7506-68-5

Usage

Uses

Used in Biochemical Assays:
2,3,4,6-Tetramethyl-D-glucose is used as a reference standard for the calibration of analytical instruments and the development of new assay methods. Its enhanced stability and solubility make it an ideal candidate for these applications.
Used in Metabolic Studies:
In metabolic research, 2,3,4,6-Tetramethyl-D-glucose serves as a valuable tool for studying carbohydrate metabolism. Its unique structure allows researchers to investigate the metabolic pathways and enzymes involved in glucose processing.
Used in Analytical Chemistry:
2,3,4,6-Tetramethyl-D-glucose is used as a reference standard in various analytical techniques, such as chromatography and mass spectrometry. Its stability and solubility contribute to the accuracy and reproducibility of these methods.
Used in Pharmaceutical Industry:
2,3,4,6-Tetramethyl-D-glucose is used as a building block for the synthesis of complex carbohydrates and glycoconjugates, which are important components of many pharmaceutical compounds. Its unique structure and properties make it a valuable asset in the development of new drugs and drug delivery systems.
Used in Chemical Biology:
In the field of chemical biology, 2,3,4,6-Tetramethyl-D-glucose is employed as a probe to study carbohydrate-protein interactions and the role of carbohydrates in cellular processes. Its modified structure allows for the investigation of specific binding events and the development of new therapeutic agents targeting carbohydrate-related pathways.

InChI:InChI=1/C10H20O6/c1-12-5-6-7(13-2)8(14-3)9(15-4)10(11)16-6/h6-11H,5H2,1-4H3

Upstream product

• 474-58-8 Daucosterol 
• 67-56-1 methanol 
• 90138-33-3 C₅₇H₉₄O₁₈ 
• 482-35-9 quercetin-3-O-glucoside 
• 74-88-4 methyl iodide 
• 23445-00-3 swertianolin 
• 41670-15-9 C₆₆H₁₁₆O₂₄ 
• 1633-35-8 1,2,3,4,2',3',4',6'-octa-O-methylgentiobiose 
• 186581-53-3 diazomethane 

Downstream Products

• 162119-07-5 (2S,3R,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-hydroxy-hexanal O-methyl-oxime 
• 118715-41-6 (S)-4-(tert-Butyl-diphenyl-silanyloxy)-5-methoxy-pentanoic acid (2S,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl ester 
• 118715-40-5 (S)-4-(tert-Butyl-diphenyl-silanyloxy)-5-methoxy-pentanoic acid (2R,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl ester 
• 118715-11-0 2,3,4,6-Tetra-O-methyl-β-D-glucopyranosyl 2,3-O-isopropylidene-5-O-methyl-4-O-(tert-butyldiphenylsilyl)-D-ribonate 
• 118715-11-0 2,3,4,6-Tetra-O-methyl-α-D-glucopyranosyl 2,3-O-isopropylidene-5-O-methyl-4-O-(tert-butyldiphenylsilyl)-D-ribonate 
• 118715-11-0 (4S,5R)-5-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-2-methoxy-ethyl]-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid (2S,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl ester 
• 118715-11-0 (4S,5R)-5-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-2-methoxy-ethyl]-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid (2R,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl ester 
• 1616345-57-3 1-O-{4-(trans-4-butylcyclohexyl)benzoyl}-2,3,4,6-tetra-O-methyl-β-D-glucopyranose 
• 172471-62-4 phenyl 2,3,4,6-tetra-O-methyl-1-thio-β-D-galactopyranoside 
• 172471-61-3 phenyl 2,3,4,6-tetra-O-methyl-1-thio-α-D-galactopyranoside 
• 62327-60-0 phenyl 2,3,4,6-tetra-O-methyl-1-thio-β-D-glucopyranoside 
• 76707-53-4 phenyl 2,3,4,6-tetra-O-methyl-1-thio-α-D-glucopyranoside 
• 139535-12-9 2,3,4,6-tetra-O-methyl-1-O-(2-nitrobenzenesulfenyl)-β-D-glucopyranose 

Relevant academic research and scientific papers

Antibacterial activity of a triterpenoid saponin from the stems of Caesalpinia pulcherrima Linn.

A new compound 1 was isolated from the methanolic extract of the stems of the Caesalpinia pulcherrima Linn. along with a reported compound (2) 3-O-β-D-glucopyranosyl-(1→4)-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl hederagenin 28-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester. The new compound 1 has m.p. 272–274°C, m.f. C46H74O17, [M]+ m/z 898. It was characterised as 3-O-β-D-glucopyranosyl-(1→4)-α-L-arabinopyranosyl hederagenin 28-O-β-D- xylopyranosyl ester by various colour reactions, chemical degradations and spectral analyses. Antibacterial activity of compound 1 was screened against various Gram-positive and Gram-negative bacteria and showed significant results.

