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α,β-Trehalose (alpha,beta-Trehalose)

Cat No.:V69092 Purity: ≥98%
α,β-Trehalose is a biochemical compound that may be utilized as a biomaterial or organic/chemical reagent for biomedical research.
α,β-Trehalose (alpha,beta-Trehalose)
α,β-Trehalose (alpha,beta-Trehalose) Chemical Structure CAS No.: 585-91-1
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
α,β-Trehalose is a biochemical compound that may be utilized as a biomaterial or organic/chemical reagent for biomedical research.
α,β-Trehalose (CAS 585-91-1), also known as neotrehalose or α-D-glucopyranosyl β-D-glucopyranoside, is a non-reducing disaccharide composed of two glucose molecules linked by an α,β-1,1-glycosidic bond. The molecular formula is C₁₂H₂₂O₁₁ and the molecular weight is 342.30 g/mol. This compound is one of the three stereoisomers of trehalose, alongside α,α-trehalose and β,β-trehalose. This unique chemical structure makes trehalose extremely stable, resistant to acid hydrolysis, and not prone to Maillard reactions. It has been found in certain organisms including C. cucullus.
Biological Activity I Assay Protocols (From Reference)
Targets
α,β-Trehalose does not have a defined primary drug target as it is a naturally occurring disaccharide and biochemical reagent rather than a therapeutic agent. However, trehalose and its derivatives have been studied for various biological activities including protein stabilization, cellular protection against stress, and potential therapeutic applications in neurodegenerative diseases. Trehalose is known for its ability to stabilize proteins and membranes, and has been investigated as a potential treatment for conditions such as Huntington's disease and other protein aggregation disorders. The compound's mechanism involves stabilization of protein conformations and induction of autophagy.
ln Vitro
In vitro studies have demonstrated that α,β-trehalose exhibits protein-stabilizing and cryoprotective properties. The compound's unique chemical structure makes it extremely stable, resistant to acid hydrolysis, and not prone to Maillard reactions. In cell-based assays, trehalose has been shown to protect cells against various stresses including heat shock, osmotic stress, and oxidative stress. The compound has also been studied for its ability to induce autophagy and reduce protein aggregation in cellular models of neurodegenerative diseases. Its activity is concentration-dependent and related to its ability to interact with proteins and membranes.
ln Vivo
In vivo studies have investigated trehalose for its potential therapeutic applications in neurodegenerative diseases. Trehalose has been shown to reduce protein aggregation and improve motor function in animal models of Huntington's disease and other polyglutamine disorders. The compound's ability to induce autophagy and stabilize proteins contributes to its neuroprotective effects. However, comprehensive in vivo studies for α,β-trehalose specifically are limited, as most research has focused on the more common α,α-trehalose isomer. The compound is not approved for therapeutic use.
Enzyme Assay
Cell-free biochemical assays for α,β-trehalose typically measure its protein-stabilizing or enzyme-inhibitory properties. A standard protocol for studying protein stabilization involves incubating a model protein (e.g., lysozyme or luciferase) with varying concentrations of trehalose (0.1-100 mM) under denaturing conditions (e.g., heat, chemical denaturants), and measuring protein activity or aggregation by spectrophotometry, fluorescence, or light scattering. For enzyme inhibition studies, trehalose may be tested as a potential inhibitor of trehalase or other carbohydrate-metabolizing enzymes. Assays are performed in triplicate with appropriate controls.
Cell Assay
Cellular assays for α,β-trehalose typically use cell lines to assess cytoprotective or autophagy-inducing effects. A standard protocol involves culturing cells (e.g., neuronal cell lines, fibroblasts) in appropriate media, treating with trehalose at concentrations ranging from 1-100 mM for 24-72 hours, and subjecting cells to stress conditions (e.g., heat shock, oxidative stress, osmotic stress). Cell viability is assessed by MTT or other assays. Autophagy induction is measured by LC3-II levels, autophagosome formation, or other autophagy markers. Protein aggregation is assessed in models of neurodegenerative diseases.
Animal Protocol
In vivo studies with α,β-trehalose are limited, as the compound is primarily a research tool. If conducted, a typical protocol might involve administration of trehalose to rodents by oral gavage or intraperitoneal injection, followed by assessment of its effects on disease models. For neurodegenerative disease models, trehalose may be administered prophylactically or therapeutically, and disease progression is monitored by behavioral tests and biochemical analysis of protein aggregation in brain tissue. However, comprehensive in vivo studies are limited.
ADME/Pharmacokinetics
Pharmacokinetic data for trehalose is available from studies on the more common α,α-trehalose isomer. The molecular weight is 342.30 g/mol. Trehalose is not significantly metabolized in mammals due to the lack of trehalase enzymes in most tissues. It is primarily excreted unchanged in the urine. The compound has limited oral bioavailability due to intestinal trehalase activity. For α,β-trehalose, similar properties would be expected. The compound is not for human or veterinary use.
Toxicity/Toxicokinetics
Toxicological data for trehalose indicates that it is generally safe at typical exposure levels. The compound is a naturally occurring disaccharide found in various organisms. As with all biochemical reagents, standard laboratory safety precautions should be observed when handling this compound. The compound is not for human or veterinary use. For potential therapeutic applications, comprehensive toxicological evaluation would be required.
Additional Infomation
α,β-trehalose is a type of trehalose in which one glucose residue has an α-configuration at its terminal carbon, while the other glucose residue has a β-configuration at its terminal carbon. It is both a trehalose and an α-D-glucoside and a β-D-glucoside. α,β-trehalose has been reported in the sulfur bacterium Laetiporus sulphureus, and relevant data are available for reference.
α,β-Trehalose is a research compound and naturally occurring disaccharide rather than an approved pharmaceutical agent. No clinical trials or regulatory approvals exist for therapeutic use of this compound. It is commercially available from various chemical suppliers for research purposes only. The compound's primary value lies in its utility as a biochemical reagent for studying carbohydrate chemistry, protein stabilization, and cellular stress responses. α,β-Trehalose is one of the three stereoisomers of trehalose, alongside α,α-trehalose and β,β-trehalose. Its unique α,β-1,1-glycosidic bond contributes to its stability and resistance to hydrolysis. It has been found in certain organisms including C. cucullus.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C12H22O11
Molecular Weight
342.30
Exact Mass
342.116
CAS #
585-91-1
PubChem CID
10871590
Appearance
White to off-white solid powder
Density
1.768g/cm3
Boiling Point
675.384ºC at 760 mmHg
Melting Point
149 °C
Flash Point
362.259ºC
Index of Refraction
1.652
LogP
-4.2
Hydrogen Bond Donor Count
8
Hydrogen Bond Acceptor Count
11
Rotatable Bond Count
4
Heavy Atom Count
23
Complexity
348
Defined Atom Stereocenter Count
10
SMILES
C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)O
InChi Key
HDTRYLNUVZCQOY-BTLHAWITSA-N
InChi Code
InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12+/m1/s1
Chemical Name
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-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

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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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 2.9214 mL 14.6071 mL 29.2141 mL
5 mM 0.5843 mL 2.9214 mL 5.8428 mL
10 mM 0.2921 mL 1.4607 mL 2.9214 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)
  • Click the “Calculate” button
  • 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:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • 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.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • 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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