6860-47-5
Xylobiose
CAS: 6860-47-5
Molecular Formula: C10H18O9
6860-47-5 - Names and Identifiers
| Name | Xylobiose |
| Synonyms | C01630 Xylobiose XYLOBIOSE β-1,4-Xylobiose 1,4-D-XYLOBIOSE 1,4-beta-Xylobiose 4-O-(β-D-Xylopyranosyl)-D-xylose D-Xylose, 4-O-.beta.-D-xylopyranosyl- 4-O-β-D-Xylopyranosyl-β-D-xylopyranose |
| CAS | 6860-47-5 |
| InChIKey | LGQKSQQRKHFMLI-WSNPFVOISA-N |
6860-47-5 - Physico-chemical Properties
| Molecular Formula | C10H18O9 |
| Molar Mass | 282.24 |
| Density | 1.61±0.1 g/cm3(Predicted) |
| Melting Point | 186-187 °C |
| Boling Point | 604.0±55.0 °C(Predicted) |
| Specific Rotation(α) | -24.0 to -28.0°(C=10,H2O) |
| Solubility | Soluble in methanol, ethanol, DMSO and other organic solvents |
| Appearance | White powder |
| Color | White to Off-White |
| pKa | 12.40±0.20(Predicted) |
| Storage Condition | 2-8°C |
| MDL | MFCD00135984 |
| Physical and Chemical Properties | 1. Indigestible xylodisaccharide cannot be degraded by saliva, gastric juice, pancreatic juice and small intestinal juice. It can reach the colon while maintaining the integrity of the group and structure, and the residue in the intestine is high. Studies have shown that fructooligosaccharides and isomaltooligosaccharides can be hydrolyzed by small intestinal digestive juice, while xylo-oligosaccharides are not digested by any digestive enzymes, and xylobisaccharides are not hydrolyzed by any digestive enzymes. It is the most stable oligosaccharides in the entire digestive system. Therefore, xylobisaccharide with this characteristic can be used as a food and drug additive, as a sweetener for special groups such as obesity and diabetes. 2. Freeze-resistant xylodisaccharide has the largest water activity among all disaccharides, and is higher than xylose, almost equal to glucose; but lower than sucrose and maltose. Xylobisaccharide can reduce the water activity of the solution, and it also has a strong non-freezing function. The researchers prepared a concentration of 10%,20%, and 30% containing xylophilic sugar aqueous solution. Below minus 10 ℃, the amount of water that does not freeze at a fixed freezing point was determined. As a result, the ratio of xylophilic sugar to xylose does not freeze is roughly the same. There is more water than glucose, sucrose and maltose that does not freeze. This shows that adding a certain amount of xylodisaccharide to food can give food non-freezing properties. Foreign experts have also confirmed that it can be used as a humectant in food. 3. Stability Compared with other oligosaccharides, xylobicose is characterized by good acid resistance and thermal stability. The study showed that in the pH range of 2.5~8.0, it was stored at 5 ℃ and 37 ℃ for 3 months, its properties did not change much, showing strong stability and storage; the concentration of 5% containing xylo-oligosaccharide xylo-oligosaccharide, fructo-oligosaccharide and galactooligosaccharide syrup was heated to boiling state for 1 h, and the xylo-oligosaccharide syrup was very stable in the pH range of 2.5~8.0; after heating for 1 hour, it can still maintain its own configuration and conformation. Adding xylo-oligosaccharide to the beverage, stored at 25 ℃ for 8 months, there is still about 99% residual rate, showing good stability. Adding xylo-oligosaccharide syrup containing xylodisaccharide to the beverage at pH 3.4, the syrup retention rate is as high as over 97% after one year. This range covers almost the pH of most foods, so it can be widely used in strongly acidic (cola, etc.) or high-temperature processed (baked bread, cakes, etc.) foods. |
6860-47-5 - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| HS Code | 29400090 |
6860-47-5 - Reference
| Reference Show more | 1. Han Pengfei, Guo Jianzhong, Li Bing, etc. Optimization of process conditions for preparation of xylo-oligosaccharides from xylan catalyzed by solid acid [J]. Science and Technology of food industry, 2017. 2. Han Pengfei, Yu Zhusi, Guo Jianzhong, Li Bing, Liu Li. Optimization of preparation of xylo-oligosaccharides from xylan catalyzed by carbon-based solid acid [J]. Food Science, 2017,38(12):171-176. 3. [IF = 8.198] ABR Basit et al."High Efficiency Degradation of Xylan into Xylose by a Single Enzyme. Acs Sustain Chem Eng. 2019;7(13):11360-11368 4. [IF = 4.411] Zhao Jun Peng et al." Purification, Identification, and Characterization of an Endo-1,4-β-Xylanase from Wheat Malt."Molecules. 2020 Jan;25(7):1572 5. [IF = 5.645] Na Li et al."Improving catalytic efficiency of endoxylanase for degrading corncob xylan to produce xylooligosaccharides by fusing a β-xylosidase."Ind Crop Prod. 2022 Feb;176:114349 6. [IF=4.952] Jiapeng Wang et al."Efficient secretion of xylanase in Escherichia coli for production of prebiotic xylooligosaccharides."LWT-FOOD SCIENCE AND TECHNOLOGY. 2022 Jun;162:113481 |
