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

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

Catalog No. BCN1383
Size Price Stock
20mg $298 In stock
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Quality Control of 1,2-O-Isopropylidene-beta-D-fructopyranose

Chemical structure

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

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

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

Cas No. 66900-93-4 SDF Download SDF
SMILES O1C[C@@H](O)[C@@H](O)[C@H](O)[C@]12OC(OC2)(C)C
Standard InChIKey NCPKAWHTYZABFG-JAKMQLQISA-N
Standard InChI InChI=1S/C9H16O6/c1-8(2)14-4-9(15-8)7(12)6(11)5(10)3-13-9/h5-7,10-12H,3-4H2,1-2H3/t5-,6-,7+,9+/m1/s1
Type of Compound Saccharides Appearance Cryst.
Formula C9H16O6 M.Wt 220.2
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
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.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other courier with RT , or blue ice upon request.

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.

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

This product is isolated and purified from the herbs of Uncaria sessilifructus

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

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


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 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. 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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