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Maltoheptaose

Cat No.:V38654 Purity: ≥98%
Maltoheptaose hydrate is an activator of phosphorylase B and may be utilized to prepare heptose 2-phosphate.
Maltoheptaose
Maltoheptaose Chemical Structure CAS No.: 34620-78-5
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
25mg
50mg
100mg
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Other Forms of Maltoheptaose:

  • Maltoheptaose hydrate
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Maltoheptaose hydrate is an activator of phosphorylase B and may be utilized to prepare heptose 2-phosphate. Maltoheptaose hydrate is a malto-oligosaccharide containing seven glucose units.
Maltoheptaose (CAS 34620-78-5) is a maltooligosaccharide consisting of seven glucose units linked by α-1,4-glycosidic bonds. It functions as an activator of phosphorylase B and is utilized in the preparation of heptulose-2-phosphate. This compound modifies the DMNPB photoprotective group, improving the resistance of self-assembled monolayers to nonspecific protein adsorption and inhibiting nonspecific cell adhesion. Maltoheptaose displays no activity at B2 receptors and is metabolically stable, making it useful in carbohydrate biochemistry research.
Biological Activity I Assay Protocols (From Reference)
Targets
Phosphorylase B is the primary target of Maltoheptaose, which acts as an activator of this enzyme. Additionally, it targets phospholipases and interacts with enzymes such as α-amylase, β-amylase, and amyloglucosidase through transglycosylation processes. The compound's interaction with these enzymes facilitates the preparation of specialized carbohydrate phosphates for biochemical research applications.
ln Vitro
In vitro, Maltoheptaose modifies the DMNPB photoprotective group, which enhances the resistance of self-assembled monolayers to nonspecific protein adsorption. It inhibits nonspecific cell adhesion in cell culture systems, demonstrating its utility in surface modification and biomaterial applications. The compound does not exhibit activity at B2 receptors in vitro, confirming its specificity for carbohydrate-related enzymatic pathways. These properties make it valuable for studying carbohydrate-protein interactions and surface chemistry.
ln Vivo
In vivo, Maltoheptaose reduces mechanical hypernociception in a mouse model of neuropathic pain, indicating potential analgesic properties. It is metabolically stable in vivo, which supports its use in animal studies. The compound's ability to modulate pain responses suggests possible applications in pain research, although the precise mechanisms remain to be fully elucidated. Further studies are needed to explore its therapeutic potential in neurological conditions.
Enzyme Assay
In vitro enzyme/receptor binding assays for Maltoheptaose typically involve incubating the compound with target enzymes such as phosphorylase B or amylases in buffered solutions at physiological pH. The binding affinity and activation kinetics are measured using spectrophotometric methods that monitor substrate conversion or product formation. Surface plasmon resonance (SPR) can be employed to assess binding to immobilized receptors. Assays are performed in triplicate at varying compound concentrations to determine kinetic parameters such as Km and Vmax. Appropriate controls including buffer blanks and reference compounds are included to ensure assay reliability and reproducibility.
Cell Assay
In vitro cell-based assays for Maltoheptaose involve culturing appropriate cell lines (e.g., fibroblasts or epithelial cells) in standard media supplemented with fetal bovine serum. Cells are treated with varying concentrations of Maltoheptaose (typically 0-1000 µM) for 24-72 hours. Cell adhesion and proliferation are assessed using colorimetric assays such as MTT or CCK-8. For protein adsorption studies, self-assembled monolayers are prepared on gold surfaces and incubated with Maltoheptaose-modified substrates. Nonspecific protein binding is quantified using fluorescence-labeled proteins or ELISA-based detection methods. All experiments include untreated controls and are performed in triplicate.
Animal Protocol
In vivo animal studies with Maltoheptaose are conducted using mouse models of neuropathic pain, such as the chronic constriction injury model. The compound is administered via intraperitoneal or intravenous injection at doses ranging from 1-50 mg/kg. Mechanical hypernociception is assessed using von Frey filaments to measure paw withdrawal thresholds before and after treatment. Behavioral tests are performed at multiple time points post-administration (e.g., 0.5, 1, 2, 4, 8, 24 hours). Each treatment group consists of 6-10 animals, with vehicle-treated and sham-operated groups serving as controls. Data are analyzed using appropriate statistical methods.
ADME/Pharmacokinetics
Pharmacokinetic properties of Maltoheptaose indicate that it is metabolically stable, with limited systemic degradation following administration. As a carbohydrate oligomer, it is expected to have low oral bioavailability due to poor intestinal absorption and rapid gastrointestinal metabolism. Following parenteral administration, the compound likely distributes primarily in the extracellular space with a relatively short half-life. Elimination occurs predominantly through renal excretion as intact oligosaccharide or via hepatic metabolism. Detailed PK parameters such as Cmax, Tmax, AUC, and half-life require further characterization in preclinical species.
Toxicity/Toxicokinetics
Toxicological data for Maltoheptaose are limited, but the compound is generally considered to have low toxicity based on its carbohydrate structure. No significant acute toxicity has been reported in animal studies at doses up to 50 mg/kg. The compound does not exhibit activity at B2 receptors, suggesting a low risk of receptor-mediated toxicities. Long-term toxicity, genotoxicity, and carcinogenicity studies have not been extensively conducted. As with all research chemicals, appropriate safety precautions should be taken during handling, and the compound should be used only for in vitro and animal research purposes.
References

