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7000-27-3,MFCD30537239
Catalog No.:AA003RWP

7000-27-3 | Methyl beta-d-glucopyranoside hemihydrate

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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003RWP
Chemical Name:
Methyl beta-d-glucopyranoside hemihydrate
CAS Number:
7000-27-3
Molecular Formula:
C14H28O12
Molecular Weight:
388.3649
MDL Number:
MFCD30537239
SMILES:
COC1OC(CO)C(C(C1O)O)O.COC1OC(CO)C(C(C1O)O)O C14H28O12
Properties
Properties
 
BP:
389.1°C at 760 mmHg  
Form:
Solid  
MP:
107-111 °C  
Solubility:
H2O: 0.1 g/mL, clear, colorless  
Storage:
2-8℃;Keep in dry area;  

Computed Properties
 
Complexity:
163  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Heavy Atom Count:
13  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
2  
XLogP3:
-2.2  

Literature

Title: Vacuum-ultraviolet electronic circular dichroism study of methyl α-D-glucopyranoside in aqueous solution by time-dependent density functional theory.

Journal: The journal of physical chemistry. A 20121011

Title: A simple and accessible synthetic lectin for glucose recognition and sensing.

Journal: Nature chemistry 20120901

Title: Differentiation of underivatized monosaccharides by atmospheric pressure chemical ionization quadrupole time-of-flight mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20120615

Title: Regulation of SGLT expression and localization through Epac/PKA-dependent caveolin-1 and F-actin activation in renal proximal tubule cells.

Journal: Biochimica et biophysica acta 20120401

Title: Biotransformation of methyl-β-D-glucopyranoside to higher chain alkyl glucosides by cell bound β-glucosidase of Pichia etchellsii.

Journal: Bioresource technology 20120301

Title: Rapid differentiation of Candida dubliniensis from Candida albicans by early D-xylose assimilation.

Journal: Medical principles and practice : international journal of the Kuwait University, Health Science Centre 20120101

Title: A functional genomics approach to establish the complement of carbohydrate transporters in Streptococcus pneumoniae.

Journal: PloS one 20120101

Title: [Metabolic characteristics of air microbial communities from sandstorm source areas of the Taklamakan desert].

Journal: Huan jing ke xue= Huanjing kexue 20120101

Title: Enhancive effects of D-glucose and its analogs on expression of d-glucose-unrelated transgenes in mammalian cells.

Journal: Journal of bioscience and bioengineering 20110801

Title: A fluorescence method for measurement of glucose transport in kidney cells.

Journal: Diabetes technology & therapeutics 20110701

Title: D-glucose acts via sodium/glucose cotransporter 1 to increase NHE3 in mouse jejunal brush border by a Na+/H+ exchange regulatory factor 2-dependent process.

Journal: Gastroenterology 20110201

Title: Glucose transport by human renal Na+/D-glucose cotransporters SGLT1 and SGLT2.

Journal: American journal of physiology. Cell physiology 20110101

Title: Ibuprofen is a non-competitive inhibitor of the peptide transporter hPEPT1 (SLC15A1): possible interactions between hPEPT1 substrates and ibuprofen.

Journal: British journal of pharmacology 20101201

Title: Calcitriol mediates the activity of SGLT1 through an extranuclear initiated mechanism that involves intracellular signaling pathways.

Journal: Journal of physiology and biochemistry 20100601

Title: Protein kinase C mediated intracellular signaling pathways are involved in the regulation of sodium-dependent glucose co-transporter SGLT1 activity.

Journal: Journal of cellular biochemistry 20100415

Title: Activation of sodium-glucose cotransporter 1 ameliorates hyperglycemia by mediating incretin secretion in mice.

Journal: American journal of physiology. Endocrinology and metabolism 20091201

Title: Methyl glucoside hydrolysis catalyzed by beta-glucosidase.

Journal: Biochimica et biophysica acta 20091101

Title: Thermal degradation of methyl beta-D-glucoside. a theoretical study of plausible reaction mechanisms.

Journal: The Journal of organic chemistry 20090904

Title: Metadynamics modelling of the solvent effect on primary hydroxyl rotamer equilibria in hexopyranosides.

