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1.
Food Chem ; 445: 138398, 2024 Jul 01.
Artigo em Inglês | MEDLINE | ID: mdl-38394903

RESUMO

A protein hydrolysate of goat viscera added with xylose, cysteine, and thiamine under different pH was used to prepare a meat flavoring. Goat viscera hydrolysate and flavoring were subjected to analysis of physicochemical characteristics, amino acid profile, sugars, fatty acids, and volatile profile. Meat aroma characteristics were initiated in the hydrolysate, in which Strecker's pyrazines and aldehydes were identified, which also had fatty acids and amino acids available for the formation of 96 volatile compounds in the flavorings via lipid manipulation, Maillard occurrence, Strecker manipulation and interactions among these means. Maillard reaction products with intense meat aroma, such as 2-methyl-3-furanthiol, 2-furfurylthiol and, bis(2-methyl-3-furyl) disulfide were isolated only in the flavoring at pH 4. In contrast, the flavoring at pH 6 showed a higher concentration than all the other compounds, providing a lower meat characteristic, but an intense sweet, fatty and goat aroma.


Assuntos
Cisteína , Reação de Maillard , Animais , Cisteína/química , Tiamina/análise , Xilose/química , Hidrolisados de Proteína , Cabras , Aromatizantes/análise , Carne/análise , Ácidos Graxos , Odorantes/análise
2.
J Agric Food Chem ; 71(43): 16260-16269, 2023 Nov 01.
Artigo em Inglês | MEDLINE | ID: mdl-37857511

RESUMO

2-Threityl-thiazolidine-4-carboxylic acid (TTCA) and Amadori rearrangement product (ARP), the isomeric intermediates derived from the cysteine-xylose (Cys-Xyl) Maillard reaction model, possessed the ability to produce similar flavor profile during the thermal process, but the flavor formation or browning rate of heated TTCA was significantly lower than that of ARP. Macroscopically, the yield of TTCA reached the maximum when the moisture content of the reaction system just dropped to nearly 0% during the thermal reaction-vacuum dehydration process. During the subsequent dynamic intramolecular dehydration process, the reaction remained at an early stage of the Maillard reaction, and TTCA was the main intermediate. Thereinto, the water activity of the samples decreased with the increased dehydration time. From a molecular perspective, the dissipation of free water promoted the conversion of combined water to immobilized water and free water, increasing the intramolecular dehydration. Instantaneous high-temperature dehydration during the spray drying process revealed a higher efficiency than the thermal reaction-vacuum dehydration process, which facilitated the specific conversion of substrates to intermediates (TTCA, ARP). The loss of free water and immobilized water was a key driving force for the direct formation of TTCA/ARP, regulating the formation stages of MRIs. The increase of the inlet air temperature could alter the ratio of TTCA and ARP at the equilibrium state.


Assuntos
Reação de Maillard , Xilose , Humanos , Xilose/química , Cisteína/química , Desidratação , Água
3.
J Sci Food Agric ; 103(5): 2273-2282, 2023 Mar 30.
Artigo em Inglês | MEDLINE | ID: mdl-36620949

RESUMO

BACKGROUND: Harpadon nehereus is a high-protein marine fish. A valuable way to add value to H. nehereus is to convert it into protein hydrolysate. The Maillard reaction is an effective way to improve the functional properties of peptides and proteins, which are affected by many factors such as reactant concentration, water activity, pH, temperature, and heating time. However, the traditional Maillard reaction method is inefficient. The purpose of this study was therefore to explore the effect of the ultrasound-assisted wet heating method on the Maillard reaction of H. nehereus protein hydrolysate (HNPH) in a new-type green solvent - a natural hypereutectic solvent (NADES). RESULTS: Harpadon nehereus protein hydrolysate-xylose (Xy) conjugates were prepared via a Maillard reaction in a NADES system using an ultrasound-assisted wet heating method. The effects of different treatment conditions on the Maillard reaction were studied. The optimized glycation degree (DG) of HNPH-Xy conjugates was obtained with a water content of 10%, a reaction temperature of 80 °C, a reaction time of 35 min, and an ultrasonic power level of 300 W. Compared with HNPH, the structure of HNPH-Xy conjugates were significantly changed. Moreover, the functional properties and antioxidant activity of HNPH-Xy were all superior to the HNPH. CONCLUSIONS: An ultrasound-assisted wet-heating Maillard reaction between HNPH and Xy in the NADES system could be a promising way to improve the functional properties of HNPH. © 2023 Society of Chemical Industry.


