ; 72(32): 18078-18088, 2024 Aug 14.
Artículo en Inglés | MEDLINE | ID: mdl-39078882

RESUMEN

Mogrosides, which have various pharmacological activities, are mainly extracted from Siraitia grosvenorii (Luo Han Guo) and are widely used as natural zero-calorie sweeteners. Unfortunately, the difficult cultivation and long maturation time of Luo Han Guo have contributed to a shortage of mogrosides. To overcome this obstacle, we developed a highly efficient biosynthetic method using engineered Escherichia coli to synthesize sweet mogrosides from bitter mogrosides. Three UDP-glycosyltransferase (UGT) genes with primary/branched glycosylation catalytic activity at the C3/C24 sites of mogrosides were screened and tested. Mutant M3, which could catalyze the glycosylation of nine types of mogrosides, was obtained through enhanced catalytic activity. This improvement in ß-(1,6)-glycosidic bond formation was achieved through single nucleotide polymorphisms and direct evolution, guided by 3D structural analysis. A new multienzyme system combining three UGTs and UDP-glucose (UDPG) regeneration was developed to avoid the use of expensive UDPG. Finally, the content of sweet mogrosides in the immature Luo Han Guo extract increased significantly from 57% to 95%. This study not only established a new multienzyme system for the highly efficient production of sweet mogrosides from immature Luo Han Guo but also provided a guideline for the high-value utilization of rich bitter mogrosides from agricultural waste and residues.


Asunto(s)
Cucurbitaceae , Escherichia coli , Glicosiltransferasas , Edulcorantes , Escherichia coli/genética , Escherichia coli/metabolismo , Glicosilación , Edulcorantes/metabolismo , Edulcorantes/química , Glicosiltransferasas/genética , Glicosiltransferasas/metabolismo , Cucurbitaceae/metabolismo , Cucurbitaceae/genética , Ingeniería Metabólica , Proteínas de Plantas/genética , Proteínas de Plantas/metabolismo , Proteínas de Plantas/química , Triterpenos/metabolismo , Triterpenos/química
17.
Food Chem ; 455: 139991, 2024 Oct 15.
Artículo en Inglés | MEDLINE | ID: mdl-38850990

RESUMEN

This study analyzed the physicochemical properties of nut-based milk and sweetened condensed milk (SCM) alternatives. Four types of nuts (almonds, cashews, hazelnuts, and walnuts) were roasted at 140 °C for 15 min, followed by the preparation and analysis of milk and SCM alternatives. During the production of SCM by heating with adding sugar, the pH, moisture, and L* decreased, while the carbohydrates, viscosity, and browning index increased significantly (p < 0.05). Oleic acid, linoleic acid, and linolenic acid contents were comparable among all samples (p > 0.05). Volatile compounds were analyzed using HS-SPME-GC-MS to determine changes due to roasting and heating, and a total of 54 volatile compounds were identified. These findings to show the importance of the physicochemical characteristics of milk and SCM alternatives, provide practical information for the development of improved-quality dairy alternatives.


Asunto(s)
Leche , Nueces , Nueces/química , Leche/química , Animales , Viscosidad , Compuestos Orgánicos Volátiles/química , Compuestos Orgánicos Volátiles/análisis , Calor , Cromatografía de Gases y Espectrometría de Masas , Sustitutos de la Leche/química , Edulcorantes/química , Edulcorantes/análisis , Culinaria
18.
Food Chem ; 457: 140103, 2024 Nov 01.
Artículo en Inglés | MEDLINE | ID: mdl-38905824

RESUMEN

Natural sweeteners generally refer to a sweet chemical component directly extracted from nature or obtained through appropriate modifications, mainly secondary metabolites of plants. Compared to the first-generation sweeteners represented by sucrose and the second-generation sweeteners represented by sodium cyclamate, natural sweeteners usually have high sweetness, low-calorie content, good solubility, high stability, and rarely toxic side effects. Historically, researchers mainly focus on the function of natural sweeteners as substitutes for sugars in the food industry. This paper reviews the bioactivities of several typical natural sweeteners, including anti-cancer, anti-inflammatory, antioxidant, anti-bacterial, and anti-hyperglycemic activities. In addition, we have summarized the extraction, physicochemical properties, and application of natural sweeteners. The article aimed to comprehensively collate vital information about natural sweeteners and review the potentiality of tapping bioactive compounds from natural products. Hopefully, this review provides insights into the further development of natural sweeteners as therapeutic agents and functional foods.


