Home Other Building Blocks D(+)-GLUCOPYRANOSE 6-PHOSPHATE

D(+)-GLUCOPYRANOSE 6-PHOSPHATE

CAS No.:
56-73-5
Catalog Number:
AG00DA3Z
Molecular Formula:
C6H13O9P
Molecular Weight:
260.1358
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
50mg
1 week
United States
$168
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Product Description
Catalog Number:
AG00DA3Z
Chemical Name:
D(+)-GLUCOPYRANOSE 6-PHOSPHATE
CAS Number:
56-73-5
Molecular Formula:
C6H13O9P
Molecular Weight:
260.1358
MDL Number:
MFCD00136040
IUPAC Name:
[(2R,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexyl] dihydrogen phosphate
InChI:
InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h1,3-6,8-11H,2H2,(H2,12,13,14)/t3-,4+,5+,6+/m0/s1
InChI Key:
VFRROHXSMXFLSN-SLPGGIOYSA-N
SMILES:
O=C[C@@H]([C@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O)O
UNII:
375AW34SQA
Properties
Complexity:
263  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
0
Exact Mass:
260.03g/mol
Formal Charge:
0
Heavy Atom Count:
16  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
6  
Isotope Atom Count:
0
Molecular Weight:
260.135g/mol
Monoisotopic Mass:
260.03g/mol
Rotatable Bond Count:
7  
Topological Polar Surface Area:
165A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-4.5  
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Optimized detection of changes in glucose-6-phosphate levels in human skeletal muscle by 31P MR spectroscopy. Magnetic resonance in medicine 20031201
Mid-infrared spectroscopic measurement of ionic dissociative materials in the metabolic pathway. Applied spectroscopy 20031201
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Prevention of obesity and insulin resistance by glucokinase expression in skeletal muscle of transgenic mice. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20031101
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Quantification of hepatic carbohydrate metabolism in conscious mice using serial blood and urine spots. Analytical biochemistry 20031101
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A flux model of glycolysis and the oxidative pentosephosphate pathway in developing Brassica napus embryos. The Journal of biological chemistry 20030808
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Analysis of the plastidic phosphate translocator gene family in Arabidopsis and identification of new phosphate translocator-homologous transporters, classified by their putative substrate-binding site. Plant physiology 20030301
Crystal structure of human phosphoglucose isomerase and analysis of the initial catalytic steps. Biochimica et biophysica acta 20030221
Glutamate synthesis in barley roots: the role of the plastidic glucose-6-phosphate dehydrogenase. Planta 20030201
In plants, 3-o-methylglucose is phosphorylated by hexokinase but not perceived as a sugar. Plant physiology 20030201
[Uptake of FDG (2-fluoro-2-deoxy-D-glucose) as a tumor imaging agent into erythrocytes and accumulation of FDG in tumor cells]. Kaku igaku. The Japanese journal of nuclear medicine 20030201
[Metabolism of 18F-FDG (2-fluoro-2-deoxy-D-glucose) in tumor cells]. Kaku igaku. The Japanese journal of nuclear medicine 20030201
Purification and properties of glucose 6-phosphate dehydrogenase from turkey erythrocytes. Indian journal of biochemistry & biophysics 20030201
Metabolic flux redistribution in Corynebacterium glutamicum in response to osmotic stress. Applied microbiology and biotechnology 20030101
Cleavage of in vitro and in vivo formed lens protein cross-links by a novel cross-link breaker. Molecular and cellular biochemistry 20030101
Structure-function analysis of the glucose-6-phosphate transporter deficient in glycogen storage disease type Ib. Human molecular genetics 20021201
Trehalose-phosphate synthase of Mycobacterium tuberculosis. Cloning, expression and properties of the recombinant enzyme. European journal of biochemistry 20021201
[Antibacterial activities of fosfomycin against several fresh clinical isolates--comparison of the test methods for antibacterial activity]. The Japanese journal of antibiotics 20021201
Intracellular glucose 1-phosphate and glucose 6-phosphate levels modulate Ca2+ homeostasis in Saccharomyces cerevisiae. The Journal of biological chemistry 20021129
Rapid activation of glycogen phosphorylase by the endoplasmic reticulum unfolded protein response. The Journal of biological chemistry 20021122