Journal: Carbohydrate research 20090817

Title: Effect of BSA-induced ER stress on SGLT protein expression levels and alpha-MG uptake in renal proximal tubule cells.

Journal: American journal of physiology. Renal physiology 20090601

Title: Sugar end-capped poly-D,L-lactides as excipients in oral sustained release tablets.

Journal: AAPS PharmSciTech 20090601

Title: Virulent clones of Klebsiella pneumoniae: identification and evolutionary scenario based on genomic and phenotypic characterization.

Journal: PloS one 20090101

Title: Measuring ion transport activities in Xenopus oocytes using the ion-trap technique.

Journal: American journal of physiology. Cell physiology 20081101

Title: Metabolism-independent sugar sensing in central orexin neurons.

Journal: Diabetes 20081001

Title: Methyl alpha-D-glucopyranoside enhances the enzymatic activity of recombinant beta-galactosidase inclusion bodies in the araBAD promoter system of Escherichia coli.

Journal: Journal of industrial microbiology & biotechnology 20080701

Title: Transmembrane IV of the high-affinity sodium-glucose cotransporter participates in sugar binding.

Journal: American journal of physiology. Cell physiology 20080701

Title: Comparative study of the effect of luminal hypotonicity on mucosal permeability in rat upper gastrointestinal tract.

Journal: Acta physiologica (Oxford, England) 20080501

Title: Methylation in methanol-water mixtures: the effect of solvent composition and high pressure.

Journal: Biophysical chemistry 20080501

Title: How drugs interact with transporters: SGLT1 as a model.

Journal: The Journal of membrane biology 20080501

Title: Absence of Na+/sugar cotransport activity in Barrett's metaplasia.

Journal: World journal of gastroenterology 20080307

Title: Characterization of the E. coli glucose permease fused to the maltose-binding protein.

Journal: Journal of basic microbiology 20080201

Title: Concise syntheses of D-desosamine, 2-thiopyrimidinyl desosamine donors, and methyl desosaminide analogues from D-glucose.

Journal: Carbohydrate research 20080114

Title: Borate esters of the methyl D-glucopyranosides.

Journal: Carbohydrate research 20071228

Title: syn additions to 4alpha-epoxypyranosides: synthesis of L-idopyranosides.

Journal: Organic letters 20071108

Title: Interleukin-6 stimulates alpha-MG uptake in renal proximal tubule cells: involvement of STAT3, PI3K/Akt, MAPKs, and NF-kappaB.

Journal: American journal of physiology. Renal physiology 20071001

Title: Tripeptides of RS1 (RSC1A1) inhibit a monosaccharide-dependent exocytotic pathway of Na+-D-glucose cotransporter SGLT1 with high affinity.

Journal: The Journal of biological chemistry 20070928

Title: Early pregnancy maternal endocrine insulin-like growth factor I programs the placenta for increased functional capacity throughout gestation.

Journal: Endocrinology 20070901

Title: Flavonoid glycosides are not transported by the human Na+/glucose transporter when expressed in Xenopus laevis oocytes, but effectively inhibit electrogenic glucose uptake.

Journal: The Journal of pharmacology and experimental therapeutics 20070801

Title: Inverse temperature-dependent pathway of cellulose decrystallization in trifluoroacetic acid.

Journal: The journal of physical chemistry. B 20070517

Title: Expression and functionality of the Na+/myo-inositol cotransporter SMIT2 in rabbit kidney.

Journal: Biochimica et biophysica acta 20070501

Title: Early treatment of the pregnant guinea pig with IGFs promotes placental transport and nutrient partitioning near term.

Journal: American journal of physiology. Endocrinology and metabolism 20070301

Title: Study of ibuprofen glucopyranoside derivative synthesis by Candida antarctica lipase in organic solvent.

Journal: Preparative biochemistry & biotechnology 20070101

Title: RS1 (RSC1A1) regulates the exocytotic pathway of Na+-D-glucose cotransporter SGLT1.

Journal: American journal of physiology. Renal physiology 20061201

Title: Esterification of select polyols with D-glucaric acid as model reactions for esterification of starch.

Journal: Carbohydrate research 20061127

Title: Phosphorylation of D-glucose derivatives with inorganic monoimido-cyclo-triphosphate.