Characterization of a novel polysaccharide with anti-colon cancer activity from Lactobacillus helveticus MB2-1

The present study aimed at investigating the potential anti-colon cancer activity of three purified exopolysaccharides fractions (LHEPS-1, LHEPS-2 and LHEPS-3) from the Lactobacillus helveticus MB2-1. The experimental evidence showed that LHEPS-1 significantly inhibited cell proliferation of human colon cancer Caco-2 cells in both time- and concentration-dependent manners. In contrast, no significant improvements of the inhibitory effects of LHEPS-2 and LHEPS-3 on Caco-2 cells were observed with increasing sample concentrations or prolonged incubation time. Furthermore, the structure of LHEPS-1 was elucidated using methylated analysis, gas chromatography-mass spectroscopy (GC-MS) and nuclear magnetic resonance spectroscopy (NMR), including one- and two-dimensional nuclear magnetic resonance (1D and 2D NMR). Results indicated that the LHEPS-1 consisted of a decasaccharide repeating unit with the following structure (n≈122): Our results suggested that the LHEPS-1 produced by L. helveticus MB2-1 might be suitable for using as natural anti-colon cancer drugs and functional foods ingredients.

Microwave-accelerated methylation of starch

A novel microwave-accelerated method for methylating soluble starch is described. Soluble starch could be fully methylated in 72% yield within 4.66 min using iodomethane and 30% potassium hydroxide under microwave irradiation. The completely methylated starch thus obtained was hydrolyzed with 60% HCO2H for 1.5 min under 80% MW power, followed by 0.05 M H2SO4 for 2.0 min under 100% MW power. The partially methylated monosaccharides were separated by preparative paper chromatography and identified by their melting points and optical rotations.

Sulfenate intermediates in the sulfoxide glycosylation reaction

The sulfoxide glycosylation reaction works remarkably well for many difficult glycosylations. We attribute this in part to the fact that an extremely reactive intermediate can be generated rapidly under mild conditions at low temperature. We find that ano

New Phenolic Components from Dalbergia Volubilis

Phytochemical examination of non green branches of Dalbergia volubilis on extensive column and preparative thin layer chromatography yielded twelve compounds eight of which are already known compounds and were identified as sitosterol, 7-hydroxy-4-methyl-coumarin, dalbergin, biochanin-A, umbelliferone, p-hydroxy cinnamic acid, kaempferol and quercetin-3-O-glucoside.The other four compounds were new natural products, three of which were identified as novel 4-phenyl-2H-1-benzopyran-2-ones while the fourth one was a new 12a-hydroxy rotenoid.The structure of these new compounds has been established on the basis of chemical and spectral evidences and through derivatization, as 4',7-dihydroxy-3'-methoxy-4-phenyl-2H-1-benzopyran-2-one, 3',7-dihydroxy-4',5-dimethoxy-2H-1-benzopyran-2-one, 3',7-dihydroxy4',5-dimethoxy-6-formyl-2H-1-benzopyran-2-one and a complex rotenoid determined to be as (VII).The co-occurence of 4-methyl-2H-1-benzopyran-2-ones, 4-phenyl-2H-1-benzopyran-2-ones, isoflavones and rotenoids is of interest from biogenetic considerations.

TRITERPENE GLYCOSIDES OF Salsola micranthera. II. THE STRUCTURE OF SALSOLOSIDE E

A new triterpene glycoside - salsoloside E - has been isolated from the epigeal part of the plant Salsola micranthera Botsch. family Chenopodiaceae.On the basis of chemical transformations and physicochemical characteristics its structure has been established as oleanoic acid 28-O-β-D-glucopyranoside 3-O-2)>4)>-β-D-glucuronopyranoside>.

THREE ISOFLAVONE GLYCOSIDES FROM JUNIPERUS MACROPODA

Three new isoflavone glycosides have been characterized from the leaves of Juniperus macropoda: 5,7-dihydroxy-6,3',4'-trimethoxyisoflavone 7-glucoside; 5,7,4'-trihydroxy-6,3',5'-trimethoxyisoflavone glucoside and 5,7,3'-trihydroxy-6,4'-dimethoxyisoflavone 7-diglucoside.Key Word Index - Juniperus macropoda; Cupressaceae; leaves; isoflavone glycosides.

CLEAVAGE OF INTERGLYCOSIDIC LINKAGES IN PER(TRIMETHYLSILYL)ATED AND PERMETHYLATED CARBOHYDRATES WITH IODOTRIMETHYLSILANE

Iodotrimethylsilane in carbon tetrachloride cleaves interglycosidic linkages in per(trimethylsilyl)ated disaccharides to give iodinolysis products that may be readily hydrolyzed to component monosaccharides.The cleavage rate is dependent on the type of interglycosidic linkage, and is in the order (1->4)2)3)6) for derivatives of β-linked glucobioses.This iodinolysis reagent is more reactive toward interglycosidic linkages in permethylated carbohydrates; all of the linkages in the permethylated derivatives examined were completely cleaved, irrespective of linkage type.Iodinolysis with iodotrimethylsilane, followed by treatment of the products with water, offers a rapid and mild method for hydrolysis of permethylated carbohydrates.