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methyl-alpha-dextro-glucopyranoside
glucopyranoside, methyl, a-D-

Supplier Sponsors

Name:(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol
CAS Number: 97-30-3Picture of molecule3D/inchi
Other(deleted CASRN):1321-19-3
ECHA EINECS - REACH Pre-Reg:202-571-3
FDA UNII: QCF122NF3R
Nikkaji Web:J4.730I
Beilstein Number:081568
MDL:MFCD00064086
XlogP3:-2.20 (est)
Molecular Weight:194.18378000
Formula:C7 H14 O6
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:antioxidants
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
FDA Mainterm (IAUFC):97-30-3 ; METHYLGLUCOSIDE, ALPHA
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 168.00 °C. @ 760.00 mm Hg
Boiling Point: 389.15 °C. @ 760.00 mm Hg (est)
Flash Point: 372.00 °F. TCC ( 189.20 °C. ) (est)
logP (o/w): -2.679 (est)
Soluble in:
 water, 3.87E+05 mg/L @ 17C (exp)
 water, 1e+006 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses:
 
Suppliers:
BOC Sciences
For experimental / research use only.
Methyl a-D-glucopyranoside
Carbosynth
For experimental / research use only.
Methyl a-D-glucopyranoside
Glentham Life Sciences
Methyl alpha-D-glucopyranoside
Jiangyin Healthway
? -Methyl Glucoside
New functional food ingredients
Jiangyin Healthway
a -Methyl Glucoside
Penta International
METHYL-A-D-GLUCOSIDE
Santa Cruz Biotechnology
For experimental / research use only.
Methyl a-D-glucopyranoside
Sigma-Aldrich: Sigma
For experimental / research use only.
Methyl a-D-glucopyranoside ≥99%
TCI AMERICA
For experimental / research use only.
Methyl a-D-Glucopyranoside >98.0%(GC)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
antioxidants
Recommendation for methyl-alpha-dextro-glucopyranoside usage levels up to:
 not for fragrance use.
 
Recommendation for methyl-alpha-dextro-glucopyranoside flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):97-30-3
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :64947
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol
Chemidplus:0000097303
 
References:
 (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:97-30-3
Pubchem (cid):64947
Pubchem (sid):135021669
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Indirect Additives used in Food Contact Substances:View
CHEBI:View
CHEMBL:View
Golm Metabolome Database:Search
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2940.00.6000
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
a-D-glucopyranoside, methyl
 glucopyranoside, methyl, a-D-
a-D-glucoside, methyl
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol
 methyl a-D-glucopyranoside
a-methyl D-glucose ether
a-D-methyl glucoside
1-O-methyl-a-D-glucopyranose
1-methyl-a-D-glucopyranoside
1-O-methyl-a-D-glucopyranoside
1-O-methyl-a-D-glucoside
a-methyl-D-glucopyranoside
a-methyl-D-glucoside
a-D-methylglucoside
 

Articles:

PubMed:The bacterial alarmone (p)ppGpp activates type III secretion system in Erwinia amylovora.
PubMed:Depletion of glycolytic intermediates plays a key role in glucose-phosphate stress in Escherichia coli.
PubMed:TNFα regulates sugar transporters in the human intestinal epithelial cell line Caco-2.
PubMed:Taxonomic relatedness between Pectobacterium carotovorum subsp. carotovorum, Pectobacterium carotovorum subsp. odoriferum and Pectobacterium carotovorum subsp. brasiliense subsp. nov.
PubMed:Induction of the Pho regulon suppresses the growth defect of an Escherichia coli sgrS mutant, connecting phosphate metabolism to the glucose-phosphate stress response.
PubMed:Reducing acetate excretion from E. coli K-12 by over-expressing the small RNA SgrS.
PubMed:[HPLC-TOF-MS analysis of metabolites of Diffusa effective extracts in rats].
PubMed:The small RNA SgrS controls sugar-phosphate accumulation by regulating multiple PTS genes.
PubMed:Differential responses of Bacillus subtilis rRNA promoters to nutritional stress.
PubMed:Regulation and function of Escherichia coli sugar efflux transporter A (SetA) during glucose-phosphate stress.