Assuntos
Antioxidantes , Reação de Maillard , Animais , Antioxidantes/química , Solventes Eutéticos Profundos , Hidrolisados de Proteína/química , Xilose/química , Calefação , Solventes/química , Água
4.
J Agric Food Chem ; 71(5): 2472-2481, 2023 Feb 08.
Artigo em Inglês | MEDLINE | ID: mdl-36696632

RESUMO

The influence of pH was studied on volatile flavor formation during thermal treatment of an Amadori rearrangement product (ARP) with or without the addition of cysteine (Cys). The formation of thiols and sulfides or 2-acetylthiazole and pyrazines induced by Cys during thermal degradation of ARP was pH-dependent. At low pH levels, the hydrolysis of Cys to hydrogen sulfide (H2S) was promoted, giving rise to the increase of thiols and sulfides with an obvious meaty aroma. However, alkaline conditions were beneficial for enhancing the cyclization or transformation of imine to the enol structure, which strengthened the formation of 2-acetylthiazole and pyrazines with a roasted and nutty aroma. The imine was derived from the nucleophilic addition of Cys and methylglyoxal (MGO) and subsequent decarboxylation. At pH 8, Cys-induced variation of the flavor profile was weakened during thermal degradation of ARP. Accordingly, the combinational effect of pH and added Cys could be beneficial for achieving the desirable flavors during thermal processing of ARP.


Assuntos
Alanina , Reação de Maillard , Cisteína , Xilose/química , Compostos de Sulfidrila , Sulfetos , Pirazinas , Concentração de Íons de Hidrogênio
5.
ChemMedChem ; 17(14): e202200180, 2022 07 19.
Artigo em Inglês | MEDLINE | ID: mdl-35576106

RESUMO

The synthesis and biological evaluation of novel guanidino sugars as isonucleoside analogs is described. 5-Guanidino xylofuranoses containing 3-O-saturated/unsaturated hydrocarbon or aromatic-containing moieties were accessed from 5-azido xylofuranoses via reduction followed by guanidinylation with N,N'-bis(tert-butoxycarbonyl)-N''-triflylguanidine. Molecules comprising novel types of isonucleosidic structures including 5-guanidino 3-O-methyl-branched N-benzyltriazole isonucleosides and a guanidinomethyltriazole 3'-O-dodecyl xylofuranos-5'-yl isonucleoside were accessed. The guanidinomethyltriazole derivative and a 3-O-dodecyl (N-Boc)guanidino xylofuranose were revealed as selective inhibitors of acetylcholinesterase (Ki =22.87 and 7.49 µM, respectively). The latter also showed moderate antiproliferative effects in chronic myeloid leukemia (K562) and breast cancer (MCF-7) cells. An aminomethyltriazole 5'-isonucleoside was the most potent molecule with low micromolar GI50 values in both cells (GI50 =6.33 µM, 8.45 µM), similar to that of the drug 5-fluorouracil in MCF-7 cells. Moreover, the most bioactive compounds showed low toxicity in human fibroblasts, further indicating their interest as promising lead molecules.


Assuntos
Antineoplásicos , Neoplasias da Mama , Xilose/química , Acetilcolinesterase , Antineoplásicos/química , Feminino , Humanos , Células MCF-7 , Estrutura Molecular , Relação Estrutura-Atividade
6.
J Food Sci ; 87(3): 1069-1081, 2022 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-35122249

RESUMO

The changes in the volatile profiles of a xylose-cysteine-lecithin reaction model were investigated by using comprehensive two-dimensional gas chromatography-mass spectrometry (GC×GC-MS) in combination with headspace solid-phase microextraction (SPME) and electronic nose (E-nose) to evaluate the contribution of refrigerating and reheating treatment to warmed-over flavor (WOF). The volatile compound results and E-nose revealed that the contribution of refrigerating and reheating to the WOF was not consistent. After refrigerating, the level of furfuryl mercaptan increased, while that of 1-octene-3-ol, octanal, nonanal, and 2-decanone decreased, which affected the flavors. An increase in the level of 1-octene-3-ol, 2-pentyl-thiophene, and hexanoic acid and a decrease in the levels of furfural, 2-methyl-3-furanthiol, and 2-methyl-3-pentanethiol occurred during reheating. According to the odor activity value and sensory evaluation, the sulfur-like odor became more intense after refrigerating, while the rancid-like odor grew stronger, but the sulfur-like odor alleviated after reheating. Overall, the reaction between residual substances caused the WOF during refrigeration, also lead to the fatty acid oxidation increased after reheating. The overproduction of fatty acids oxidation products and decreased of volatile product of Maillard reaction leads to the WOF during reheating. PRACTICAL APPLICATION: This study provides theoretical guidance to reduce the off-flavors of meat products.


