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499-40-1, Isomaltose, CAS:499-40-1

499-40-1 , Isomaltose,
CAS:499-40-1
C12H22O11 / 342.3
MFCD00065373

异麦芽糖, Isomaltose

Isomaltose is a glucose disaccharide with an α-(1→6) linkage, as opposed to the α-(1→4) linkage found in maltose. It can be liberated from dextran by dextranase and is hydrolyzed to D-glucose by isomaltase through an α-D-glucosidase-type action. Congenital sucrase-isomaltase deficiency is a rare autosomal intestinal disorder resulting from mutations affecting the gene encoding the proprotein from which sucrase and isomaltase are produced.

Isomaltose is a glycosylglucose consisting of two D-glucopyranose units connected by an alpha-(1->6)-linkage. It has a role as a metabolite, a human metabolite and a mouse metabolite.

Epimelibiose belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Epimelibiose is soluble (in water) and a very weakly acidic compound (based on its pKa). Epimelibiose can be biosynthesized from D-galactose and D-mannose through the action of the enzyme Alpha-galactosidase a. In humans, epimelibiose is involved in the galactose metabolism pathway. Epimelibiose is also involved in the metabolic disorder called the galactosemia pathway.

Isomaltose is a disaccharide composed of two glucose molecules linked by an alpha-1,6 bond. It is widely used as a sweetening agent and is utilized in various industrial and scientific applications. In this paper, we will discuss the definition and background of isomaltose, its physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, the current state of research, potential implications in various fields of research and industry, limitations, and future directions.

Definition and Background:

Isomaltose is a disaccharide composed of two glucose molecules linked by an alpha-1,6 bond. It belongs to the group of non-reducing sugars and is a common byproduct of the enzymatic hydrolysis of starch. Isomaltose is commonly used as a sweetener and is found in a variety of products including bread, soy sauce, and beer. It is produced on a large scale by bacterial fermentation and enzymatic processes.

Physical and Chemical Properties:

Isomaltose is a white crystalline powder with a sweet taste and a molecular weight of 342.3 g/mol. It is soluble in water and slightly soluble in ethanol. The melting point of isomaltose is approximately 200 °C. It is chemically stable and does not undergo hydrolysis under normal conditions. Isomaltose is not hygroscopic, and its solubility remains largely unaffected by temperature changes.

Synthesis and Characterization:

Isomaltose can be synthesized by the enzymatic hydrolysis of starch, especially from sources such as potatoes, corn, wheat, and rice. It can also be obtained through bacterial fermentation. The most common process for commercial production of isomaltose involves using the enzymes isoamylase and pullulanase to convert starch to isomaltose. Isomaltose can be characterized using techniques such as high-performance liquid chromatography (HPLC), nuclear magnetic resonance (NMR), mass spectrometry, and infrared (IR) spectroscopy.

Analytical Methods:

Isomaltose can be analyzed using various techniques such as HPLC, NMR, mass spectrometry, IR spectroscopy, and capillary electrophoresis. These techniques are used to identify and quantify isomaltose in different matrices and to determine its purity and quality.

Biological Properties:

Isomaltose is non-toxic and readily metabolized by the human body. It is a low-calorie sugar with a glycemic index of 32, making it a suitable sweetener for people with diabetes. Studies have shown that isomaltose does not affect blood glucose levels significantly and is a suitable substitute for sucrose in low-calorie foods.

Toxicity and Safety in Scientific Experiments:

Isomaltose is generally recognized as safe (GRAS) by the US Food and Drug Administration (FDA) and the European Food Safety Authority (EFSA). It has a low toxicity profile and is not mutagenic or carcinogenic. Animal studies have shown no significant adverse effects even at doses several times higher than the recommended daily intake. However, caution needs to be exercised as some individuals may be allergic to isomaltose or may experience gastric distress if consumed in large amounts.

Applications in Scientific Experiments:

Isomaltose is widely utilized in scientific experiments as a sweetener, a substrate for enzyme assays, and a carbon source for bacterial cultures. Its properties make it an ideal ingredient in the production of low-calorie foods, confectionery, and beverages.

Current State of Research:

Isomaltose has been extensively researched over the years, and its properties and applications are well understood. However, current research is focused on enhancing its production processes, exploring new applications, and investigating its potential benefits in health and wellness.

Potential Implications in Various Fields of Research and Industry:

Isomaltose has potential implications in various fields of research and industry. It is used in drug delivery systems, as it can form stable complexes with various drugs, enhancing their solubility and bioavailability. It can also be utilized in biopharmaceutical production, as it is a suitable carbon source for bacterial cultures. Additionally, isomaltose has potential applications in the food industry as a low-calorie sweetener, and in agriculture, as a source of alternative energy.

Limitations and Future Directions:

Despite its many benefits, isomaltose has certain limitations. It is a relatively expensive sweetener compared to other options and has a limited supply chain. Future research should focus on enhancing its production processes and exploring new applications. Some potential future directions include its use as a prebiotic, its potential role in cancer therapy, and its utilization in the 3D printing of biocompatible materials.

Conclusion:

Isomaltose is a disaccharide with many potential applications in various fields of research and industry. Its physical and chemical properties make it a versatile ingredient in the production of low-calorie foods, confectionery, and beverages. It is a safe and non-toxic sweetener, widely utilized in scientific experiments. Future research should focus on enhancing its production processes, exploring new applications, and investigating its potential benefits in health and wellness.

CAS Number499-40-1
Product NameIsomaltose
IUPAC Name(3R,4S,5S,6R)-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol
Molecular FormulaC12H22O11
Molecular Weight342.3 g/mol
InChIInChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11?,12+/m1/s1
InChI KeyAYRXSINWFIIFAE-YJOKQAJESA-N
SMILESC(C1C(C(C(C(O1)OCC2C(C(C(C(O2)O)O)O)O)O)O)O)O
Synonyms6-O-α-D-Glucopyranosyl-D-glucose; D-Isomaltose;
Canonical SMILESC(C1C(C(C(C(O1)OCC2C(C(C(C(O2)O)O)O)O)O)O)O)O
Isomeric SMILESC([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O)O)O)O)O)O)O)O
CAS No: 499-40-1 Synonyms: 6-O-(a-D-Glucopyranosyl)-D-glucopyranose MDL No: MFCD00065373 Chemical Formula: C12H22O11 Molecular Weight: 342.3
References: 1. Zehavi U, Patchornik A, J. Am. Chem. Soc. 1973, p5673


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