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Isomaltotriose

Cat No.:V40501 Purity: ≥98%
Isomaltotriose is a sugar generated by enzymatic hydrolysis of glucose in Leuconostoc mesenteroides NRRL B-512.
Isomaltotriose
Isomaltotriose Chemical Structure CAS No.: 3371-50-4
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
50mg
100mg
Other Sizes

Other Forms of Isomaltotriose:

  • Manninotriose
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Isomaltotriose is a sugar generated by enzymatic hydrolysis of glucose in Leuconostoc mesenteroides NRRL B-512.
Isomaltotriose is a glucotriose consisting of three D-glucose residues linked sequentially by α-(1→6) glycosidic bonds. It is a sugar from enzymic hydrolyzates of dextran from Leuconostoc mesenteroides NRRL B-512. It is a natural dextran hydrolysis product suitable for biochemical experiments and drug synthesis research. The compound has a molecular formula of C₁₈H₃₂O₁₆ and a molecular weight of 504.44 g/mol.
Biological Activity I Assay Protocols (From Reference)
Targets
Isomaltotriose is used as a pharmaceutical intermediate and in biochemical experiments. As a dextran hydrolysis product, it serves as a substrate or reference standard for studies of dextran-degrading enzymes such as dextranase and isomaltase. The compound's α-(1→6) glycosidic bonds make it a specific substrate for enzymes that cleave these linkages. It may also be used in studies of carbohydrate metabolism and gut microbiota fermentation.
ln Vitro
In vitro studies with Isomaltotriose focus on its use as a substrate for enzymatic assays. The compound is used to study the activity of dextranase, isomaltase, and other enzymes that hydrolyze α-(1→6) glycosidic bonds. In biochemical experiments, isomaltotriose serves as a substrate for measuring enzyme activity, with glucose release monitored by colorimetric or enzymatic methods. The compound is also used as a standard in chromatographic analysis of oligosaccharides. Its role as a dextran hydrolysis product makes it valuable for studying dextran metabolism and degradation pathways.
ln Vivo
In vivo studies of Isomaltotriose are limited, as the compound is primarily used as a research reagent and pharmaceutical intermediate rather than as a therapeutic agent. As a product of dextran hydrolysis, isomaltotriose may be formed in the gastrointestinal tract during the digestion of dextran-containing foods. It may be further metabolized by gut microbiota or absorbed and metabolized through normal carbohydrate metabolic pathways. No specific in vivo pharmacological studies have been reported for this compound.
Enzyme Assay
In vitro enzyme/receptor binding (non-cell) assays for Isomaltotriose typically involve enzymatic activity studies using dextranase, isomaltase, or other α-glucosidases. The compound is incubated with the enzyme of interest in appropriate assay buffer (pH 4.5-6.0 for most glucosidases) at 37°C for 30-60 minutes. The release of glucose is measured using glucose oxidase-peroxidase (GOD-POD) colorimetric assays or by HPLC analysis. Enzyme kinetic parameters (Km, Vmax) are determined by incubating various concentrations of isomaltotriose (0.1-10 mM) with the enzyme and measuring initial reaction rates. Product formation is monitored spectrophotometrically at 505 nm for GOD-POD assays or by reducing sugar assays (e.g., Nelson-Somogyi, DNS). Inhibition studies can be performed by adding potential inhibitors to the reaction mixture.
Cell Assay
For in vitro cell-based assays, Isomaltotriose can be used in studies of carbohydrate metabolism and transport. Intestinal epithelial cells (e.g., Caco-2) or other relevant cell lines are cultured in appropriate media. Cells are treated with Isomaltotriose at concentrations ranging from 1-100 mM for various time periods. Glucose uptake and transport can be assessed using radiolabeled glucose analogs. The effects on cellular metabolism, gene expression of carbohydrate transporters (e.g., SGLT1, GLUT2), and enzyme activity are analyzed. The compound may also be used in studies of gut microbiota fermentation using anaerobic culture systems. Cell viability is assessed by MTT or CCK-8 assays.
Animal Protocol
In vivo animal studies with Isomaltotriose are limited. The compound could be used in studies of carbohydrate digestion and absorption using rodent models. Animals would be administered isomaltotriose orally by gavage, and blood glucose levels would be monitored over time. Intestinal contents and tissues would be collected to analyze the compound's metabolism and the activity of digestive enzymes. The compound could also be used in studies of gut microbiota fermentation, where animals are fed diets containing isomaltotriose and the production of short-chain fatty acids and changes in microbiota composition are analyzed. However, specific published protocols are not readily available.
ADME/Pharmacokinetics
Isomaltotriose is a glucotriose with molecular formula C₁₈H₃₂O₁₆ and molecular weight 504.44 g/mol. The compound is soluble in water, as expected for a small oligosaccharide. It is typically handled as a solid and stored at room temperature or -20°C for long-term storage. As a sugar, it is hygroscopic and should be protected from moisture. The compound is stable under normal storage conditions. Pharmacokinetic properties are characteristic of oligosaccharides, with limited absorption in the small intestine and fermentation by gut microbiota in the large intestine.
Toxicity/Toxicokinetics
Isomaltotriose is considered to have a favorable safety profile as a naturally occurring oligosaccharide found in dextran hydrolysates. As a sugar, it is generally recognized as safe for use in food and research applications. At typical research use concentrations, the compound is not expected to be toxic. Standard laboratory safety precautions should be followed when handling the compound. The compound is not intended for human therapeutic use.
References

[1]. Isomaltose and Isomaltotriose from Enzymic Hydrolyzates of Dextran.

Additional Infomation
Isomaltotriose is a glucotriose consisting of three D-glucose residues linked sequentially by α-(1→6) glycosidic bonds. It is a sugar from enzymic hydrolyzates of dextran from Leuconostoc mesenteroides NRRL B-512. It is a natural dextran hydrolysis product suitable for biochemical experiments and drug synthesis research. The compound is used as a pharmaceutical intermediate and has the CAS number 3371-50-4. It is also known as 6-alpha-isomaltosylglucose and 异麦芽三糖 in Chinese. The compound is intended for research and pharmaceutical intermediate use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C18H32O16
Molecular Weight
504.43708
Exact Mass
504.169
CAS #
3371-50-4
Related CAS #
Manninotriose;13382-86-0
PubChem CID
4632877
Appearance
Typically exists as solid at room temperature
Density
1.8 g/cm3
Boiling Point
856.6ºC
Flash Point
471.9ºC
Index of Refraction
1.651
LogP
-6.9
Hydrogen Bond Donor Count
11
Hydrogen Bond Acceptor Count
16
Rotatable Bond Count
7
Heavy Atom Count
34
Complexity
641
Defined Atom Stereocenter Count
0
SMILES
OC[C@H]1O[C@H](OC[C@H]2O[C@H](OC[C@H]3OC(O)[C@H](O)[C@@H](O)[C@@H]3O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O
InChi Key
FBJQEBRMDXPWNX-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H32O16/c19-1-4-7(20)11(24)14(27)17(33-4)31-3-6-9(22)12(25)15(28)18(34-6)30-2-5-8(21)10(23)13(26)16(29)32-5/h4-29H,1-3H2
Chemical Name
6-[[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ~125 mg/mL (~247.80 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 100 mg/mL (198.24 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.9824 mL 9.9120 mL 19.8240 mL
5 mM 0.3965 mL 1.9824 mL 3.9648 mL
10 mM 0.1982 mL 0.9912 mL 1.9824 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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