Assuntos
Nariz Eletrônico , Compostos Orgânicos Voláteis , Cisteína/química , Cromatografia Gasosa-Espectrometria de Massas , Lecitinas , Odorantes/análise , Microextração em Fase Sólida , Paladar , Compostos Orgânicos Voláteis/análise , Xilose/química
7.
Biotechnol Lett ; 43(12): 2199-2208, 2021 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-34626279

RESUMO

Nicotinamide mononucleotide (NMN) or Nicotinamide-1-ium-1-ß-D-ribofuranoside 5'-phosphate is a nucleotide that can be converted into nicotinamide adenine dinucleotide (NAD) in human cells. NMN has recently attracted great attention because of its potential as an anti-aging drug, leading to great efforts for its effective manufacture. The chemical synthesis of NMN is a challenging task since it is an isomeric compound with a complicated structure. The majority of biological synthetic routes for NMN is through the intermediate phosphoribosyl diphosphate (PRPP), which is further converted to NMN by nicotinamide phosphoribosyltransferase (Nampt). There are various routes for the synthesis of PRPP from simple starting materials such as ribose, adenosine, and xylose, but all of these require the expensive phosphate donor adenosine triphosphate (ATP). Thus, an ATP regeneration system can be included, leading to diminished ATP consumption during the catalytic process. The regulations of enzymes that are not directly involved in the synthesis of NMN are also critical for the production of NMN. The aim of this review is to present an overview of the biological production of NMN with respect to the critical enzymes, reaction conditions, and productivity.


Assuntos
Citocinas/genética , Mononucleotídeo de Nicotinamida/biossíntese , Nicotinamida Fosforribosiltransferase/genética , Nucleotídeos/biossíntese , Adenosina/química , Trifosfato de Adenosina/genética , Envelhecimento/efeitos dos fármacos , Envelhecimento/genética , Humanos , NAD/química , NAD/genética , Nucleotídeos/química , Ribose/química , Xilose/química
8.
Inflamm Res ; 70(9): 939-957, 2021 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-34319417

RESUMO

OBJECTIVE: Type 2 diabetes (T2D) is one of the centenarian metabolic disorders and is considered as a stellar and leading health issue worldwide. According to the International Diabetes Federation (IDF) Diabetes Atlas and National Diabetes Statistics, the number of diabetic patients will increase at an exponential rate from 463 to 700 million by the year 2045. Thus, there is a great need for therapies targeting functions that can help in maintaining the homeostasis of glucose levels and improving insulin sensitivity. 5' adenosine monophosphate-activated protein kinase (AMPK) activation, by various direct and indirect factors, might help to overcome the hurdles (like insulin resistance) associated with the conventional approach. MATERIALS AND RESULTS: A thorough review and analysis was conducted using various database including MEDLINE and EMBASE databases, with Google scholar using various keywords. This extensive review concluded that various drugs (plant-based, synthetic indirect/direct activators) are available, showing tremendous potential in maintaining the homeostasis of glucose and lipid metabolism, without causing insulin resistance, and improving insulin sensitivity. Moreover, these drugs have an effect against diabetes and are therapeutically beneficial in the treatment of diabetes-associated complications (neuropathy and nephropathy) via mechanism involving inhibition of nuclear translocation of SMAD4 (SMAD family member) expression and association with peripheral nociceptive neurons mediated by AMPK. CONCLUSION: From the available information, it may be concluded that various indirect/direct activators show tremendous potential in maintaining the homeostasis of glucose and lipid metabolism, without resulting in insulin resistance, and may improve insulin sensitivity, as well. Therefore, in a nut shell, it may be concluded that the regulation of APMK functions by various direct/indirect activators may bring promising results. These activators may emerge as a novel therapy in diabetes and its associated complications.


