Beta-D-glucopyranosiduronic acidCAS# 60092-34-4 |
Quality Control & MSDS
3D structure
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| Cas No. | 60092-34-4 | SDF | Download SDF |
| PubChem ID | 102004761 | Appearance | Powder |
| Formula | C21H20O11 | M.Wt | 448.4 |
| Type of Compound | Flavonoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (2S,3S,4S,5R,6S)-6-[[(2S)-5,8-dihydroxy-4-oxo-2-phenyl-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid | ||
| SMILES | C1C(OC2=C(C1=O)C(=CC(=C2O)OC3C(C(C(C(O3)C(=O)O)O)O)O)O)C4=CC=CC=C4 | ||
| Standard InChIKey | WBBLPINSGDOGIE-JHOSQQSMSA-N | ||
| Standard InChI | InChI=1S/C21H20O11/c22-9-6-11(8-4-2-1-3-5-8)30-18-13(9)10(23)7-12(14(18)24)31-21-17(27)15(25)16(26)19(32-21)20(28)29/h1-5,7,11,15-17,19,21,23-27H,6H2,(H,28,29)/t11-,15-,16-,17+,19-,21+/m0/s1 | ||
| 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. |
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| 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. |
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| 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. | ||
Beta-D-glucopyranosiduronic acid Dilution Calculator
Beta-D-glucopyranosiduronic acid Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.2302 mL | 11.1508 mL | 22.3015 mL | 44.603 mL | 55.7538 mL |
| 5 mM | 0.446 mL | 2.2302 mL | 4.4603 mL | 8.9206 mL | 11.1508 mL |
| 10 mM | 0.223 mL | 1.1151 mL | 2.2302 mL | 4.4603 mL | 5.5754 mL |
| 50 mM | 0.0446 mL | 0.223 mL | 0.446 mL | 0.8921 mL | 1.1151 mL |
| 100 mM | 0.0223 mL | 0.1115 mL | 0.223 mL | 0.446 mL | 0.5575 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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Syntheses of chondroitin 4- and 6-sulfate pentasaccharide derivatives having a methyl beta-D-glucopyranosiduronic acid at the reducing end.[Pubmed:10877091]
Carbohydr Res. 2000 Jun 2;326(2):88-97.
The syntheses are reported of beta-D-GlcpA-(1-->3)-beta-D-GalpNAc-(1-->4)-beta-D-GlcpA-(1- ->3)-beta-D-GalpNAc-(1-->4)-beta-D-GlcpA-(1-->OMe), O-sulfonated at C-4 or C-6 of the aminosugar moieties, which represent structural elements of chondroitin 4- and 6-sulfate proteoglycans. Starting from a synthetic disaccharide glycosyl acceptor, the stepwise or blockwise construction of the sugar backbone with appropriate synthons led to a pentasaccharide tetraol, which was used as a common intermediate. Selective 6-O-sulfonation of this tetraol, followed by saponification, gave the 6-sulfate derivative, whereas selective 6-O-benzoylation, followed by O-sulfonation and saponification, afforded the 4-sulfate derivative as their sodium salts.
The use of 2-deoxy-2-trichloroacetamido-D-glucopyranose derivatives in syntheses of hyaluronic acid-related tetra-, hexa-, and octa-saccharides having a methyl beta-D-glucopyranosiduronic acid at the reducing end.[Pubmed:8765729]
Carbohydr Res. 1996 Jul 19;288:109-25.
Expeditious and stereocontrolled syntheses are reported of beta-D-Glc pNAc-(1-->4)-[beta-D-Glc pA-(1-->3)-beta-D-Glc pNAc-(1-->4)]n-beta-D-Glc pA-(1-->OMe), where n = 1, 2, and 3, which represent structural elements of the extracellular polysaccharide hyaluronic acid. Condensation of 4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-2-trichloroacetamido- alpha-D-glucopyranosyl trichloroacetimidate with methyl (4-methoxyphenyl 2,3-di-O-benzoyl-beta-D-glucopyranosid)uronate gave the disaccharide derivative 9, which was demethoxyphenylated and imidoylated to afford the pivotal disaccharide trichloroacetimidate 7. Condensation of 7 with methanol followed by O-dechloroacetylation gave the acceptor 8. Coupling of 7 with 8 gave the tetrasaccharide derivative 4. O-Dechloroacetylation of 4 followed by condensation with imidate 7 afforded hexasaccharide 5, which was transformed into octasaccharide 6 by a similar two-step procedure. Subsequent O-dechloroacetylation, transformation of the N-trichloroacetyl groups into N-acetyl, debenzylidenation, and saponification of 4-6 afforded the tetra- (1), hexa- (2), and octa-saccharide (3) derivatives in high yields, as their sodium salts.
Evaluation of two rapid modifications of the 4-nitrophenyl-beta-D-glucopyranosiduronic acid (PGUA) assay for the identification of Escherichia coli from urine.[Pubmed:11248524]
Diagn Microbiol Infect Dis. 2001 Feb;39(2):117-9.
Two rapid modifications of a tube assay for the detection of beta-glucuronidase activity (PGUA assay) were evaluated for the identification of Escherichia coli from urine cultures. A microwell and filter paper adaptation of the PGUA assay were tested using 1,234 oxidase-negative, Gram-negative rods isolated from urine on MacConkey agar in clinically significant numbers. There was perfect correlation between both methods and 676 of 797 E. coli isolates were PGUA-positive within 2 h while all of remaining isolates were PGUA-negative (sensitivity = 85%; specificity = 100%). We conclude that either modified format of the PGUA assay provides a useful, inexpensive, and rapid alternative spot test for the definitive identification of E. coli from urine because of the high degree of specificity.
Syntheses of daidzein-7-yl beta-D-glucopyranosiduronic acid and daidzein-4',7-yl di-beta-D-glucopyranosiduronic acid.[Pubmed:11269403]
Carbohydr Res. 2001 Feb 28;330(4):511-5.
Syntheses of the title compounds--commonly known as 'daidzein 7-glucuronide' and 'daidzein 4',7-diglucuronide'--are described. Selective 7-deacetylation of 4',7-di-O-acetyldaidzein is employed.
Glycosidation-anomerisation reactions of 6,1-anhydroglucopyranuronic acid and anomerisation of beta-D-glucopyranosiduronic acids promoted by SnCl(4).[Pubmed:17086575]
Chemistry. 2007;13(3):902-9.
The reaction of silylated nucleophiles with 6,1-anhydroglucopyranuronic acid (glucuronic acid 6,1-lactones) catalysed by tin(IV) chloride provides 1,2-trans or 1,2-cis (deoxy)glycosides in a manner dependent on the donor structure. The alpha-glycoside was obtained for reactions of the donor with the 2-acyl group and 2-deoxydonors, whereas the 2-deoxy-2-iodo donor gave the beta-glycoside. Experimental evidence shows that when 1,2-cis-glycoside formation occurs, the anomerisation of initially formed 1,2-trans-glycosides catalysed by SnCl(4) is possible. The anomerisation of Beta-D-glucopyranosiduronic acids was found to be faster, in some cases, than anomerisation of related Beta-D-glucopyranosiduronic acid esters and beta-D-glucopyranoside derivatives and the rates are dependent on the structure of the aglycon. Moreover, the rates of anomerisation of beta-D-glucopyranuronic acid derivatives can be qualitatively correlated with rates of hydrolysis of Beta-D-glucopyranosiduronic acids. Mechanistic possibilities for the reactions are considered.