The temporal relationship between glycogen phosphorylase and activation of the pyruvate dehydrogenase complex during adrenaline infusion in resting canine skeletal muscle. The Journal of physiology 20021115
Effects of fasting and glucocorticoids on hepatic gluconeogenesis assessed using two independent methods in vivo. American journal of physiology. Endocrinology and metabolism 20021101
Duodenal infusion of glucose decreases milk fat production in grass silage-fed dairy cows. Journal of dairy science 20021001
Changes of pentose phosphate pathway flux in vivo in Corynebacterium glutamicum during leucine-limited batch cultivation as determined from intracellular metabolite concentration measurements. Metabolic engineering 20021001
Clotrimazole decreases glycolysis and the viability of lung carcinoma and colon adenocarcinoma cells. European journal of pharmacology 20020920
The catalytic center of glucose-6-phosphatase. HIS176 is the nucleophile forming the phosphohistidine-enzyme intermediate during catalysis. The Journal of biological chemistry 20020906
Effect of epinephrine on glucose disposal during exercise in humans: role of muscle glycogen. American journal of physiology. Endocrinology and metabolism 20020901
The biochemistry and molecular biology of the glucose-6-phosphatase system. Experimental biology and medicine (Maywood, N.J.) 20020901
Carbon assimilation and metabolism in potato leaves deficient in plastidial phosphoglucomutase. Planta 20020901
Effects of prolonged training, overtraining and detraining on skeletal muscle metabolites and enzymes. Equine veterinary journal. Supplement 20020901
[Characterization of inductive synthesis of levoglucosan kinase by a combined strategy of enzymological and fast atom bombardment mass spectrometric analysis]. Sheng wu gong cheng xue bao = Chinese journal of biotechnology 20020901
Alterations of nPKC distribution, but normal Akt/PKB activation in denervated rat soleus muscle. American journal of physiology. Endocrinology and metabolism 20020801
Propranolol prevents epinephrine from limiting insulin-stimulated muscle glucose uptake during contraction. Journal of applied physiology (Bethesda, Md. : 1985) 20020801
Regulation of sucrose and starch synthesis in wheat (Triticum aestivum L.) leaves: role of fructose 2,6-bisphosphate. Planta 20020801
Amadori product and age formation during nonenzymatic glycosylation of bovine serum albumin in vitro. Journal of biochemistry, molecular biology, and biophysics : JBMBB : the official journal of the Federation of Asian and Oceanian Biochemists and Molecular Biologists (FAOBMB) 20020801
Purification and characterization of glucose 6-phosphate dehydrogenase from sheep erythrocytes and inhibitory effects of some antibiotics on enzyme activity. Journal of enzyme inhibition and medicinal chemistry 20020801
Recombinant human glucose-6-phosphate dehydrogenase. Evidence for a rapid-equilibrium random-order mechanism. European journal of biochemistry 20020701
[Hepatic glucose metabolism and its regulation]. Nihon rinsho. Japanese journal of clinical medicine 20020701
Liver glycogen synthase but not the muscle isoform differentiates between glucose 6-phosphate produced by glucokinase or hexokinase. The Journal of biological chemistry 20020628
Importance of specific hydrogen-bond donor-acceptor interactions for the key carbocycle-forming reaction catalyzed by 2-deoxy-scyllo-inosose synthase in the biosynthesis of 2-deoxystreptamine-containing aminocyclitol antibiotics. The Journal of organic chemistry 20020614
A radiometric assay for glutamine:fructose-6-phosphate amidotransferase. Analytical biochemistry 20020601
Metabolic control of resistance of human epithelial cells to H2O2 and NO stresses. The Biochemical journal 20020601
Hexose phosphorylation and the putative calcium channel component Mid1p are required for the hexose-induced transient elevation of cytosolic calcium response in Saccharomyces cerevisiae. Molecular microbiology 20020601
Quantification of the influence of HPrSer46P on CcpA-cre interaction. Journal of molecular biology 20020524
Postcolumn derivatization method for determination of reducing and phosphorylated sugars in chicken by high performance liquid chromatography. Journal of agricultural and food chemistry 20020508
