1,2-O-Isopropylidene-beta-D-fructopyranose | CAS:66900-93-4

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

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Description:

Standard reference

In vitro:

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

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.
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 Description

Source:	The herbs of Uncaria sessilifructus
Solvent:	DMSO, Pyridine, Methanol, Ethanol, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Product Name	1,2-O-Isopropylidene-beta-D-fructopyranose
Price:
CAS No.:	66900-93-4
Catalog No.:	CFN97141
Molecular Formula:	C₉H₁₆O₆
Molecular Weight:	220.2 g/mol
Purity:	>=98%
Type of Compound:	Saccharides
Physical Desc.:	Cryst.
Source:	The herbs of Uncaria sessilifructus
Solvent:	DMSO, Pyridine, Methanol, Ethanol, etc.
Download:	COA MSDS SDF
Similar structural:	Comparison (Web) (SDF)
Guestbook:

	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

CFN98121	Fructose	57-48-7	180.16	C₆H₁₂O₆
CFN97141	1,2-O-Isopropylidene-beta-D-fructopyranose	66900-93-4	220.2	C₉H₁₆O₆
CFN98273	1,2:4,5-Di-O-isopropylidene-beta-D-fructopyranose	25018-67-1	260.3	C₁₂H₂₀O₆
CFN90450	alpha-L-Rhamnose	3615-41-6	164.16	C₆H₁₂O₅
CFN99545	L-Rhamnose	6155-35-7	182.17	C₆H₁₄O₆
CFN90954	D-(+)-Fucose	3615-37-0	164.16	C₆H₁₂O₅
CFN99769	D-(+)-Glucose	50-99-7	180.16	C₆H₁₂O₆
CFN91487	Glucuronic acid	6556-12-3	194.1	C₆H₁₀O₇
CFN91731	D-Galactose	59-23-4	180.16	C₆H₁₂O₆
CFN91488	Galacturonic acid	91510-62-2	194.1	C₆H₁₀O₇

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
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