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(2R)-Glycerol-O-β-D-galactopyranoside

(2R)-Glycerol-O-β-D-galactopyranoside (3-O-β-D-Galactopyranosyl-sn-glycerol) is a good substrate for all three components of the lac operon, namely β-galactosidase, lactose Transporters and thiogalactoside transacetylase.
(2R)-Glycerol-O-β-D-galactopyranoside
(2R)-Glycerol-O-β-D-galactopyranoside Chemical Structure CAS No.: 16232-91-0
Product category: New3
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
100mg
Other Sizes
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Product Description
(2R)-Glycerol-O-β-D-galactopyranoside (3-O-β-D-Galactopyranosyl-sn-glycerol) is a good substrate for all three components of the lac operon, namely β-galactosidase, lactose Transporters and thiogalactoside transacetylase.
(2R)-Glycerol-O-β-D-galactopyranoside (CAS#: 16232-91-0) is a glycoside compound consisting of glycerol linked to β-D-galactose. It is also known as galactosylglycerol. The compound is a research tool for studying glycoside metabolism, glycosidase activity, and the biological roles of galactose-containing compounds. It may be used in studies of carbohydrate chemistry, enzymology, and microbiology. The compound is available as a research-grade reagent for laboratory use.
Biological Activity I Assay Protocols (From Reference)
Targets
(2R)-Glycerol-O-β-D-galactopyranoside targets enzymes involved in carbohydrate metabolism, particularly glycosidases such as β-galactosidase, which hydrolyze the glycosidic bond to release galactose and glycerol. It may also be used as a substrate or inhibitor for studying glycosidase activity. The compound's specific biological targets and mechanism of action depend on the experimental context.
ln Vitro
In vitro, (2R)-Glycerol-O-β-D-galactopyranoside is used as a substrate for β-galactosidase and other glycosidases in enzyme activity assays. The compound is hydrolyzed by the enzyme to release galactose, which can be quantified using colorimetric or fluorometric methods. It may also be used in studies of glycoside transport and metabolism in bacteria and other microorganisms. The compound's in vitro activity is primarily related to its use as a biochemical tool rather than as a pharmacologically active compound.
ln Vivo
In vivo, (2R)-Glycerol-O-β-D-galactopyranoside may be used in studies of carbohydrate metabolism and glycoside absorption. However, specific in vivo studies on this compound are limited, as it is primarily used as a research reagent rather than a therapeutic agent. Its metabolism and disposition would be expected to follow pathways similar to other galactose-containing glycosides.
Enzyme Assay
The in vitro assays for (2R)-Glycerol-O-β-D-galactopyranoside typically involve measuring β-galactosidase activity. The compound is incubated with the enzyme in assay buffer at 37°C for a set period, and the released galactose is quantified using a galactose oxidase/peroxidase assay or by HPLC. Alternatively, the compound may be used as a substrate in colorimetric assays where the release of galactose is coupled to a chromogenic reaction. The assay is performed in 96-well plates with varying concentrations of the substrate to determine kinetic parameters (Km, Vmax). Positive controls (e.g., other glycosidase substrates) and negative controls (without enzyme) are included in each assay run.
Cell Assay
For in vitro cellular assays, (2R)-Glycerol-O-β-D-galactopyranoside may be used in cell culture studies to investigate glycoside transport or metabolism. Cells are treated with the compound, and the accumulation of galactose or glycerol in the media or cells is measured by HPLC or enzymatic assays. The compound may also be used to study the effects of glycosides on cell function, though specific protocols vary depending on the study objectives.
Animal Protocol
In vivo studies for (2R)-Glycerol-O-β-D-galactopyranoside are not well-documented. If performed, the compound would be administered to animals via oral or intravenous routes, and its metabolism and excretion would be studied. However, specific protocols are not available in publicly accessible literature.
ADME/Pharmacokinetics
Pharmacokinetic data for (2R)-Glycerol-O-β-D-galactopyranoside are not available in publicly accessible literature. Its absorption, distribution, metabolism, and excretion have not been characterized.
Toxicity/Toxicokinetics
Toxicology data for (2R)-Glycerol-O-β-D-galactopyranoside are not available. As a naturally occurring glycoside, it is expected to have low toxicity, but comprehensive toxicology studies have not been performed.
Additional Infomation
3-O-β-D-galactopyranosyl-sn-glycerol is a D-galactosylglycerol. It is a human metabolite. It has been reported to be present in chili peppers, Homo sapiens, and other organisms with relevant data.
(2R)-Glycerol-O-β-D-galactopyranoside is a research compound used as a substrate for glycosidase studies and as a tool for studying carbohydrate metabolism. It is not approved for human use and is intended for research purposes only. The compound is available as a research-grade reagent for laboratory use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H18O8
Molecular Weight
254.23442
Exact Mass
254.1
CAS #
16232-91-0
PubChem CID
16048618
Appearance
Colorless to light yellow oil
Index of Refraction
1.592
LogP
-3.4
Hydrogen Bond Donor Count
6
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
5
Heavy Atom Count
17
Complexity
225
Defined Atom Stereocenter Count
6
SMILES
C([C@H](CO[C@H]1[C@@H]([C@H]([C@H]([C@@H](CO)O1)O)O)O)O)O
InChi Key
NHJUPBDCSOGIKX-NTXXKDEISA-N
InChi Code
InChI=1S/C9H18O8/c10-1-4(12)3-16-9-8(15)7(14)6(13)5(2-11)17-9/h4-15H,1-3H2/t4-,5-,6+,7+,8-,9-/m1/s1
Chemical Name
(2R,3R,4S,5R,6R)-2-[(2R)-2,3-dihydroxypropoxy]-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

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 3.9334 mL 19.6672 mL 39.3345 mL
5 mM 0.7867 mL 3.9334 mL 7.8669 mL
10 mM 0.3933 mL 1.9667 mL 3.9334 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:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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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