The 2D-J-DOSY experiment: resolving diffusion coefficients in mixtures. Journal of magnetic resonance (San Diego, Calif. : 1997) 20020501
The effect of Momordica charantia and Mucuna pruriens in experimental diabetes and their effect on key metabolic enzymes involved in carbohydrate metabolism. Phytotherapy research : PTR 20020501
Kinetic characterization of human glutamine-fructose-6-phosphate amidotransferase I: potent feedback inhibition by glucosamine 6-phosphate. The Journal of biological chemistry 20020426
Evidence for glucose-6-phosphate transport in rat liver microsomes. FEBS letters 20020424
Evaluation of the stability and selectivity for various adjustable stationary phases using zirconium oxide supports in high-performance liquid chromatography. Journal of chromatography. A 20020412
Glucose release from GLUT2-null hepatocytes: characterization of a major and a minor pathway. American journal of physiology. Endocrinology and metabolism 20020401
Interaction of cytosolic and plastidic nitrogen metabolism in plants. Journal of experimental botany 20020401
Differential effects of glucose and fructose on hexose metabolism in dog spermatozoa. Reproduction (Cambridge, England) 20020401
The diabetic phenotype is conserved in myotubes established from diabetic subjects: evidence for primary defects in glucose transport and glycogen synthase activity. Diabetes 20020401
Multiple glucose 6-phosphate pools or channelling of flux in diverse pathways? Biochemical Society transactions 20020401
Activation of p53 by protein inhibitor of activated Stat1 (PIAS1). The Journal of biological chemistry 20020308
Clenbuterol prevents epinephrine from antagonizing insulin-stimulated muscle glucose uptake. Journal of applied physiology (Bethesda, Md. : 1985) 20020301
Serendipitous detection of Cushing's disease by FDG positron emission tomography and a review of the literature. Clinical nuclear medicine 20020301
Mechanism of amino acid-induced skeletal muscle insulin resistance in humans. Diabetes 20020301
Lactate-induced translocation of GLUT1 and GLUT4 is not mediated by the phosphatidyl-inositol-3-kinase pathway in the rat heart. Basic research in cardiology 20020301
The role of calcium in the regulation of glucose uptake in isolated working rat heart. Molecular and cellular biochemistry 20020301
Calorie restriction increases muscle insulin action but not IRS-1-, IRS-2-, or phosphotyrosine-PI 3-kinase. American journal of physiology. Endocrinology and metabolism 20020201
Elevated hexokinase increases cardiac glycolysis in transgenic mice. Cardiovascular research 20020201
From Lobry de Bruyn to enzyme-catalyzed ammonia channelling: molecular studies of D-glucosamine-6P synthase. Natural product reports 20020201
Starch biosynthesis from triose-phosphate in transgenic potato tubers expressing plastidic fructose-1,6-bisphosphatase. Planta 20020201
Mutations of muscle glycogen synthase that disable activation by glucose 6-phosphate. Archives of biochemistry and biophysics 20020115
Functional characteristics of hexokinase bound to the type a and type B sites of bovine brain mitochondria. Archives of biochemistry and biophysics 20020101
[Stability of glucose 6-phosphate dehydrogenase complexed with its substrate and/or cofactor in aqueous and micellar environment]. Prikladnaia biokhimiia i mikrobiologiia 20020101
Islet transplantation under the kidney capsule corrects the defects in glycogen metabolism in both liver and muscle of streptozocin-diabetic rats. Cell transplantation 20020101
Energy metabolism during microsurgical transfer of human skeletal muscle assessed by high-pressure liquid chromatography and by 31P-nuclear magnetic resonance. Scandinavian journal of plastic and reconstructive surgery and hand surgery 20020101
Effect of dietary fish oil on insulin sensitivity and metabolic fate of glucose in the skeletal muscle of normal rats. Annals of nutrition & metabolism 20020101
Effects of exercise on muscle metabolites and sarcoplasmic reticulum function in ovariectomized rats. Physiological research 20020101
Alternative to fluorescence assays to monitor fusion between Acholeplasma laidlawii cells and liposomes. Letters in applied microbiology 20020101
Pancreatic tuberculosis. Journal of hepato-biliary-pancreatic surgery 20020101
Study of in vitro stability of liposomes and in vivo antibody response to antigen associated with liposomes containing GM1 after oral and subcutaneous immunization. Journal of liposome research 20020101