Journal: Chemical & pharmaceutical bulletin 20061001

Title: Genetic requirements for growth of Escherichia coli K12 on methyl-alpha-D-glucopyranoside and the five alpha-D-glucosyl-D-fructose isomers of sucrose.

Journal: The Journal of biological chemistry 20060630

Title: A glutamine to glutamate mutation at position 170 (Q170E) in the rabbit Na+/glucose cotransporter, rSGLT1, enhances binding affinity for Na+.

Journal: Biochemistry 20060411

Title: Identification of new acceptor specificities of glycosyltransferase R with the aid of substrate microarrays.

Journal: Chembiochem : a European journal of chemical biology 20060201

Title: [Effect of glucose analogs on bofilm and expressions of related genes in Staphylococcus epidermidis].

Journal: Wei sheng wu xue bao = Acta microbiologica Sinica 20051201

Title: ATP stimulates Na+-glucose cotransporter activity via cAMP and p38 MAPK in renal proximal tubule cells.

Journal: American journal of physiology. Cell physiology 20051101

Title: Sugar-sensitive thin films composed of concanavalin A and sugar-bearing polymers.

Journal: Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20051101

Title: Mutagenesis of Ala290, which modulates substrate subsite affinity at the catalytic interface of dimeric ThMA.

Journal: Biochimica et biophysica acta 20050810

Title: Effect of adrenomedullin and proadrenomedullin N-terminal 20 peptide on sugar transport in the rat intestine.

Journal: Regulatory peptides 20050715

Title: Mode of action on deacetylation of acetylated methyl glycoside by cellulose acetate esterase from Neisseria sicca SB.

Journal: Bioscience, biotechnology, and biochemistry 20050701

Title: Engineering of pyranose 2-oxidase from Peniophora gigantea towards improved thermostability and catalytic efficiency.

Journal: Applied microbiology and biotechnology 20050601

Title: High glucose-induced oxidative stress inhibits Na+/glucose cotransporter activity in renal proximal tubule cells.

Journal: American journal of physiology. Renal physiology 20050501

Title: The endogenous CXXC motif governs the cadmium sensitivity of the renal Na+/glucose co-transporter.

Journal: Journal of the American Society of Nephrology : JASN 20050501

Title: Aspects of glycosidic bond formation in aqueous solution: chemical bonding and the role of water.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20050422

Title: Effect of EGF on H2O2-induced inhibition of alpha-MG uptake in renal proximal tubule cells: involvement of MAPK and AA release.

Journal: Journal of cellular physiology 20050401

Title: Glycolipids as receptors for Bacillus thuringiensis crystal toxin.

Journal: Science (New York, N.Y.) 20050211

Title: Effects of TCDD and estradiol-17beta on the proliferation and Na+/glucose cotransporter in renal proximal tubule cells.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20050201

Title: Effect of albumin on 14C-alpha-Methyl-D-Glucopyranoside uptake in primary cultured renal proximal tubule cells: involvement of PLC, MAPK, and NF-kappaB.

Journal: Journal of cellular physiology 20050101

Title: Spectroscopic studies on the protective effect of a specific sugar on concanavalin A at acidic, neutral and alkaline pH.

Journal: Cellular & molecular biology letters 20050101

Title: Solvent isotope effects on alpha-glucosidase.

Journal: Biochimica et biophysica acta 20041201

Title: Coupled sodium/glucose cotransport by SGLT1 requires a negative charge at position 454.

Journal: Biochemistry 20041019

Title: Methyl-beta-D-glucopyranoside in higher plants: accumulation and intracellular localization in Geum montanum L. leaves and in model systems studied by 13C nuclear magnetic resonance.

Journal: Journal of experimental botany 20041001

Title: Sympodiomyces attinorum sp. nov., a yeast species associated with nests of the leaf-cutting ant Atta sexdens.

Journal: International journal of systematic and evolutionary microbiology 20040901

Title: Isolation and molecular identification of Candida dubliniensis from non-human immunodeficiency virus-infected patients in Kuwait.

Journal: Journal of medical microbiology 20040701

Title: New class of quaternary ammonium salts, derivatives of methyl D-glucopyranosides.