PubMed:Functional activity of Pat-1 (Slc26a6) Cl(−)/HCO₃(−) exchange in the lower villus epithelium of murine duodenum.
PubMed:Glucose uptake regulation in E. coli by the small RNA SgrS: comparative analysis of E. coli K-12 (JM109 and MG1655) and E. coli B (BL21).
PubMed:Calcitriol mediates the activity of SGLT1 through an extranuclear initiated mechanism that involves intracellular signaling pathways.
PubMed:Methyl glucoside hydrolysis catalyzed by beta-glucosidase.
PubMed:Improved production of raw starch degrading enzyme by Aspergillus oryzae F-30 using methyl glucoside sesqui-stearate.
PubMed:Regioselective protection of sugars catalyzed by dimethyltin dichloride.
PubMed:Remarkable beta-selectivity in the synthesis of beta-1-C-arylglucosides: stereoselective reduction of acetyl-protected methyl 1-C-arylglucosides without acetoxy-group participation.
PubMed:Identification of hexose diastereomers by means of tandem mass spectrometry of oxocarbenium ions followed by neural networks analysis.
PubMed:Three surface subdomains form the vestibule of the Na+/glucose cotransporter SGLT1.
PubMed:Scale-up of pseudo solid-phase enzymatic synthesis of alpha-methyl glucoside acrylate.
PubMed:Thioglycosides as inhibitors of hSGLT1 and hSGLT2: potential therapeutic agents for the control of hyperglycemia in diabetes.
PubMed:Substrate specificity of sugar transport by rabbit SGLT1: single-molecule atomic force microscopy versus transport studies.
PubMed:Global carbon utilization profiles of wild-type, mutant, and transformant strains of Hypocrea jecorina.
PubMed:Analysis of the transport activity of barley sucrose transporter HvSUT1.
PubMed:Effect of stereochemistry on the electrospray ionization tandem mass spectra of transition metal chloride complexes of monosaccharides.
PubMed:Cys351 and Cys361 of the Na+/glucose cotransporter are important for both function and cell-surface expression.
PubMed:Solvent isotope effects on alpha-glucosidase.
PubMed:The disarming effect of the 4,6-acetal group on glycoside reactivity: torsional or electronic?
PubMed:Probing the transition states of four glucoside hydrolyses with 13C kinetic isotope effects measured at natural abundance by NMR spectroscopy.
PubMed:Cloning of rel from Listeria monocytogenes as an osmotolerance involvement gene.
PubMed:Rapid identification and differentiation of the soft rot erwinias by 16S-23S intergenic transcribed spacer-PCR and restriction fragment length polymorphism analyses.
PubMed:Formation and structure of a complex of sucrose with cobalt(III)bis(phenanthroline).
PubMed:Sodium-coupled glucose transporter as a functional glucose sensor of retinal microvascular circulation.
PubMed:Formulation of physical properties of methyl glucoside polyester by mixture response surface methodology.
PubMed:Synthesis of aminophosphonate haptens for an aminoacylation reaction between methyl glucoside and a beta-alanyl ester.
PubMed:Application of response surface methodology to the study of methyl glucoside polyester synthesis parameters in a solvent-free system.
PubMed:Troglitazone enhances glycolysis and improves intracellular glucose metabolism in rat mesangial cells.
PubMed:Suppression of sodium-dependent glucose uptake by captopril improves high-glucose-induced morphological and functional changes of cultured bovine retinal pericytes.
PubMed:Hydrogen peroxide production from reactive liposomes encapsulating enzymes.
PubMed:Alcoholysis reactions from starch with alpha-amylases.
PubMed:The heterocyclic amine binding receptors of Lactobacillus gasseri cells.
PubMed:Multiplicity and expression of xylanases in the rumen fungus Neocallimastix frontalis.
PubMed:Identification of an integral membrane 80 kDa protein of Saccharomyces cerevisiae induced in response to dehydration.
PubMed:Cadmium decreases SGLT1 messenger RNA in mouse kidney cells.
PubMed:Replacement of Ala-166 with cysteine in the high affinity rabbit sodium/glucose transporter alters transport kinetics and allows methanethiosulfonate ethylamine to inhibit transporter function.
PubMed:[Identification of Citrobacter species and their occurrence in raw products and foods].