Phosphorylation and inactivation of yeast 6-phosphofructo-2-kinase contribute to the regulation of glycolysis under hypotonic stress. Biochemistry 20011204
Kinetic mechanism and pH dependence of the kinetic parameters of Pseudomonas aeruginosa phosphomannomutase/phosphoglucomutase. Archives of biochemistry and biophysics 20011201
Glucose-6-phosphate-dependent phosphoryl flow through the Uhp two-component regulatory system. Microbiology (Reading, England) 20011201
Teaching old indicators new tricks. Accounts of chemical research 20011201
Excretion of a phosphorus-containing carbohydrate by Streptomyces sp. A50. Journal of natural products 20011201
Limited proteolysis by trypsin influences activity of maize phosphoenolpyruvate carboxylase. Indian journal of biochemistry & biophysics 20011201
Tubulin and microtubule are potential targets for brain hexokinase binding. FEBS letters 20011130
Trehalose-6-phosphate phosphorylase is part of a novel metabolic pathway for trehalose utilization in Lactococcus lactis. The Journal of biological chemistry 20011116
Glucose catabolism in cancer cells: identification and characterization of a marked activation response of the type II hexokinase gene to hypoxic conditions. The Journal of biological chemistry 20011116
Expression of the pho regulon interferes with induction of the uhpT gene in Escherichia coli K-12. Archives of microbiology 20011101
Isomerase activity of the C-terminal fructose-6-phosphate binding domain of glucosamine-6-phosphate synthase from Escherichia coli. Journal of enzyme inhibition 20011001
Fatty acid and amino acid modulation of glucose cycling in isolated rat hepatocytes. The Biochemical journal 20010915
NMR spectroscopic analysis of the first two steps of the pentose-phosphate pathway elucidates the role of 6-phosphogluconolactonase. The Journal of biological chemistry 20010914
Biological screening of plants of the Venezuelan Amazons. Journal of ethnopharmacology 20010901
Enzymic activities in two populations of purified rat islet beta-cells. International journal of molecular medicine 20010901
Discriminant responses of the catalytic unit and glucose 6-phosphate transporter components of the hepatic glucose-6-phosphatase system in Ehrlich ascites-tumor-bearing mice. Archives of biochemistry and biophysics 20010901
Metabolism of preconditioned myocardium: effect of loss and reinstatement of cardioprotection. Journal of molecular and cellular cardiology 20010901
A study of the short-term effects of glucose 6-phosphate on the contractile activation properties of skinned single muscle fibres of the rat. Implications for solution design. Pflugers Archiv : European journal of physiology 20010901
Influence of allosteric effectors on the kinetics and equilibrium binding of phosphoenolpyruvate (PEP) to phosphoenolpyruvate carboxylase (PEPC) from Zea mays. Biophysical chemistry 20010830
Regeneration of adenosine triphosphate from glycolytic intermediates for cell-free protein synthesis. Biotechnology and bioengineering 20010820
Quantification of intracellular metabolites in Escherichia coli K12 using liquid chromatographic-electrospray ionization tandem mass spectrometric techniques. Analytical biochemistry 20010815
Adrenergic blockade reduces skeletal muscle glycolysis and Na(+), K(+)-ATPase activity during hemorrhage. The Journal of surgical research 20010801
The potential mechanism for glutamine-induced collagen biosynthesis in cultured human skin fibroblasts. Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20010801
Regulation of glucogenesis by thyroid hormones in fetal sheep during late gestation. The Journal of endocrinology 20010801
Increased islet DNA synthesis and glucose-derived lipid and amino acid production in association with beta-cell hyperproliferation in normoglycaemic 60 % pancreatectomy rats. Diabetologia 20010801
The effect of thiamine supplementation on tumour proliferation. A metabolic control analysis study. European journal of biochemistry 20010801
Glucose 6-phosphate hydrolysis is activated by glucagon in a low temperature-sensitive manner. The Journal of biological chemistry 20010727
Glucose 6-phosphate transport in fibroblast microsomes from glycogen storage disease type 1b patients: evidence for multiple glucose 6-phosphate transport systems. The Biochemical journal 20010715
