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1,2-O-Isopropylidene-beta-D-fructopyranose

CAS# 66900-93-4

1,2-O-Isopropylidene-beta-D-fructopyranose

Catalog No. BCN1383----Order now to get a substantial discount!

Product Name & Size Price Stock
1,2-O-Isopropylidene-beta-D-fructopyranose:5mg Please Inquire In Stock
1,2-O-Isopropylidene-beta-D-fructopyranose:10mg Please Inquire In Stock
1,2-O-Isopropylidene-beta-D-fructopyranose:20mg Please Inquire In Stock
1,2-O-Isopropylidene-beta-D-fructopyranose:50mg Please Inquire In Stock

Quality Control of 1,2-O-Isopropylidene-beta-D-fructopyranose

Number of papers citing our products

Chemical structure

1,2-O-Isopropylidene-beta-D-fructopyranose

3D structure

Chemical Properties of 1,2-O-Isopropylidene-beta-D-fructopyranose

Cas No. 66900-93-4 SDF Download SDF
PubChem ID 10751385 Appearance Cryst.
Formula C9H16O6 M.Wt 220.2
Type of Compound Saccharides Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (5S,6S,7R,8R)-2,2-dimethyl-1,3,10-trioxaspiro[4.5]decane-6,7,8-triol
SMILES CC1(OCC2(O1)C(C(C(CO2)O)O)O)C
Standard InChIKey NCPKAWHTYZABFG-JAKMQLQISA-N
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of 1,2-O-Isopropylidene-beta-D-fructopyranose

The herbs of Uncaria sessilifructus

Biological Activity of 1,2-O-Isopropylidene-beta-D-fructopyranose

DescriptionStandard reference
In vitro

Synthesis of a poly-hydroxypyrolidine-based inhibitor of Mycobacterium tuberculosis GlgE.[Pubmed: 25137149]

J Org Chem. 2014 Oct 17;79(20):9444-50.

Long treatment times, poor drug compliance, and natural selection during treatment of Mycobacterium tuberculosis (Mtb) have given rise to extensively drug-resistant tuberculosis (XDR-TB). As a result, there is a need to identify new antituberculosis drug targets.
METHODS AND RESULTS:
Mtb GlgE is a maltosyl transferase involved in α-glucan biosynthesis. Mutation of GlgE in Mtb increases the concentration of maltose-1-phosphate (M1P), one substrate for GlgE, causing rapid cell death. We have designed 2,5-dideoxy-3-O-α-d-glucopyranosyl-2,5-imino-d-mannitol (9) to act as an inhibitor of GlgE. Compound 9 was synthesized using a convergent synthesis by coupling thioglycosyl donor 14 and 5-azido-3-O-benzyl-5-deoxy-1,2-O-Isopropylidene-beta-D-fructopyranose (23) to form disaccharide 24. A reduction and intramolecular reductive amination transformed the intermediate disaccharide 24 to the desired pyrolidine 9. Compound 9 inhibited both Mtb GlgE and a variant of Streptomyces coelicolor (Sco) GlgEI with Ki = 237 ± 27 μM and Ki = 102 ± 7.52 μM, respectively.
CONCLUSIONS:
The results confirm that a Sco GlgE-V279S variant can be used as a model for Mtb GlgE. In conclusion, we designed a lead transition state inhibitor of GlgE, which will be instrumental in further elucidation of the enzymatic mechanism of Mtb GlgE.

1,2-O-Isopropylidene-beta-D-fructopyranose Dilution Calculator

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1,2-O-Isopropylidene-beta-D-fructopyranose Molarity Calculator

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Preparing Stock Solutions of 1,2-O-Isopropylidene-beta-D-fructopyranose

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.5413 mL 22.7066 mL 45.4133 mL 90.8265 mL 113.5332 mL
5 mM 0.9083 mL 4.5413 mL 9.0827 mL 18.1653 mL 22.7066 mL
10 mM 0.4541 mL 2.2707 mL 4.5413 mL 9.0827 mL 11.3533 mL
50 mM 0.0908 mL 0.4541 mL 0.9083 mL 1.8165 mL 2.2707 mL
100 mM 0.0454 mL 0.2271 mL 0.4541 mL 0.9083 mL 1.1353 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on 1,2-O-Isopropylidene-beta-D-fructopyranose

Synthesis of a poly-hydroxypyrolidine-based inhibitor of Mycobacterium tuberculosis GlgE.[Pubmed:25137149]

J Org Chem. 2014 Oct 17;79(20):9444-50.

Long treatment times, poor drug compliance, and natural selection during treatment of Mycobacterium tuberculosis (Mtb) have given rise to extensively drug-resistant tuberculosis (XDR-TB). As a result, there is a need to identify new antituberculosis drug targets. Mtb GlgE is a maltosyl transferase involved in alpha-glucan biosynthesis. Mutation of GlgE in Mtb increases the concentration of maltose-1-phosphate (M1P), one substrate for GlgE, causing rapid cell death. We have designed 2,5-dideoxy-3-O-alpha-d-glucopyranosyl-2,5-imino-d-mannitol (9) to act as an inhibitor of GlgE. Compound 9 was synthesized using a convergent synthesis by coupling thioglycosyl donor 14 and 5-azido-3-O-benzyl-5-deoxy-1,2-O-Isopropylidene-beta-D-fructopyranose (23) to form disaccharide 24. A reduction and intramolecular reductive amination transformed the intermediate disaccharide 24 to the desired pyrolidine 9. Compound 9 inhibited both Mtb GlgE and a variant of Streptomyces coelicolor (Sco) GlgEI with Ki = 237 +/- 27 muM and Ki = 102 +/- 7.52 muM, respectively. The results confirm that a Sco GlgE-V279S variant can be used as a model for Mtb GlgE. In conclusion, we designed a lead transition state inhibitor of GlgE, which will be instrumental in further elucidation of the enzymatic mechanism of Mtb GlgE.

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