Assuntos
Proteínas Quinases Ativadas por AMP/metabolismo , Complicações do Diabetes/enzimologia , Diabetes Mellitus Tipo 2/complicações , Diabetes Mellitus Tipo 2/enzimologia , Regulação Enzimológica da Expressão Gênica , Animais , Berberina/química , Ativação Enzimática , Glucose/metabolismo , Homeostase , Humanos , Resistência à Insulina , Metabolismo dos Lipídeos/efeitos dos fármacos , Camundongos , Fosforilação , Polifenóis/química , Conformação Proteica , Domínios Proteicos , Ratos , Tiazolidinedionas/química , Ácido Tióctico/química , Xilose/química
9.
Carbohydr Polym ; 258: 117700, 2021 Apr 15.
Artigo em Inglês | MEDLINE | ID: mdl-33593571

RESUMO

An immuno-stimulatory polysaccharide (EtISPFa) was purified from water extract of the fungus Echinodontium tinctorium. EtISPFa has an estimated weight average molecular weight (Mw) of 1354 kDa and is composed of glucose (66.2 %), glucuronic acid (10.1 %), mannose (6.7 %), galactose (6.4 %), xylose (5.6 %), rhamnose (3.1 %), fucose (1.8 %), and arabinose (0.2 %). It has multiple glycosidic linkages, with 3-Glcp (19.8 %), 4-GlcpA (10.8 %), 6-Glcp (10.7 %), and 3,6-Glcp (8.7 %) being the most prominent. NMR analysis showed that EtISPFa has a backbone containing mostly of 3-substituted ß-glucopyranose with 4-substituted glucopyranosyluronic acid. Short side chains consisting of an average of two ß-glycopyranose residues, connected through 1→6 linkages, are attached to the 6-position of about every 4th or 5th backbone glucose residue. EtISPFa is a novel glucuronic acid-containing ß-glucan capable of significantly inducing the production of cytokines IL-17, IL-16, MIP-2, G-CSF,GM-CSF, LIF, MIP-1α, MIP-1ß, and RANTES in vitro. EtISPFa should be further explored for its immuno-stimulatory activity in vivo.


Assuntos
Basidiomycota/metabolismo , Citocinas/metabolismo , Ácido Glucurônico/química , Polissacarídeos/química , Animais , Arabinose/química , Quimiocinas/metabolismo , Fucose/química , Galactose/análise , Cromatografia Gasosa-Espectrometria de Massas/métodos , Glucose/análise , Macrófagos/metabolismo , Espectroscopia de Ressonância Magnética , Manose/química , Metilação , Camundongos , Monossacarídeos/química , Células RAW 264.7 , Ramnose/análise , Espectroscopia de Infravermelho com Transformada de Fourier , Xilose/química
10.
Int J Biol Macromol ; 165(Pt B): 2475-2483, 2020 Dec 15.
Artigo em Inglês | MEDLINE | ID: mdl-33098893

RESUMO

Salvia miltiorrhiza roots (SMRs), the main component of cell wall from the residual waste extraction, differ depending on the forming ways of monosaccharides. The extraction from 8% sodium hydroxide solution (H-8) was characterized by gel permeation chromatography (GPC), monosaccharide composition, Fourier transform infrared spectroscopy (FT-IR), and nuclear magnetic resonance (NMR) spectroscopy. The structure model of hemicellulose-based polysaccharides (HBPs) was derived by combining one-dimensional and two-dimensional NMR. Monosaccharides difference and correlation were performed by partial least square analysis (PLS). Seven H-8s exhibited optimal inhibitory activities, which varied based on different sources of Danshen. The backbone structure indicated that 4-ß-D-Xylp served as the main chain connected by 3-α-L-Araf or 5-α-L-Araf-1, 4-ß-D-Galp, and ß-D-Glcp branch, as well as α-L-Rhap, α-D-GalpA and α-D-GlcpA fragments. The variation of HBPs in terms of the structure and bioactivity of SMRs correlated with different cultivation sites can be a new approach to optimize and utilize the medical materials by chemical and biological aspects of natural macromolecules.


Assuntos
Polissacarídeos/química , Polissacarídeos/isolamento & purificação , Salvia miltiorrhiza/química , Antineoplásicos/farmacologia , Biomassa , Linhagem Celular Tumoral , Células Endoteliais da Veia Umbilical Humana , Humanos , Espectroscopia de Ressonância Magnética , Peso Molecular , Monossacarídeos/análise , Polissacarídeos/farmacologia , Espectroscopia de Infravermelho com Transformada de Fourier , Ácidos Urônicos/análise , Xilose/química
11.
J Agric Food Chem ; 68(39): 10884-10892, 2020 Sep 30.
Artigo em Inglês | MEDLINE | ID: mdl-32902964