6860-47-5 - Reference Information
| effective functional component of xylooligosaccharides | xylan is the main component of hemicellulose, which is a kind of Poly five carbon sugar, accounts for about 15%-35% of cells, in nature is the most abundant renewable resources in addition to cellulose. Xylooligosaccharides, also known as xylooligosaccharides, is a mixture of xylooligosaccharides obtained by hydrolysis of xylan as a substrate, with xylobiose and xylotriose as main components. Xylo-oligosaccharide is a kind of functional oligosaccharide, which is mainly derived from corn cob, bagasse and other crop straws rich in hemicellulose, pretreated by raw materials, hydrolyzed and refined by xylanase. Xylooligosaccharides can not be metabolized by the human digestive system, but also showed many excellent physiological characteristics, with good intestinal Bifidobacterium proliferation, improve intestinal function, promote the intestinal acetic acid, synthesis of short chain fatty acids such as propionic acid and butyric acid, reduce the risk of colon cancer, enhance the body's immune function, in addition, studies have found that xylooligosaccharides also have blood Ester, hypoglycemic, antioxidant and other functions. Xylobiose and xylotriose are the most effective functional components in xylooligosaccharides. The higher the content, the better the quality of xylooligosaccharides. xylobiose is composed of two xylose linked by β-1,4 glycosidic bonds, and is the most important component of commercial xylooligosaccharides. Xylobiose molecular formula C10H18O9, molecular weight 282.5, melting point 155.5 ℃ ~ 156.0 ℃, according to the latest report, its melting point is 185 ℃ ~ 186 ℃, the caloric value is 8.4 KJ (the average calorific value of xylooligosaccharides is 14.3 KJ), can be crystallized, and is soluble in water. The sweetness of xylobiose is equivalent to 40% of sucrose, with moderate taste, similar to sucrose, without impurity. The viscosity of xylobiose syrup is very low, and decreases rapidly with the increase of temperature. Xylobiose has unique biological characteristics, which makes it have potential application value in the fields of food, medicine and health products. There is no formal xylobiose standard product for sale in China, sigma's chromatographic grade xylobiose standard with a purity of less than 95% 1 mg exceeds 500 yuan. Therefore, the preparation of a single xylobiose component is particularly important. A simple and efficient separation and purification method has important economic significance. Figure 1 structural formula of xylobiose |
| physiological activity | 1. Anti-caries tooth decay is mainly caused by harmful bacteria (mainly Streptococcus mutans) in the oral cavity, which produce insoluble dextran by sucrose and cover the enamel surface to form tartar. Under appropriate conditions, bacteria use sucrose fermentation to produce acid between plaque and enamel, and H + reacts with enamel to demineralize teeth, which in turn produces dental caries. Xylobiose cannot be decomposed and utilized by bacteria such as Streptococcus mutans (mutans) in the oral cavity, so it will not cause tooth erosion, and if used together with sucrose, it can prevent the use of sucrose by bacteria, A water-insoluble high molecular weight dextran cannot be produced. As xylobiose has anti-caries properties, xylobiose can be added to some sugar-containing foods to prevent dental caries. 2. Lowering blood lipid, lowering blood sugar, lowering blood pressure 46 patients with high blood lipid intake of xylobiose oligosaccharide syrup for 5 weeks, the average diastolic blood pressure decreased by 799.8 (6mmHg), for 2 weeks to 3 months, serum total cholesterol can reduce 20~50 dl; Can also increase the high density lipoprotein cholesterol ratio in women. Studies have shown that the solution containing xylobiose and xylooligosaccharide can significantly reduce the amount of cholesterol, total triglyceride and high density lipoprotein cholesterol in blood of hyperlipidemia mice (feeding mouse model). Diabetic animal experiments show that xylooligosaccharides can significantly reduce blood glucose in mice with high blood sugar, diabetes treatment effect is obvious, and no significant damage to liver function, can be used as a specific health food for the prevention of obesity, high blood sugar, hyperlipidemia and other diseases. 