2-O-α-D-Glucopyranosyl-L-ascorbic Acid
Based on 1 Customer Validation
2-O-α-D-Glucopyranosyl-L-ascorbic Acid is an orally active glucoside derivative of ascorbic acid. 2-O-α-D-Glucopyranosyl-L-ascorbic Acid can be hydrolyzed by α-glucosidase to release ascorbic acid. 2-O-α-D-Glucopyranosyl-L-ascorbic Acid inhibits melanin synthesis, prevents UV-induced cell damage, and promotes collagen synthesis in skin fibroblasts. 2-O-α-D-Glucopyranosyl-L-ascorbic Acid also induces oxidative stress to inhibit tumor growth. 2-O-α-D-Glucopyranosyl-L-ascorbic Acid can be used in research related to tumors, inflammation, and other conditions.
For research use only. We do not sell to patients.
- Purity: 99.81%
- CAS No.: 129499-78-1
- Formula: C12H18O11
- Molecular Weight:338.26
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Storage:
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Biological Activity
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| RD | EC50 |
16.3 μM
Compound: I
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Antiviral activity against Herpes simplex virus type 1 infected in human RD cells assessed as inhibition of virus-induced cytopathic effect
Antiviral activity against Herpes simplex virus type 1 infected in human RD cells assessed as inhibition of virus-induced cytopathic effect
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[PMID: 22390834] |
2-O-α-D-Glucopyranosyl-L-ascorbic acid (0.5-2 mM; 24 h) does not exert significant cytotoxic activity against murine colon carcinoma (colon-26) cells[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:murine colon carcinoma (colon-26) cells
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Concentration:0.5, 1, 1.5, 2 mM
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Incubation Time:24 h
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Result:Did not exhibit significant cytotoxic activity across all tested concentrations.
2-O-α-D-Glucopyranosyl-L-ascorbic Acid (19.2 mg/animal/day; p.o.; daily; 9 days) reverses weight loss, eliminates scurvy-related hemorrhage, and restores ascorbic acid levels and alkaline phosphatase activity in scorbutic male Hartley guinea pigs[1].
2-O-α-D-Glucopyranosyl-L-ascorbic Acid (equimolecular amount of 300 mg/kg of ascorbic acid; i.v.; 4 times on alternate days) significantly inhibits colon-26 tumor growth in male CDF1 mice, with associated evidence of oxidative stress induction via elevated plasma MDA levels[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Hartley guinea pigs (male, ~300 g, scurvy induced by vitamin C-deficient diet for 17 days)[1]
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Dosage:19.2 mg/animal/day
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Administration:p.o.; daily; 9 days
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Result:Reversed weight loss, with animals regaining weight over the 9-day treatment period.
Eliminated subcutaneous hemorrhage.
Increased plasma ascorbic acid content, liver ascorbic acid content and brain ascorbic acid content.
Increased plasma alkaline phosphatase activity.
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Animal Model:CDF1 (male, 5 weeks old, colon-26 tumor fragments engrafted subcutaneously)[2]
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Dosage:Equimolecular amount of 300 mg/kg of ascorbic acid (AA)
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Administration:i.v.; 4 times on alternate days
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Result:Inhibited colon-26 tumor growth significantly.
Elevated plasma malondialdehyde (MDA) levels, reaching 8.5 μM at 6 hours post-administration.
Peaked plasma AA levels (hydrolyzed from AA-2G) at 90.3 μM at 15 minutes post-administration, then remained slightly above baseline (approximately 76 μM) from 1 to 6 hours.
Cleared AA-2G rapidly from plasma, with levels at 1.25 μmol/g at 15 minutes and returning to baseline within 1 hour.
Increased blood glucose levels slightly to a maximum of 85 mg/dL at 60 minutes post-administration, then returned to baseline by 90 minutes.
Decreased tumor AA levels significantly, with a maximum reduction observed at 30 minutes.
Chemical Information
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CAS No. 129499-78-1
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Appearance Solid
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Molecular Weight 338.26
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Formula C12H18O11
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Color White to off-white
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SMILES
OC([C@H](O1)[C@H](CO)O)=C(O[C@@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)C1=O
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Solvent & Solubility
H2O : 116.67 mg/mL (344.91 mM; Need ultrasonic)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
For the following dissolution methods, please prepare the working solution directly:
It is recommended to prepare fresh solutions and use them promptly within a short period of time.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: PBS
Solubility: 50 mg/mL (147.82 mM); Clear solution; Need ultrasonic
Purity & Documentation
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Data Sheet (284 KB)
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SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
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Handling Instructions (2659 KB)
References
[1]. Tai A, et al. Bioavailability of a series of novel acylated ascorbic acid derivatives, 6-O-acyl-2-O-alpha-D-glucopyranosyl-L-ascorbic acids, as an ascorbic acid supplement in rats and guinea pigs. Biosci Biotechnol Biochem. 2002 Aug;66(8):1628-34. [Content Brief]
[2]. Miura K, et al. 2-O-α-D-Glucopyranosyl-l-ascorbic acid as an antitumor agent for infusion therapy. Biochem Biophys Rep. 2017;10:232-236. Published 2017 Apr 22. [Content Brief]
[3]. Tai A, et al. Structural evidence for the DPPH radical-scavenging mechanism of 2-O-α-d-glucopyranosyl-l-ascorbic acid. Bioorg Med Chem. 2017 Oct 15;25(20):5303-5310. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| H2O | 1 mM | 2.9563 mL | 14.7815 mL | 29.5631 mL | 73.9076 mL |
| 5 mM | 0.5913 mL | 2.9563 mL | 5.9126 mL | 14.7815 mL | |
| 10 mM | 0.2956 mL | 1.4782 mL | 2.9563 mL | 7.3908 mL | |
| 15 mM | 0.1971 mL | 0.9854 mL | 1.9709 mL | 4.9272 mL | |
| 20 mM | 0.1478 mL | 0.7391 mL | 1.4782 mL | 3.6954 mL | |
| 25 mM | 0.1183 mL | 0.5913 mL | 1.1825 mL | 2.9563 mL | |
| 30 mM | 0.0985 mL | 0.4927 mL | 0.9854 mL | 2.4636 mL | |
| 40 mM | 0.0739 mL | 0.3695 mL | 0.7391 mL | 1.8477 mL | |
| 50 mM | 0.0591 mL | 0.2956 mL | 0.5913 mL | 1.4782 mL | |
| 60 mM | 0.0493 mL | 0.2464 mL | 0.4927 mL | 1.2318 mL | |
| 80 mM | 0.0370 mL | 0.1848 mL | 0.3695 mL | 0.9238 mL | |
| 100 mM | 0.0296 mL | 0.1478 mL | 0.2956 mL | 0.7391 mL |
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.