PubMed:Analysis of the sugar specificity and molecular location of the beta-glucan-binding lectin site of complement receptor type 3 (CD11b/CD18).
PubMed:Regulation of sugar transport via the multiple sugar metabolism operon of Streptococcus mutans by the phosphoenolpyruvate phosphotransferase system.
PubMed:The molecular chaperone calnexin binds Glc1Man9GlcNAc2 oligosaccharide as an initial step in recognizing unfolded glycoproteins.
PubMed:Catabolite repression of the adhesion of Vero cytotoxin-producing Escherichia coli of serogroups O157 and O111.
PubMed:Cloning and characterization of genes encoding methyl-accepting chemotaxis proteins in Bacillus subtilis.
PubMed:The effect of rapid changes in plasma sugar concentration on the brush-border potential difference in rat jejunum.
PubMed:Hexose transport across the apical and basolateral membrane of enterocytes from different regions of the chicken intestine.
PubMed:[The mechanism of renal hyperperfusion induced by hyperglycemia].
PubMed:Glucosidase inhibitors: structures of deoxynojirimycin and castanospermine.
PubMed:Absence of a transcellular oxalate transport mechanism in LLC-PK1 and MDCK cells cultured on porous supports.
PubMed:[Preservation of hepatocytes of the rat by active transport of glycine].
PubMed:Binding, internalization, and degradation of mannose-terminated glucocerebrosidase by macrophages.
PubMed:Boosted mucosal immune responsiveness in the rat intestine by actively transported hexose.
PubMed:Purification and characterization of guinea pig serum aminoacylproline hydrolase (aminopeptidase P).
PubMed:Sugar absorption by the biliary ductular epithelium of the rat: evidence for two transport systems.
PubMed:Inhibition of the mouse sperm surface alpha-D-mannosidase inhibits sperm-egg binding in vitro.
PubMed:Luminal glucose enhances transepithelial Na+ and fluid transports in rat lungs.
PubMed:Purification of the glycoprotein allergen Ag7 from mugwort pollen by concanavalin A affinity chromatography.
PubMed:Diffusion coefficient in native mucus gel of rat small intestine.
PubMed:Hexose transport in preimplantation rabbit blastocysts.
PubMed:Induction of glucoamylase production by non-starchy carbohydrates inAspergillus terreus.
PubMed:Influence of beta-adrenergic stimulation on glycosylation of a major, secretory N-linked glycoprotein from rat parotid salivary gland.
PubMed:Renal cells in culture as a model for cystinosis.
PubMed:Stimulation of gastric inhibitory polypeptide release in ob/ob mice by oral administration of sugars and their analogues.
PubMed:Effect of age on calcium uptake in isolated duodenum cells: role of 1,25-dihydroxyvitamin D3.
PubMed:Effects of lectins and tunicamycin on IL-1 binding to YT cells.
PubMed:Glycolysis is not required for fluid homeostasis in isolated rabbit lungs.
PubMed:Metabolites of microorganisms. 242 pyridindolol glucosides from Streptomyces parvulus.
PubMed:Effect of cystine dimethylester on renal solute handling and isolated renal tubule transport in the rat: a new model of the Fanconi syndrome.
PubMed:Interactions between monosaccharides and disaccharides during uptake by the perfused liver of rat.
PubMed:Beta-glucosidase: substrate, solvent, and viscosity variation as probes of the rate-limiting steps.
PubMed:Basal-lateral transport and transcellular flux of methyl alpha-D-glucoside across LLC-PK1 renal epithelial cells.
PubMed:Effect of bisacodyl on the uptake of monosaccharides by isolated enterocytes.
PubMed:Multiplicity in cellulases of Schizophyllum commune. Derivation partly from heterogeneity in transcription and glycosylation.
PubMed:Linear relationship of phlorizin-binding capacity and hexose uptake during differentiation in a clone of LLC-PK1 cells.
PubMed:Lectins from indigenous Australian wildflowers--detection of lectins from Bauhinia carronii, Hardenbergia comptoniana, Ptilotis obovatus and Rhadogia crassifolia.
PubMed:Isolation of cells from rabbit renal proximal tubules by using a hyperosmolar intracellular-like solution.