3. Promoting mineral absorption studies have shown that the daily food addition of oligosaccharides to animals increases the absorption of Ca2 +, Mg2 + and Zn2 + by animals. This may be related to fermentation in the large intestine after feeding the oligosaccharides, lowering the pH of the intestinal contents and increasing the content of bile acids and fatty acids (VFA). Experiments show that the rats daily feeding 2% xylooligosaccharides aqueous solution, 7 days later, the rats of calcium digestion and absorption rate increased by 23%, the body of calcium retention rate increased by 21%. This is also xylooligosaccharides to promote the multiplication of bifidobacteria in the human intestine, produce metabolites of lactic acid and acetic acid, significantly improve the utilization of calcium, phosphorus and iron, and promote the absorption of iron and vitamin D. 4. The proliferation of Bifidobacterium studies have shown that if the daily intake of 0.7 grams of xylooligosaccharides per person, there will be a significant effect on the proliferation of bifidobacteria, and fructooligosaccharides to 3 grams in order to be effective. Bifidobacterium has many physiological functions: 1) Antibacterial, Bifidobacterium metabolism to produce short chain fatty acids can reduce the intestinal pH value, inhibit spoilage bacteria, pathogenic bacteria growth and reproduction. 2) enhance immune function, live bacteria, dead bacteria and lytic components of Bifidobacterium have immune function, which can be used as immunogen to enhance phagocytosis of M-Ψ system; bifidobacterium can regulate human immune function and make the immune system play an anti-tumor effect. 3) improve vitamin metabolism, Bifidobacterium cells contain many vitamins, such as: VB1, V B2, V B6, V B12, etc., the bacteria can be used for human metabolism after lysis. At present, the main proliferation pathway of Bifidobacterium is oral live bacteria and Bifidobacterium factor, which makes it dominant in intestinal flora. However, Bifidobacterium is a kind of anaerobic bacteria, which is easy to be affected by oxygen, light, pH, temperature and so on, and it is easy to be affected by bile, gastric acid and so on, the number of live bacteria to reach the stomach is very small. The consumption of xylodisaccharide prebiotics to promote the proliferation of bifidobacteria will be more effective, because the xylodisaccharide is a non-digestible sugar, can be directly to the intestine is more stable, safe and effective. Studies have shown that the Bifidobacterium cell extract TLC analysis, found that the product is xylobiose, xylotriose, no xylose; That is, to xylobiose, xylotriose and xylotetraose as carbon source medium had the best effect on the proliferation of Bifidobacterium. |
| purification | There are many separation methods for xylobiose, including membrane separation, molecular sieve separation, ion exchange chromatography separation, etc; but the mainstream method is still concentrated in the column chromatography separation. Exclusion Chromatography exclusion chromatography, also known as molecular sieve chromatography, Gel chromatography, according to the relative molecular mass size sieving. Since the oligosaccharide is a mixture of homologs, a gel resin with an appropriate degree of separation can be selected for separation. Currently used for separation of xylooligosaccharides gel mainly include: polyacrylamide gel (Bio-Gel), dextran gel, agarose gel, etc. 2. Adsorption chromatography ion exchange chromatography separation principle is based on the separation of substances with different affinities adsorbed on the ion exchanger, by changing the ionic strength, pH so that they are sequentially eluted from the ion exchanger; compared with gel separation, its biggest feature is that the separation time is greatly shortened. It was found that D4020 was a resin with good adsorption performance and high desorption rate for xylooligosaccharides. As early as 1957, pentosan was separated by activated carbon, eluted with ethanol solution of different concentrations, and xylobiose and xylotriose were recrystallized with ethanol to obtain crystals. 3. Membrane separation membrane separation is based on the choice of permeable membrane as the separation medium, by applying a driving force on both sides of the membrane (such as pressure difference, steam partial pressure, concentration difference, potential difference, etc.), the raw material side components are selectively permeated through the membrane to achieve the purpose of separation, purification and concentration. Membrane Technology for oligosaccharide separation mainly includes ultrafiltration, nanofiltration and reverse osmosis. 