RESUMO

2-Threityl-thiazolidine-4-carboxylic acid (TTCA) was found to be the predominant product rather than the Amadori rearrangement product (ARP) during the formation of xylose-cysteine-derived (Xyl-Cys-derived) Maillard reaction intermediates (MRIs) through a thermal reaction coupled with vacuum dehydration. To regulate the existence forms of Xyl-Cys-derived MRIs, an effective method carried out by pH adjustment during high-temperature instantaneous dehydration through spray-drying was proposed in this research to promote the conversion from TTCA to ARP. The increased inlet air temperature of spray-drying could properly facilitate the shift of chemical equilibrium between the MRIs and promote the transformation from TTCA to ARP while raising the total yield of TA (TTCA + ARP). The conversion to ARP was increased to 20.83% at 190 °C of hot blast compared to the product without spray-drying (6.03%). The conversion from TTCA to ARP was further facilitated in the pH range of 7.5-9.5. When the pH of the aqueous reactants was adjusted to 9.5, the equilibrium conversion to ARP was improved to 47.23% after spray-drying, which accounted for 59.48% of the TA formation. Accordingly, MRIs with different TTCA/ARP proportions could be selectively obtained by pH adjustment of the stock solution during high-temperature instantaneous dehydration of spray-drying.


Assuntos
Cisteína/química , Produtos Finais de Glicação Avançada/química , Tiazolidinas/química , Xilose/química , Temperatura Alta , Concentração de Íons de Hidrogênio , Reação de Maillard , Água/química
12.
Int J Biol Macromol ; 163: 1897-1907, 2020 Nov 15.
Artigo em Inglês | MEDLINE | ID: mdl-32946939

RESUMO

Xylan extracted from neem sawdust gave 22.5%, (w/w) yield. The extracted xylan was composed of xylose and glucuronic acid at a molar ratio of 8:1 and with a molecular mass, ~66 kDa. FTIR and NMR analyses indicated a backbone of xylan substituted with 4-O-methyl glucuronic acid at the O-2 position. FESEM analysis showed a highly porous and granular surface structure of xylan. A thermogravimetric study of xylan showed thermal denaturation at 271 °C. The hydrolysis of xylan by recombinant endo-ß-1,4-xylanase produced a mixture of xylooligosaccharides ranging from degree of polymerization 2-7. Xylooligosaccharides inhibited cell growth of human colorectal cancer (HT-29) cells but did not affect the mouse fibroblast cells confirming its biocompatibility. Western blotting, DNA laddering and flow cytometric analysis displayed inhibition of HT-29 cells by xylooligosaccharides. FLICA staining and mitochondrial membrane potential analyses confirmed the activation of the intrinsic pathway of apoptosis. The study amply indicated that the xylooligosaccharides produced from neem xylan could be potentially used as an antiproliferative agent.


Assuntos
Azadirachta/química , Proliferação de Células/efeitos dos fármacos , Oligossacarídeos/isolamento & purificação , Xilanos/isolamento & purificação , Neoplasias Colorretais/tratamento farmacológico , Células HT29 , Humanos , Hidrólise , Oligossacarídeos/química , Oligossacarídeos/farmacologia , Madeira/química , Xilanos/química , Xilanos/farmacologia , Xilose/química
13.
Carbohydr Polym ; 246: 116588, 2020 Oct 15.
Artigo em Inglês | MEDLINE | ID: mdl-32747247

RESUMO

Hot water extract from biomass of heterotrophic mutant green alga Parachlorella kessleri HY1 (Chlorellaceae) was deproteinised, and three polysaccharidic fractions were obtained by preparative chromatography. The low-molecular fraction (1.5 × 104g mol-1) was defined mainly as branched O-2-ß-xylo-(1→3)-ß-galactofuranan where xylose is partially methylated at O-4. Two high-molecular fractions (3.05 × 105 and 9.84 × 104g mol-1) were complex polysaccharides containing α-l-rhamnan and xylogalactofuranan parts in different ratios. The polysaccharides were well soluble in hot water and, upon cooling, tended to self-segregate. Immunomodulatory activities of the obtained fractions were preliminary tested using ELISA, FACS and ImmunoSpot kits. The polysaccharides increased the TNF-α production in melanoma bearing mice with much higher intensity than in healthy mice. This was in agreement with the FACS results on T and B cells indicating their possibly secondary activation by innate immunity cells.