Asunto(s)
Edulcorantes , Edulcorantes/química , Humanos , Animales , Productos Biológicos/química , Productos Biológicos/farmacología , Antioxidantes/química , Antioxidantes/farmacología , Hipoglucemiantes/química , Hipoglucemiantes/farmacología , Antiinflamatorios/química , Antiinflamatorios/farmacología
19.
Int J Mol Sci ; 25(10)2024 May 16.
Artículo en Inglés | MEDLINE | ID: mdl-38791474

RESUMEN

Sweetness in food delivers a delightful sensory experience, underscoring the crucial role of sweeteners in the food industry. However, the widespread use of sweeteners has sparked health concerns. This underscores the importance of developing and screening natural, health-conscious sweeteners. Our study represents a groundbreaking venture into the discovery of such sweeteners derived from egg and soy proteins. Employing virtual hydrolysis as a novel technique, our research entailed a comprehensive screening process that evaluated biological activity, solubility, and toxicity of the derived compounds. We harnessed cutting-edge machine learning methodologies, specifically the latest graph neural network models, for predicting the sweetness of molecules. Subsequent refinements were made through molecular docking screenings and molecular dynamics simulations. This meticulous research approach culminated in the identification of three promising sweet peptides: DCY(Asp-Cys-Tyr), GGR(Gly-Gly-Arg), and IGR(Ile-Gly-Arg). Their binding affinity with T1R2/T1R3 was lower than -15 kcal/mol. Using an electronic tongue, we verified the taste profiles of these peptides, with IGR emerging as the most favorable in terms of taste with a sweetness value of 19.29 and bitterness value of 1.71. This study not only reveals the potential of these natural peptides as healthier alternatives to traditional sweeteners in food applications but also demonstrates the successful synergy of computational predictions and experimental validations in the realm of flavor science.


Asunto(s)
Proteínas del Huevo , Simulación del Acoplamiento Molecular , Péptidos , Proteínas de Soja , Edulcorantes , Humanos , Proteínas del Huevo/química , Simulación de Dinámica Molecular , Péptidos/química , Péptidos/aislamiento & purificación , Receptores Acoplados a Proteínas G/metabolismo , Receptores Acoplados a Proteínas G/química , Proteínas de Soja/química , Edulcorantes/química , Edulcorantes/aislamiento & purificación , Gusto
20.
Food Chem ; 453: 139654, 2024 Sep 30.
Artículo en Inglés | MEDLINE | ID: mdl-38781899

RESUMEN

As a natural low-calorie sweetener, Mogroside V (Mog-V) has gradually become one of the alternatives to sucrose with superior health attributes. However, Mog-V will bring unpleasant aftertastes when exceeding a threshold concentration. To investigate the possibility of soy protein isolates (SPIs), namely ß-conglycinin (7S), and glycinin (11S) as flavor-improving agents of Mog-V, the binding mechanism between Mog-V and SPIs was explored through multi-spectroscopy, particle size, zeta potential, and computational simulation. The results of the multi-spectroscopic experiments indicated that Mog-V enhanced the fluorescence of 7S/11S protein in a static mode. The binding affinity of 7S-Mog-V was greater compared with 11S-Mog-V. Particle size and zeta potential analysis revealed that the interaction could promote aggregation of 7S/11S protein with different stability. Furthermore, computational simulations further confirmed that Mog-V could interact with the 7S/11S protein in different ways. This research provides a theoretical foundation for the development and application of SPI to improve the flavor of Mog-V, opening a new avenue for further expanding the market demand for Mog-V.


Asunto(s)
Proteínas de Soja , Edulcorantes , Proteínas de Soja/química , Proteínas de Soja/metabolismo , Edulcorantes/química , Edulcorantes/metabolismo , Globulinas/química , Globulinas/metabolismo , Unión Proteica , Antígenos de Plantas/química , Antígenos de Plantas/metabolismo , Simulación por Computador , Proteínas de Almacenamiento de Semillas/química , Proteínas de Almacenamiento de Semillas/metabolismo , Simulación del Acoplamiento Molecular , Triterpenos
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