4. Other methods can be obtained by biological fermentation of xylobiose, such as the use of yeast Candida parapsilosis fermentation at 30 ℃ for 2.5 days, xylose and xylose in the mixture of xylose and xylose sugar selective fermentation to remove, after removing the yeast by centrifugation, a purified xylobiose solution was obtained; And the recombinant thermostable thermostable xylanase B of thermoga maritime was immobilized on the nickel chelator eupergitc25ol (immobilized Xyn B), hydrolysis of corncob to produce xylobiose still maintained 92% hydrolysis activity after 15 batches of hydrolysis, and the hydrolysate contained 49.8% xylobiose. Chemical methods can also be obtained xylobiose, such as the use of ethyl acetate on the oligosaccharide syrup impurity, with different concentrations of ethanol solution for separation and purification, can separate the purity of higher xylobiose. There are many methods for producing xylobiose, which are mainly separated from xylooligosaccharide syrup by chromatographic column. If microbial fermentation separation or Immobilized enzyme production is used, it has the advantage of large-scale production. At present, the production of antibiotics is obtained by fermentation separation method, and the industrial equipment is mature, which is convenient for the monitoring of the process flow. (2016-06-17) |
| Application | xylobiose due to complicated extraction process, difficulty in purification and other reasons, at present, it can not be used as a single functional substance in various aspects, but contains more than 20% xylobiose and xylotriose oligosaccharide syrup, which is widely used in various food, animal husbandry and agricultural production. 1. Food 2007lingpei applied for a patent on xylobiose beer, which can make the physiological functions of xylobiose such as the whole intestine, weight control, anti-caries, especially the function of thin abdomen, combined with the appropriate amount of ethanol Shujin huoxue function, to achieve good results. The xylo-oligosaccharide was used in baking bread, and it was found that it could well enrich the internal structure of bread, increase the volume of bread, enhance the water retention of bread, and the color was light yellow. The effect of xylooligosaccharides on the mechanical properties of dough was determined by Mixolab enzyme rheology Analyzer. The results showed that xylooligosaccharides could strengthen gluten, increase kneading resistance, enhance cooking resistance and reduce water absorption of dough. Agricultural production studies showed that xylooligosaccharides solution could significantly increase the weight of piglets, and also significantly reduce the Diarrhea rate of suckling piglets and weaned piglets. Adding xylooligosaccharides in chicken feed can increase the egg yield by 5%~ 7%, reduce the cholesterol content in eggs by 30%, and reduce the egg population by about 70% Incidence Rate. In addition, low concentration xylo-oligosaccharide solution can significantly promote the growth of legume seed roots, such as adding 5~25 mg/L xylo-oligosaccharide in the medium can double promote the growth of Leucaena seeds, but the concentration of 100 mg/L will inhibit the growth; And 10~50 mg/L acid xylooligosaccharides can effectively promote the rooting of Japanese cedar cuttings. The effect of xylooligosaccharides prepared from Betula platyphylla on Pinus radiata cells and protoplasts was studied. Results the addition of 5mg/L xylo-oligosaccharide mixture could promote the growth of cultured cells, xylooligosaccharides can promote plant growth and development. |
| biological activity | Xylobiose (1,4-β-D-Xylobiose, 1,4-D-Xylobiose) is a disaccharide formed from xylose monomer, it is a natural substrate that can be hydrolyzed by β-D-xylosidase/α-L-arabinofuranosidase derived from Selenomonas ruminantium (SXA). |
Last Update：2024-04-09 21:04:16
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CAS: 6860-47-5
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Wechat: 15671228036
CAS: 6860-47-5
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Multiple SpecificationsSpot supply
Product Name: Xylobiose Visit Supplier Webpage Request for quotationCAS: 6860-47-5
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Mobile: 18021002903
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