Assuntos
Linfócitos B/efeitos dos fármacos , Clorófitas/química , Fatores Imunológicos/farmacologia , Polissacarídeos/farmacologia , Linfócitos T/efeitos dos fármacos , Animais , Antígenos CD/genética , Antígenos CD/imunologia , Linfócitos B/imunologia , Linfócitos B/patologia , Sequência de Carboidratos , Regulação da Expressão Gênica/efeitos dos fármacos , Fatores Imunológicos/química , Fatores Imunológicos/isolamento & purificação , Interferon gama/genética , Interferon gama/imunologia , Interleucina-2/genética , Interleucina-2/imunologia , Interleucina-4/genética , Interleucina-4/imunologia , Lipopolissacarídeos/antagonistas & inibidores , Lipopolissacarídeos/farmacologia , Melanoma/imunologia , Melanoma/patologia , Metilação , Camundongos , Camundongos Endogâmicos C57BL , Peso Molecular , Extratos Vegetais/química , Polissacarídeos/química , Polissacarídeos/isolamento & purificação , Cultura Primária de Células , Neoplasias Cutâneas/imunologia , Neoplasias Cutâneas/patologia , Solubilidade , Linfócitos T/imunologia , Linfócitos T/patologia , Fator de Necrose Tumoral alfa/genética , Fator de Necrose Tumoral alfa/imunologia , Água , Xilose/química , Xilose/isolamento & purificação
14.
Poult Sci ; 99(7): 3733-3741, 2020 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-32616269

RESUMO

The aim of this study was to optimize the protein hydrolysates from chicken liver with xylose under Maillard reaction (MR) conditions using response surface methodology. The correlation between the browning degree, grafting degree, and the antioxidant activities of the Maillard reaction products (MRPs) was investigated. The optimal reaction conditions were achieved with a reaction temperature of 138.78°C, an initial pH of 7.99, and a reaction time of 93.14 min. The grafting degree (41.98%) and browning degree (2.582) of chicken liver protein hydrolysate MRPs (CLPHM) were notably higher (P < 0.05) than those of protein MRPs (CLPM) and were significantly lower (P < 0.05) than those of sonicated hydrolysate MRPs (SCLPHM). The reducing power, 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging and hydroxyl radical scavenging of CLPM, CLPHM, and SCLPHM were significantly higher (P < 0.01) than those of the protein or hydrolysate substrates. The grafting degree and browning degree of CLPM, CLPHM, and SCLPHM had positive correlations with DPPH and hydroxyl radical scavenging activity. Hence, this study could enhance the added value of chicken liver by exhibiting the enhancements from ultrasound pretreatment and the MR. MRPs could have an effective and potential application in the food industry.


Assuntos
Antioxidantes/química , Fígado/química , Reação de Maillard , Hidrolisados de Proteína/química , Animais , Galinhas , Xilose/química
15.
Food Chem ; 333: 127489, 2020 Dec 15.
Artigo em Inglês | MEDLINE | ID: mdl-32653685

RESUMO

To improve the utilization of cod skin collagen peptides (CSCP), we heated them with xylose at 80 °C, 100 °C, and 120 °C for up to 150 min to prepare xylose-CSCP Maillard reaction products (MRPs), and then investigated their physicochemical and functional properties. The results showed that Arg, Lys, Phe, and Asp were the major amino acids involved in the Maillard reaction. After being heated at 120 °C for 150 min, the ABTS scavenging activity and reducing power of xylose-CSCP MRPs were 99.59% and 0.887 absorbance units, respectively. Xylose-CSCP MRPs had better emulsifying properties and foaming properties than CSCP. Furthermore, 26 volatile compounds, including 2,5-dimethyl-pyrazine and 2-ethyl-3,5-dimethylpyrazine, were identified from xylose-CSCP MRPs by gas chromatography-ion mobility spectrometry. Newly formed heterocyclic compounds might be responsible for the flavor and antioxidant capacity of xylose-CSCP MRPs. These results suggest the potential for xylose-CSCP MRPs to serve as functional food ingredients.


Assuntos
Fenômenos Químicos , Colágeno/química , Gadus morhua , Reação de Maillard , Peptídeos/química , Pele/química , Xilose/química , Animais , Antioxidantes/química , Temperatura Alta , Paladar
16.
Food Chem ; 331: 127353, 2020 Nov 30.
Artigo em Inglês | MEDLINE | ID: mdl-32580127

RESUMO

Aroma defects limit the application of fish protein hydrolysates as flavourings. This study aimed to develop a flavour concentrate from fermented tilapia fish head hydrolysate bymaximising the Maillard reaction production of meaty and roasted aroma associated compounds. We studied the optimal conditions of the Maillard reaction of xylose with cysteine to form meat-like odorants using response surface methodology. A 3-factored and 3-leveled Box Behnken design was employed, where the independent variables were cysteine concentration (A, w/v, %), heating temperature (B, °C) and heating time (C, min). 2-Methyl-3-furanthiol and 2-furfurylthiol were used as response factors. The optimal conditions were obtained as follows: A, 0.80%; B, 183.80 °C; C, 89.34 min. Compared with the controls, Maillard reaction products enriched the meaty and roasted aroma associated compounds in the treated hydrolysate. In conclusion, the treated tilapia fish head hydrolysate may be used as a base in development of new fish-based flavourings.


