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Allitol

Cat No.:V30434 Purity: ≥98%
Allitol is a rare naturally occurring polyol that works as a sweetener.
Allitol
Allitol Chemical Structure CAS No.: 488-44-8
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Allitol is a rare naturally occurring polyol that works as a sweetener. Allitol is an important intermediate in the preparation of azasugars, molecules active against diabetes, cancer and viral infections including AIDS.
Biological Activity I Assay Protocols (From Reference)
Enzyme Assay
- D-Aldose 3-Epimerase (DAE) Activity Assay: The enzyme DAE, which catalyzes the conversion of D-fructose to D-psicose (a precursor of Allitol), was purified from recombinant Escherichia coli. The assay mixture contained D-fructose (50 mM), enzyme solution, and buffer (pH 7.5). The reaction was incubated at 37°C for 30 minutes, then terminated by heating at 95°C for 5 minutes. The amount of D-psicose produced (indicator of DAE activity) was quantified via high-performance liquid chromatography (HPLC) with a refractive index detector (RID), using a carbohydrate analysis column. [1]
- D-Psicose Reductase (DAR) Activity Assay: DAR, which reduces D-psicose to Allitol, was extracted from engineered E. coli. The assay system included D-psicose (20 mM), NADPH (0.2 mM), enzyme extract, and buffer (pH 6.0). The reaction was carried out at 30°C, and the decrease in absorbance at 340 nm (due to NADPH oxidation) was measured continuously for 10 minutes to calculate DAR activity. The formation of Allitol was further confirmed by HPLC-RID analysis of the reaction product. [1]
Cell Assay
- Engineered E. coli Construction and Cultivation for Allitol Production: Plasmids carrying genes encoding DAE and DAR (key enzymes for Allitol synthesis) were co-transformed into E. coli cells. Transformed cells were inoculated into LB medium containing selective antibiotics and cultured at 37°C with shaking (200 rpm) until the optical density at 600 nm (OD₆₀₀) reached 0.6–0.8. Isopropyl β-D-1-thiogalactopyranoside (IPTG) was added to induce enzyme expression, and the culture was continued at 30°C for 4 hours. [1]
- Allitol Production and Quantification in E. coli Cultures: After induction, D-fructose (100 mM final concentration) was added to the E. coli culture as the substrate for Allitol synthesis. The culture was incubated at 30°C with shaking (180 rpm) for 24 hours. At 6-hour intervals, 1 mL of culture was centrifuged (12,000 × g for 10 minutes), and the supernatant was filtered through a 0.22 μm membrane. The concentration of Allitol in the filtrate was determined by HPLC-RID with a carbohydrate column, using a standard curve of pure Allitol. [1]
References

[1]. Construction of allitol synthesis pathway by multi-enzyme coexpression in Escherichia coli and its application in allitol production. J Ind Microbiol Biotechnol. 2015 May;42(5):661-9.

Additional Infomation
Alritol is a hexose alcohol. It has been reported to exist in Tuber indicum, Aspergillus silvaticus, and other organisms with relevant data. See also: Sorbitol (note moved here). - Alritol Synthetic Pathway Background: This study constructed a heterologous aritol synthetic pathway in E. coli, comprising two key steps: 1) D-fructose is converted to D-allulose via DAE; 2) D-allulose is reduced to aritol by DAR with NADPH as a cofactor. This pathway enables E. coli to directly produce aritol from the low-cost substrate D-fructose. [1] - Alitol Production Efficiency: An engineered E. coli strain (co-expressing DAE and DAR) produced approximately 45 g/L of alitol after 24 hours of fermentation with 100 mM D-fructose, with a substrate conversion rate of approximately 48%. No significant amounts of byproducts (e.g., other polyols) were detected, indicating the high specificity of this pathway. [1] - Industrial Application Potential: Alitol is a low-calorie polyol with potential applications in the food and pharmaceutical industries (e.g., as a sweetener or excipient). This study demonstrates a cost-effective method for the microbial fermentation production of alitol, laying the foundation for large-scale industrial production. [1]
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C6H14O6
Molecular Weight
182.1718
Exact Mass
182.079
CAS #
488-44-8
Related CAS #
Allitol-13C
PubChem CID
120700
Appearance
White to off-white solid powder
Density
1.6±0.1 g/cm3
Boiling Point
494.9±0.0 °C at 760 mmHg
Melting Point
152 °C
Flash Point
292.5±23.3 °C
Vapour Pressure
0.0±2.8 mmHg at 25°C
Index of Refraction
1.597
LogP
-4.67
Hydrogen Bond Donor Count
6
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
5
Heavy Atom Count
12
Complexity
105
Defined Atom Stereocenter Count
4
SMILES
C([C@H]([C@H]([C@H]([C@H](CO)O)O)O)O)O
InChi Key
FBPFZTCFMRRESA-FBXFSONDSA-N
InChi Code
InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5-,6+
Chemical Name
(2R,3R,4S,5S)-hexane-1,2,3,4,5,6-hexol
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: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
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)
DMSO : ~50 mg/mL (~274.47 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (13.72 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (13.72 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (13.72 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.4894 mL 27.4469 mL 54.8938 mL
5 mM 1.0979 mL 5.4894 mL 10.9788 mL
10 mM 0.5489 mL 2.7447 mL 5.4894 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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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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