PubMed:Hexose regulation of sodium-hexose transport in LLC-PK1 epithelia: the nature of the signal.
PubMed:Cellulase biosynthesis in a catabolite repression-resistant mutant of Thermomonospora curvata.
PubMed:Host-Pathogen Interactions : XXIII. The Mechanism of the Antibacterial Action of Glycinol, a Pterocarpan Phytoalexin Synthesized by Soybeans.
PubMed:Alpha-methyl glucoside in the antibody containing gel eliminates the need for 125I-anti-FVIIIRAG in the measurement of FVIIIRAG binding to concanavalin A.
PubMed:Selective method for the isolation of Sporolactobacillus from food and environment sources.
PubMed:Spontaneous rhythmicity induced by glucose removal in the guinea-pig tracheal smooth muscle.
PubMed:Alternative forms of lethality in mitomycin C-induced bacteria carrying ColE1 plasmids.
PubMed:A second function of the S gene of bacteriophage lambda.
PubMed:Glucose transport in Streptococcus salivarius. Evidence for the presence of a distinct phosphoenolpyruvate: glucose phosphotransferase system which catalyses the phosphorylation of alpha-methyl glucoside.
PubMed:Structural and functional correlations in the hypertrophic mucosa of intestinal remnants following resection in rats.
PubMed:The status of concanavalin A receptors on the lymphocytes of leukemic AKR mice: inhibition of redistribution by high concentrations of the lectin.
PubMed:Intestinal obstruction in germ-free dogs.
PubMed:Effects of saccharide and salt binding on dimer-tetramer equilibrium of concanavalin A.
PubMed:Glucose metabolism accelerates the decline of hypoxic vasoconstriction in rat lungs.
PubMed:The effect of cyclic AMP on dog renal function.
PubMed:Structural and functional correlations in the atrophic mucosa of self-emptying blind loops of rat jejunum.
PubMed:Changes in the surface membrane during myoblast fusion.
PubMed:The validity of assessing changes in intestinal absorption mechanisms for dietary sugars with non-metabolizable analogues (glucalogues).
PubMed:Ectopic production of pregnancy-specific beta 1-glycoprotein by a nontrophoblastic tumor in vitro.
PubMed:Enteral and parenteral feeding to evaluate malabsorption in intestinal parasitism.
PubMed:Property and activity of mycoloyl esters of methyl glucoside and trehalose. Effect on mitochondrial oxidative phosphorylation related to organization of suspensions and to acyl-chain structures.
PubMed:Lack of effect of intracellular sodium on phenylalanine and beta-methyl-glucoside influx into the guinea-pig enterocyte.
PubMed:Evidence for the glycoprotein nature of radish beta-fructosidase.
PubMed:Interactions between tryptophan, phenylalanine and sugar transport in the small intestinal mucosa.
PubMed:Partial purification of pemphigus-related epidermal antigens.
PubMed:[Glucose catabolite repression of glucoamylase biosynthesis by the yeast Endomycopsis fibuligera].
PubMed:Chemical structure and biochemical activity of cord factor analogs. A comparative study of esters of methyl glucoside and non-hydroxylated fatty acids.
PubMed:Mass spectrometry of acylated sugars as trimethylsilyl ether derivatives. A way for location of long chain fatty acyl groups.
PubMed:Further characterization of collagen galactosyltransferase from chick embryos.
PubMed:Regulation of superoxide dismutase synthesis in Escherichia coli: glucose effect.
PubMed:Enhanced non-electrolyte uptake in vitro by the dog jejunal mucosa in the cholera-toxin-induced secretory phase.
PubMed:Regulation of staphylococcal enterotoxin B.
PubMed:The absorption of protons with alpha-methyl glucoside and alpha-thioethyl glucoside by the yeast N.C.Y.C. 240. Evidence against the phosphorylation hypothesis.
PubMed:"Luminal nutrition" versus "functional work-load" as controllers of mucosal morphology and epithelial replacement in the rat small intestine.
PubMed:Functional and structural characteristics of the jejunum and ileum in the dog and the rat.
PubMed:Differential effects of harmaline and ouabain on intestinal sodium, phenylalanine and beta-methyl-glucoside transport.
PubMed:Developmental changes of sugar transport in the ovine small intestine.