Journal: Carbohydrate research 20040601

Title: Decreased activity and expression of intestinal oligopeptide transporter PEPT1 in rats with hyperthyroidism in vivo.

Journal: Pharmaceutical research 20040601

Title: Epidermal growth factor inhibits 14C-alpha-methyl-D-glucopyranoside uptake in renal proximal tubule cells: involvement of PLC/PKC, p44/42 MAPK, and cPLA2.

Journal: Journal of cellular physiology 20040501

Title: Signaling cascade of ANG II-induced inhibition of alpha-MG uptake in renal proximal tubule cells.

Journal: American journal of physiology. Renal physiology 20040401

Title: The multifactorial influences of RpoS, Mlc and cAMP on ptsG expression under glucose-limited and anaerobic conditions.

Journal: Research in microbiology 20040401

Title: Chemical shift anisotropy amplification.

Journal: Journal of magnetic resonance (San Diego, Calif. : 1997) 20040301

Title: Enzymatic esterification of beta-methylglucoside with acrylic/methacrylic acid in organic solvents.

Journal: Journal of biotechnology 20040122

Title: Effect of epinephrine on alpha-methyl-D-glucopyranoside uptake in renal proximal tubule cells.

Journal: Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20040101

Title: Differential effects of glucose on dehydroascorbic acid transport and intracellular ascorbate accumulation in astrocytes and skeletal myocytes.

Journal: Brain research 20031212

Title: Bound fumonisin B1: analysis of fumonisin-B1 glyco and amino acid conjugates by liquid chromatography-electrospray ionization-tandem mass spectrometry.

Journal: Journal of agricultural and food chemistry 20030827

Title: Short-term effect of epidermal growth factor on glucose uptake in endoscopic biopsies.

Journal: Digestive diseases and sciences 20030801

Title: Expression of Na(+) / D-glucose cotransport in Xenopus laevis oocytes by injection of poly(A)(+) RNA isolated from lobster (Homarus americanus) hepatopancreas.

Journal: Comparative biochemistry and physiology. Part A, Molecular & integrative physiology 20030701

Title: Synthesis and biologic evaluation of (11)c-methyl-d-glucoside, a tracer of the sodium-dependent glucose transporters.

Journal: Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20030701

Title: Labeled glucose analogs in the genomic era.

Journal: Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20030701

Title: A single V317A or V317M substitution in Enzyme II of a newly identified beta-glucoside phosphotransferase and utilization system of Corynebacterium glutamicum R extends its specificity towards cellobiose.

Journal: Microbiology (Reading, England) 20030601

Title: The phosphorylation site in double helical amylopectin as investigated by a combined approach using chemical synthesis, crystallography and molecular modeling.

Journal: FEBS letters 20030424

Title: Effect of amino acid starvation on glucose transport in two archaeal organisms.

Journal: FEMS microbiology letters 20030121

Title: Study of the attachment of Na+ on glucose and on some of its methylated derivatives.

Journal: Rapid communications in mass spectrometry : RCM 20030101

Title: Gas-phase reactivity of silver and copper coordinated monosaccharide cations studied by electrospray ionization and tandem mass spectrometry.

Journal: European journal of mass spectrometry (Chichester, England) 20030101

Title: Characterization of a cellobiose phosphorylase from a hyperthermophilic eubacterium, Thermotoga maritima MSB8.

Journal: Bioscience, biotechnology, and biochemistry 20021201

Title: Orientation and interactions of dipolar molecules during transport through OmpF porin.

Journal: FEBS letters 20020925

Title: Scale-up of pseudo solid-phase enzymatic synthesis of alpha-methyl glucoside acrylate.

Journal: Biotechnology and bioengineering 20020705

Title: Expression and function of sodium transporters in two opossum kidney cell clonal sublines.

Journal: American journal of physiology. Renal physiology 20020701

Title: Effect of caffeic acid on apical transporters' dysfunction of renal proximal tubule cells under oxidative stress in vitro.

Journal: Planta medica 20020601

Title: Synthesis of oxidized methyl 4-O-methyl-beta-D-glucopyranoside and methyl beta-D-glucopyranosyl-(1-->4)-beta-D-glucopyranoside derivatives as substrates for fluorescence labeling reactions.

