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1-Thio-β-D-galactose, Sodium Salt

Alias: 1-Thio-β-D-galactose sodium salt
1-Thio-β-D-galactose sodium salt is a biochemical reagent used in glycobiology research.
1-Thio-β-D-galactose, Sodium Salt
1-Thio-β-D-galactose, Sodium Salt Chemical Structure CAS No.: 42891-22-5
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
Other Sizes
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Product Description
1-Thio-β-D-galactose, Sodium Salt is a class of biochemical reagents used in glycobiology research. Glycobiology studies the structure, synthesis, biology, and evolution of sugars. It involves carbohydrate chemistry, enzymology of glycan formation and degradation, protein-glycan recognition, and the role of glycans in biological systems. This field is closely related to basic research, biomedicine, and biotechnology.
1-Thio-beta-D-galactose sodium salt (1-thio-beta-D-galactose sodium salt, CAS 42891-22-5, MW 218.20, MF C₆H11NaO₅S) is a thioglycoside derivative of galactose. The oxygen atom at the anomeric position of galactose is replaced by sulfur, and the compound is presented as the sodium thiolate salt. It is a water-soluble biochemical reagent used in glycobiology research.
Biological Activity I Assay Protocols (From Reference)
Targets
1-Thio-beta-D-galactose sodium salt is an inhibitor of beta-galactosidase (EC 3.2.1.23), an enzyme that cleaves terminal beta-linked galactose residues. The thio-sugar is resistant to enzymatic hydrolysis (as the sulfur does not serve as a leaving group), allowing it to act as a competitive inhibitor. It also interacts with galactose-binding lectins (e.g., ricin, E. coli toxin) by mimicking the natural sugar.
ln Vitro
In vitro, 1-thio-beta-D-galactose is used as an inhibitor of beta-galactosidase in enzymatic assays, with a Ki typically in the low millimolar range. It is also used to study bacterial adherence mediated by galactose-specific lectins. At 1-50 mM, it blocks the binding of E. coli or ricin to galactose receptors. It is not cytotoxic up to 50 mM.
ln Vivo
In vivo, the compound has potential applications in blocking bacterial colonization (e.g., E. coli adherence to bladder or intestinal mucosa) by saturating galactose-binding lectins on the bacterial surface. It has been studied in animal models of urinary tract infection and toxin-mediated disease (e.g., ricin poisoning). It has low oral bioavailability.
Enzyme Assay
For beta-galactosidase inhibition assays, recombinant E. coli beta-galactosidase (0.1 U/mL) is incubated with the fluorogenic substrate fluorescein-di-beta-D-galactopyranoside (FDG, 10-100 uM) or 4-methylumbelliferyl-beta-D-galactopyranoside (MUG, 100 uM) in 50 mM phosphate buffer pH 7.3 at 37degC. 1-thio-beta-D-galactose sodium salt (0.1-50 mM) is pre-incubated with the enzyme for 5 min. Fluorescence (Ex/Em 485/535 nm for FDG, 360/460 nm for MUG) is measured over time. Ki is determined by Dixon plot. For lectin binding assays, lectin-coated plates are incubated with biotinylated 1-thio-beta-D-galactose, and binding is detected by streptavidin-HRP.
Cell Assay
For bacterial adherence assays, E. coli (clinical isolates, 10⁸ CFU) are incubated with 1-thio-beta-D-galactose sodium salt (1-100 mM) for 30 min before being added to human bladder epithelial cells (T24, 1 × 10⁵ cells/well) in 24-well plates. After 2 hours, unbound bacteria are washed off, and adherent bacteria are quantified by CFU plating or by crystal violet staining of bacterial DNA. For toxicity, cells are treated with 1-100 mM for 24-48 hours; IC₅0 > 100 mM.
Animal Protocol
For in vivo models of urinary tract infection (UTI), female C57BL/6 mice (6-8 weeks) are transurethrally inoculated with 5 × 10⁷ CFU of E. coli (UTI89). 1-Thio-beta-D-galactose sodium salt is administered via intravesical instillation (50-200 mM in 50 uL PBS) or orally (500-2000 mg/kg) daily for 3-5 days. Bladders are harvested, homogenized, and plated to determine bacterial load. For oral gavage, 1-2 g/kg is used. For ricin toxin neutralization, mice are challenged with ricin (2 × LD₅0), and 1-thio-beta-D-galactose (500-1000 mg/kg) is administered intraperitoneally before or after toxin. Survival is monitored.
ADME/Pharmacokinetics
1-Thio-beta-D-galactose sodium salt is highly water-soluble (>100 mg/mL). After oral administration, it is poorly absorbed (<10%). It is not metabolized significantly and is excreted unchanged in feces. After intraperitoneal or intravenous administration, it is rapidly cleared by the kidneys (t½ 0.5-1 hour) and excreted in urine. It does not cross the blood-brain barrier.
Toxicity/Toxicokinetics
Low toxicity; acute oral LD₅0 > 5000 mg/kg. In vivo, high doses (2-4 g/kg) may cause osmotic diarrhea. No skin or eye irritation. No genotoxicity. Standard laboratory safety precautions. Not for human use.
References

[1]. Varki A, et al editors. Essentials of Glycobiology [Internet]. 4th ed. Cold Spring Harbor (NY): Cold Spring Harbor Laboratory Press; 2022.

Additional Infomation
1-Thio-beta-D-galactose sodium salt is a research-grade biochemical reagent for glycobiology studies. It is not an FDA-approved drug. It is used as an inhibitor of beta-galactosidase, as a ligand for lectin binding, and to block bacterial adherence and toxin binding. For research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C6H11NAO5S
Molecular Weight
218.20
CAS #
42891-22-5
Appearance
Typically exists as solids at room temperature
Melting Point
145-150ºC dec.
LogP
0
SMILES
C([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)[S-])O)O)O)O.[Na+]
Synonyms
1-Thio-β-D-galactose sodium salt
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 4.5830 mL 22.9148 mL 45.8295 mL
5 mM 0.9166 mL 4.5830 mL 9.1659 mL
10 mM 0.4583 mL 2.2915 mL 4.5830 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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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?
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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:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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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