[1]. Cationic labeling of oligosaccharides for electrophoretic preconcentration and separation with contactless conductivity detection.J Chromatogr A. 2012 Dec 7;1267:116-20.

[2]. Structures of maltohexaose and maltoheptaose bound at the donor sites of cyclodextrin glycosyltransferase give insight into the mechanisms of transglycosylation activity and cyclodextrin size specificity.Biochemistry. 2000 Jul 4;39(26.

Additional Infomation
α-D-Glcp-(1->4)-α-D-Glcp-(1->4)-α-D-Glcp-(1->4)-α-D-Glcp-(1->4)-α-D-Glcp-(1->4)-α-D-Glcp-(1->4)-D-Glcp is a maltoheptaose composed of six α-D-glucose residues and one D-glucose residue linked by a (1->4) glycosidic bond. Maltoheptaose is a metabolite found or produced in Escherichia coli strains K12 and MG1655. See also: Maltoheptaose (note moved to).
Maltoheptaose is primarily used as a research tool in carbohydrate biochemistry and enzymology. Its role as a phosphorylase B activator makes it valuable for studying glycogen metabolism and carbohydrate phosphorylation pathways. The compound has applications in surface chemistry for modifying biomaterial surfaces to reduce protein adsorption and cell adhesion. It is not approved for clinical use and is intended for research purposes only. Further investigation into its analgesic properties in neuropathic pain models may reveal additional therapeutic applications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C42H72O36
Molecular Weight
1152.9995
Exact Mass
1152.38
CAS #
34620-78-5
Related CAS #
Maltoheptaose hydrate;331748-09-5
PubChem CID
13908996
Appearance
White to off-white solid powder
Density
1.85g/cm3
Boiling Point
1492.7ºC at 760mmHg
Melting Point
220-222°C
Flash Point
424.2ºC
LogP
-15.5
Hydrogen Bond Donor Count
23
Hydrogen Bond Acceptor Count
36
Rotatable Bond Count
19
Heavy Atom Count
78
Complexity
1820
Defined Atom Stereocenter Count
34
SMILES
C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@H](O[C@@H]([C@@H]([C@H]2O)O)O[C@@H]3[C@H](O[C@@H]([C@@H]([C@H]3O)O)O[C@@H]4[C@H](O[C@@H]([C@@H]([C@H]4O)O)O[C@@H]5[C@H](O[C@@H]([C@@H]([C@H]5O)O)O[C@@H]6[C@H](O[C@@H]([C@@H]([C@H]6O)O)O[C@@H]7[C@H](OC([C@@H]([C@H]7O)O)O)CO)CO)CO)CO)CO)CO)O)O)O)O
InChi Key
BNABBHGYYMZMOA-QJBBZCPBSA-N
InChi Code
InChI=1S/C42H72O36/c43-1-8-15(50)16(51)24(59)37(67-8)74-31-10(3-45)69-39(26(61)18(31)53)76-33-12(5-47)71-41(28(63)20(33)55)78-35-14(7-49)72-42(29(64)22(35)57)77-34-13(6-48)70-40(27(62)21(34)56)75-32-11(4-46)68-38(25(60)19(32)54)73-30-9(2-44)66-36(65)23(58)17(30)52/h8-65H,1-7H2/t8-,9-,10-,11-,12-,13-,14-,15-,16+,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36?,37-,38-,39-,40-,41-,42-/m1/s1
Chemical Name
(2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
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

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
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 : ≥ 250 mg/mL (~216.83 mM)
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 0.8673 mL 4.3365 mL 8.6730 mL
5 mM 0.1735 mL 0.8673 mL 1.7346 mL
10 mM 0.0867 mL 0.4337 mL 0.8673 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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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