PubMed:1-O-acyl derivatives of glucose as non-penetrating inhibitors of glucose transport by hamster small intestine in vitro.
PubMed:The consequences of ischaemia after mechanical obstruction of the dog ileum.
PubMed:Involvement of the glucose enzymes II of the sugar phosphotransferase system in the regulation of adenylate cyclase by glucose in Escherichia coli.
PubMed:Transport of alpha-methyl glucoside in a cytochrome-deficient mutant of Escherichia coli K-12.
PubMed:Carcinoembryonic antigen: isolation of a sub-fraction with high specific activity.
PubMed:Influence of specific dietary sugars on the jejunal mechanisms for glucose, galactose, and alpha-methyl glucoside absorption: evidence for multiple sugar carriers.
PubMed:Effect of (+)-catechin on renal and intestinal transport.
PubMed:Protection of the intestinal mucosa during ischaemia by intraluminal perfusion.
PubMed:Effects of fasting and semistarvation on the kinetics of active and passive sugar absorption across the small intestine in vivo.
PubMed:Studies of the cell surface of Dictyostelium discoideum during differentiation. The binding of 125I-concanavalin A to the cell surface.
PubMed:Transport of alpha-methyl glucoside in mutants of Escherichia coli K12 deficient in Ca2+, Mg2+-activated adenosine triphosphatase.
PubMed:The control by respiration of the uptake of alpha-methyl glucoside in Escherichia coli K12.
PubMed:On the regulation of adenosine 3', 5'-monophosphate synthesis in bacteria. I. Effect of carbon source variation on cyclic AMP synthesis in Escherichia coli B/r.
PubMed:An experimental method of identifying and quantifying the active transfer electrogenic component from the diffusive component during sugar absorption measured in vivo.
PubMed:Function and structure of the mucosa of continent ileostomy reservoirs in dogs.
PubMed:Organization of teichoic acid in the cell wall of Bacillus subtilis.
PubMed:Studies on the interaction of concanavalin A with glycoproteins.
PubMed:Regulation of maltodextrin phosphorylase synthesis in Escherichia coli by cyclic adenosine 3', 5'-monophosphate and glucose.
PubMed:Sodium-dependent transport of sugars and iodide from the cerebral venticles of the rabbit.
PubMed:Sugar transport across the peritubular face of renal cells of the flounder.
PubMed:Genetic determination of the constitutive biosynthesis of phospho- -glucosidase A in Escherichia coli K-12.
PubMed:Caloric catastrophe.
PubMed:Production of staphylococcal alpha toxin. II. Glucose repression of toxin formation.
PubMed:Effect of aerosolization on the transport of -methyl glucoside and galactosides into Escherichia coli.
PubMed:The recovery of function and microcirculation in small intestinal loops following ischaemia.
PubMed:The transport of methyl -glucoside by Pseudomonas aeruginosa.
PubMed:Interaction of maltose transport with the transport of glucose and galactosides.
PubMed:[Use of alpha-methyl glucoside for purification of gamma-amylase and some properties of the purified enzyme].
PubMed:Phospho-beta-glucosidases and beta-glucoside permeases in Streptococcus, Bacillus, and Staphylococcus.
PubMed:Taxonomic investigations on expressed and cryptic phospho-beta-glucosidases in Enterobacteriaceae.
PubMed:Amino acid-dependent control of the transport of alpha-methyl glucoside in E. coli.
PubMed:Transport of monosaccharides in kidney-cortex cells.
PubMed:Inducible system for the utilization of beta-glucosides in Escherichia coli. I. Active transport and utilization of beta-glucosides.
PubMed:The origin of the glucose dependent increase in the potential difference across the tortoise small intestine.
PubMed:GENETIC CONTROL OF BETA-GLUCOSIDASE SYNTHESIS IN SACCHAROMYCES LACTIS.
PubMed:Genetic Analysis of alpha-methyl-glucoside fermentation in Saccharomyces.
PubMed:The role of alpha-methyl glucoside as an inhibitor of induced enzyme biosynthesis (enzymatic adaptation).
PubMed:An inhibitory effect of alpha-methyl-glucoside on growth and enzyme synthesis in E. coli.
PubMed:[Not available].
 
Notes:
None found
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