Assuntos
Cisteína/química , Aromatizantes/química , Reação de Maillard , Odorantes , Tilápia/metabolismo , Xilose/química , Animais , Fermentação , Alimentos Fermentados , Produtos Pesqueiros/microbiologia , Proteínas de Peixes da Dieta/química , Furanos/química , Cabeça , Hidrolisados de Proteína/metabolismo , Compostos de Sulfidrila/química , Paladar , Temperatura
17.
Microb Cell Fact ; 19(1): 89, 2020 Apr 15.
Artigo em Inglês | MEDLINE | ID: mdl-32293454

RESUMO

BACKGROUND: Biological routes for ethylene glycol production have been developed in recent years by constructing the synthesis pathways in different microorganisms. However, no microorganisms have been reported yet to produce ethylene glycol naturally. RESULTS: Xylonic acid utilizing microorganisms were screened from natural environments, and an Enterobacter cloacae strain was isolated. The major metabolites of this strain were ethylene glycol and glycolic acid. However, the metabolites were switched to 2,3-butanediol, acetoin or acetic acid when this strain was cultured with other carbon sources. The metabolic pathway of ethylene glycol synthesis from xylonic acid in this bacterium was identified. Xylonic acid was converted to 2-dehydro-3-deoxy-D-pentonate catalyzed by D-xylonic acid dehydratase. 2-Dehydro-3-deoxy-D-pentonate was converted to form pyruvate and glycolaldehyde, and this reaction was catalyzed by an aldolase. D-Xylonic acid dehydratase and 2-dehydro-3-deoxy-D-pentonate aldolase were encoded by yjhG and yjhH, respectively. The two genes are part of the same operon and are located adjacent on the chromosome. Besides yjhG and yjhH, this operon contains four other genes. However, individually inactivation of these four genes had no effect on either ethylene glycol or glycolic acid production; both formed from glycolaldehyde. YqhD exhibits ethylene glycol dehydrogenase activity in vitro. However, a low level of ethylene glycol was still synthesized by E. cloacae ΔyqhD. Fermentation parameters for ethylene glycol and glycolic acid production by the E. cloacae strain were optimized, and aerobic cultivation at neutral pH were found to be optimal. In fed batch culture, 34 g/L of ethylene glycol and 13 g/L of glycolic acid were produced in 46 h, with a total conversion ratio of 0.99 mol/mol xylonic acid. CONCLUSIONS: A novel route of xylose biorefinery via xylonic acid as an intermediate has been established.


Assuntos
Enterobacter cloacae/metabolismo , Etilenoglicol/metabolismo , Glicolatos/metabolismo , Xilose/análogos & derivados , Enterobacter cloacae/química , Etilenoglicol/química , Glicolatos/química , Xilose/química , Xilose/metabolismo
18.
Int J Biol Macromol ; 149: 450-458, 2020 Apr 15.
Artigo em Inglês | MEDLINE | ID: mdl-32004605

RESUMO

Polysaccharide (HFSGF) was purified from Sargassum fusiforme. Autohydrolysis and gel column chromatography were performed to fractionate HFSGF into three components (HFSGF-S, HFSGF-L and HFSGF-H). Compositional analysis, mass spectrometry and nuclear magnetic resonance spectroscopy were used to elucidate the structural features of HFSGF. HFSGF-S was a mixture of sulfated galacto-fuco-oligomers, from the branches terminal ends; in HFSGF-L, the branches of HFSGF, was a sulfated galactofucan, containing a backbone of 1,3-linked α-L-fucan sulfated at C2/4 and/or C4 and interspersed with galactose (Gal); and in HFSGF-H, the backbone of HFSGF, was composed of alternating 1,2-linked α-D-mannose (Man) and 1,4-linked ß-D-glucuronic acid (GlcA), branched with sulfated galactofucan or sulfated fucan, 1,3-linked α-L-fucan sulfated at C2/4 and/or C4 and partly interspersed with Gal. Some fucose (Fuc) residues were also partially branched with xylose (Xyl). The anti-lung cancer activities of HFSGF-L and HFSGF-H against human lung cancer A549 cells in vitro and A549 xenograft tumor growth in vivo were determined. HFSGF-H had higher activity in vitro (IC50 ~12 mg/mL for 24 h) and in vivo (tumor inhibition ~51%.) than HFSGF-L, indicating that HFSGF-H might be a leading compound for a potential new therapeutics for the treatment of lung cancer.