A new glycogen synthase activity ratio in skeletal muscle: effects of exercise and insulin. Life sciences 20010713
Fatty acid synthesis in pea root plastids is inhibited by the action of long-chain acyl- coenzyme as on metabolite transporters. Plant physiology 20010701
Hemighost cell in acute hepatitis A: glucose-6-phosphate deficiency revisited. The American journal of medicine 20010701
Regulation of maltose transport in Saccharomyces cerevisiae. Archives of microbiology 20010701
Starch synthesis in transgenic potato tubers with increased 3-phosphoglyceric acid content as a consequence of increased 6-phosphofructokinase activity. Planta 20010701
Interaction of hexokinase with the outer mitochondrial membrane and a hydrophobic matrix. Molecular and cellular biochemistry 20010701
A deeper investigation on carbohydrate cycling in Sinorhizobium meliloti. FEBS letters 20010615
Development of glucose-induced insulin resistance in muscle requires protein synthesis. The Journal of biological chemistry 20010608
Protein phosphorylation in pea root plastids. Plant & cell physiology 20010601
Overexpressing human lipoprotein lipase in mouse skeletal muscle is associated with insulin resistance. Diabetes 20010501
Voltammetric biosensors for the determination of formate and glucose-6-phosphate based on the measurement of dehydrogenase-generated NADH and NADPH. Biosensors & bioelectronics 20010501
Free fatty acids inhibit the glucose-stimulated increase of intramuscular glucose-6-phosphate concentration in humans. The Journal of clinical endocrinology and metabolism 20010501
Inflammatory bowel disease-like colitis in glycogen storage disease type 1b. Inflammatory bowel diseases 20010501
Flux control in the rat gastrocnemius glycogen synthesis pathway by in vivo 13C/31P NMR spectroscopy. American journal of physiology. Endocrinology and metabolism 20010401
Multisite control of the Crabtree effect in ascites hepatoma cells. European journal of biochemistry 20010401
Tungstate is an effective antidiabetic agent in streptozotocin-induced diabetic rats: a long-term study. Diabetologia 20010401
Complexes of aluminium(III) with glucose-6-phosphate in aqueous solutions. Journal of inorganic biochemistry 20010301
Accuracy of positron emission tomography for diagnosis of pulmonary nodules and mass lesions: a meta-analysis. JAMA 20010221
Presence of glutamine:fructose-6-phosphate amidotransferase for glucosamine-6-phosphate synthesis in endothelial cells: effects of hyperglycaemia and glutamine. Diabetologia 20010201
An integrated view of the kinetics of glucose and phosphate transport, and of glucose 6-phosphate transport and hydrolysis in intact rat liver microsomes. The Journal of membrane biology 20010115
Effects of tungstate, a new potential oral antidiabetic agent, in Zucker diabetic fatty rats. Diabetes 20010101
Cerebral hypoxia-ischemia in immature rats: involvement of mitochondrial permeability transition? Developmental neuroscience 20010101
Metabolic flux variation of Saccharomyces cerevisiae cultivated in a multistage continuous stirred tank reactor fermentation environment. Biotechnology progress 20010101
Changes in enzymatic activities involved in glucose metabolism by acyl-CoAs in Trypanosoma cruzi. Canadian journal of microbiology 20010101
Lithium's effects on rat liver glucose metabolism in vivo. Archives of biochemistry and biophysics 20000315
Reduction in the expression of glucose transporter protein GLUT 2 in preneoplastic and neoplastic hepatic lesions and reexpression of GLUT 1 in late stages of hepatocarcinogenesis. Cancer research 19930915
ATP specifically bound as a hapten to a monoclonal anti-phospholipid antibody retains phosphate donor activity. Biochemical and biophysical research communications 19930129
The role of NADPH in the regulation of glucose-6-phosphate and 6-phosphogluconate dehydrogenases in rat adipose tissue. Molecular and cellular biochemistry 19910626
A method for determination of glucose 1,6-bisphosphatase. Journal of biochemical and biophysical methods 19880501
Glycolytic concomitant of brain inflammation produced by goldthioglucose. Brain research 19850617
Glucosamine metabolism. V. Enzymatic synthesis of glucosamine 6-phosphate. The Journal of biological chemistry 19600501
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