Journal: Carbohydrate research 20020417

Title: Thyroid hormone regulates the activity and expression of the peptide transporter PEPT1 in Caco-2 cells.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20020401

Title: Structural characterization of hexoses and pentoses using lead cationization. An electrospray ionization and tandem mass spectrometric study.

Journal: Journal of mass spectrometry : JMS 20020401

Title: Regulation of SGLT1 expression in response to Na(+) intake.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20020301

Title: Ontogenetic expression and regulation of Na(+)-D-glucose cotransporter in jejunum of domestic chicken.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20020301

Title: Ginsenosides protect apical transporters of cultured proximal tubule cells from dysfunctions induced by h(2)o(2).

Journal: Kidney & blood pressure research 20020101

Title: The water-soluble fraction (<10 kD) of bee venom (Apis mellifera) produces inhibitory effect on apical transporters in renal proximal tubule cells.

Journal: Kidney & blood pressure research 20020101

Title: Differential regulation of mouse kidney sodium-dependent transporters mRNA by cadmium.

Journal: Toxicology and applied pharmacology 20011215

Title: D-glucose releases 5-hydroxytryptamine from human BON cells as a model of enterochromaffin cells.

Journal: Gastroenterology 20011201

Title: Identification of a region critically involved in the interaction of phlorizin with the rabbit sodium-D-glucose cotransporter SGLT1.

Journal: The Journal of membrane biology 20011101

Title: Hydroaromatic equilibration during biosynthesis of shikimic acid.

Journal: Journal of the American Chemical Society 20011024

Title: Mapping the urea channel through the rabbit Na(+)-glucose cotransporter SGLT1.

Journal: The Journal of physiology 20010901

Title: Aldosterone mediates the changes in hexose transport induced by low sodium intake in chicken distal intestine.

Journal: The Journal of physiology 20010815

Title: Expression of the glucose transporter gene, ptsG, is regulated at the mRNA degradation step in response to glycolytic flux in Escherichia coli.

Journal: The EMBO journal 20010702

Title: Sodium-coupled glucose transporter as a functional glucose sensor of retinal microvascular circulation.

Journal: Circulation research 20010608

Title: Na(+)-dependent D-mannose transport at the apical membrane of rat small intestine and kidney cortex.

Journal: Biochimica et biophysica acta 20010606

Title: Characterization of FruR as a putative activator of the fructose operon of Spiroplasma citri.

Journal: FEMS microbiology letters 20010420

Title: Kinetics of active alpha-glucoside transport in Saccharomyces cerevisiae.

Journal: FEMS yeast research 20010401

Title: Cloning of maltase gene from a methylotrophic yeast, Hansenula polymorpha.

Journal: Gene 20010307

Title: New artificial siderophores based on a monosaccharide scaffold.

Journal: Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine 20010301

Title: A Na+-dependent D-mannose transporter in the apical membrane of chicken small intestine epithelial cells.

Journal: Pflugers Archiv : European journal of physiology 20010201

Title: Chemoenzymatic synthesis of surfactants from carbohydrates, amino acids, and fatty acids.

Journal: Preparative biochemistry & biotechnology 20010201

Title: Interaction of quercetin glucosides with the intestinal sodium/glucose co-transporter (SGLT-1).

Journal: Cancer letters 20010126

Title: Effects of sex hormones on Na+/glucose cotransporter of renal proximal tubular cells following oxidant injury.

Journal: Kidney & blood pressure research 20010101

Title: Troglitazone enhances glycolysis and improves intracellular glucose metabolism in rat mesangial cells.

Journal: Metabolism: clinical and experimental 20000301

Title: Anti-pig IgM antibodies in human serum react predominantly with Gal(alpha 1-3)Gal epitopes.

Journal: Proceedings of the National Academy of Sciences of the United States of America 19931201

Title: beta-D-Glucose 1-phosphate. A structural unit and an immunological determinant of a glycan from streptococcal cell walls.

Journal: The Journal of biological chemistry 19820125

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Tags:7000-27-3 Molecular Formula|7000-27-3 MDL|7000-27-3 SMILES|7000-27-3 Methyl beta-d-glucopyranoside hemihydrate