Assuntos
Neoplasias Pulmonares/tratamento farmacológico , Mananas/química , Polissacarídeos/química , Sargassum/química , Células A549 , Animais , Proliferação de Células/efeitos dos fármacos , Fucose/química , Galactose/química , Ácido Glucurônico/química , Xenoenxertos , Humanos , Mananas/farmacologia , Camundongos , Polissacarídeos/farmacologia , Sulfatos/química , Xilose/química
19.
Food Chem Toxicol ; 137: 111115, 2020 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-31911128

RESUMO

The physicochemical properties and hepatoprotective effects of fish scales peptides (FSP) and the glycated peptides conjugated with xylose via Maillard reaction (FSP-MRPs) were investigated. Results showed that the FSP was rich in oligopeptides within 2-10 amino acids, the degree of grafting of FSP-MRPs was 52.97 ± 1.58% and the antioxidant activities in vitro of FSP were improved through Maillard reaction. In order to investigate the antioxidant activities of FSP-MRPs after digestion, the simulated gastrointestinal digestion experiments of FSP and FSP-MRPs in vitro were conducted. Results indicated that the antioxidant activities of FSP and FSP-MRPs remained as stronger as before even under the digestive conditions. Furthermore, FSP-MRPs could significantly reduce the elevated activities of serum aspartate aminotransferase and alanine aminotransferase, decrease the elevated the levels of hepatic malondialdehyde and triglyceride, and inhibit the decrease of hepatic superoxide dismutase, catalase and glutathione peroxidase caused by alcohol-induced liver damage. These findings suggest that the glycated peptides formed by FSP and xylose via Maillard reaction may be potential to be exploited as a potential functional ingredient in food industry.


Assuntos
Escamas de Animais/química , Peptídeos/química , Peptídeos/farmacologia , Substâncias Protetoras/farmacologia , Xilose/química , Animais , Catalase/metabolismo , Proteínas de Peixes/química , Proteínas de Peixes/farmacologia , Peixes , Glutationa Peroxidase/metabolismo , Glicosilação , Fígado/efeitos dos fármacos , Fígado/metabolismo , Reação de Maillard , Malondialdeído/metabolismo , Substâncias Protetoras/química
20.
J Sci Food Agric ; 100(4): 1524-1531, 2020 Mar 15.
Artigo em Inglês | MEDLINE | ID: mdl-31769029

RESUMO

BACKGROUND: In recent years, cold-pressed oils have become more and more popular with consumers. However, their oxidative stability is low. Improving the oxidative stability of cold-pressed oils will increase their shelf life. Maillard reaction products (MRPs) have been shown to promote the oxidative stability of lipids. In this study, products from the Maillard reaction of reducing sugars and sesame enzymatically hydrolyzed protein (SEHP) were added to cold-pressed sesame oils to improve their oxidative stability. RESULTS: Three types of MRPs from reducing sugars (xylose, fructose, and glucose) and SEHP were prepared. Xylose-SEHP MRPs prepared under optimum conditions had the highest antioxidant activities among the three. The optimum conditions for xylose-SEHP were as follows: reaction temperature, 130 °C; reaction time, 180 min; pH, 6.5; and sugar/protein ratio, 10:1. The addition of xylose-SEHP MRPs at a level of 20 g kg-1 could significantly improve the oxidative stability of cold-pressed sesame oil. Besides, the addition of MRPs reduced the loss of tocopherol. The interaction of MRPs with endogenous antioxidants in the sesame oil (sesamol and tocopherol) was proved by comparison with lard. There was a synergistic increase in antioxidant activity for the combination of MRPs and sesamol and the combination of MRPs and tocopherol. CONCLUSIONS: The results provide evidence that adding certain MRPs can improve the oxidative stability of cold-pressed sesame oil. © 2019 Society of Chemical Industry.


Assuntos
Manipulação de Alimentos/métodos , Frutose/química , Glucose/química , Produtos Finais de Glicação Avançada/química , Proteínas de Plantas/química , Óleo de Gergelim/química , Sesamum/química , Xilose/química , Aditivos Alimentares/química , Reação de Maillard , Oxirredução
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