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142-10-9 | DL-GLYCERALDEHYDE 3-PHOSPHATE
CAS No: 142-10-9 Catalog No: AG00AGEN MDL No:
Product Description
Catalog Number:
AG00AGEN
Chemical Name:
DL-GLYCERALDEHYDE 3-PHOSPHATE
CAS Number:
142-10-9
IUPAC Name:
(2-hydroxy-3-oxopropyl) dihydrogen phosphate
InChI:
InChI=1S/C3H7O6P/c4-1-3(5)2-9-10(6,7)8/h1,3,5H,2H2,(H2,6,7,8)
InChI Key:
LXJXRIRHZLFYRP-UHFFFAOYSA-N
EC Number:
209-721-7
Properties
Complexity:
149
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
169.998g/mol
Formal Charge:
0
Heavy Atom Count:
10
Hydrogen Bond Acceptor Count:
6
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
170.057g/mol
Monoisotopic Mass:
169.998g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
104A^2
Undefined Atom Stereocenter Count:
1
Undefined Bond Stereocenter Count:
0
XLogP3:
-2.7
Literature
| Title | Journal |
|---|---|
| Why in vivo may not equal in vitro - new effectors revealed by measurement of enzymatic activities under the same in vivo-like assay conditions. | The FEBS journal 20121101 |
| Engineering glyceraldehyde-3-phosphate dehydrogenase for switching control of glycolysis in Escherichia coli. | Biotechnology and bioengineering 20121001 |
| Comparative analysis of two glyceraldehyde-3-phosphate dehydrogenases from a thermoacidophilic archaeon, Sulfolobus tokodaii. | FEBS letters 20120921 |
| Mechanism for activation of triosephosphate isomerase by phosphite dianion: the role of a hydrophobic clamp. | Journal of the American Chemical Society 20120620 |
| Changes in the contents of metabolites and enzyme activities in rice plants responding to Rhizoctonia solani Kuhn infection: activation of glycolysis and connection to phenylpropanoid pathway. | Plant & cell physiology 20120601 |
| Glyceraldehyde-3-phosphate, a glycolytic intermediate, prevents cells from apoptosis by lowering S-nitrosylation of glyceraldehyde-3-phosphate dehydrogenase. | Journal of microbiology and biotechnology 20120401 |
| Amyloid-β metabolite sensing: biochemical linking of glycation modification and misfolding. | Journal of Alzheimer's disease : JAD 20120101 |
| Binding of aldolase and glyceraldehyde-3-phosphate dehydrogenase to the cytoplasmic tails of Plasmodium falciparum merozoite duffy binding-like and reticulocyte homology ligands. | mBio 20120101 |
| Effect of energy source during culture on in vitro embryo development, resistance to cryopreservation and sex ratio. | Theriogenology 20111015 |
| Active-site remodelling in the bifunctional fructose-1,6-bisphosphate aldolase/phosphatase. | Nature 20111009 |
| Structural basis for the bifunctionality of fructose-1,6-bisphosphate aldolase/phosphatase. | Nature 20111009 |
| Biochemical and genetic characterization of the three metabolic routes in Thermococcus kodakarensis linking glyceraldehyde 3-phosphate and 3-phosphoglycerate. | Molecular microbiology 20110901 |
| Structural and biochemical characterization of a recombinant triosephosphate isomerase from Rhipicephalus (Boophilus) microplus. | Insect biochemistry and molecular biology 20110601 |
| Biochemical characterization of glyceraldehyde-3-phosphate dehydrogenase from Thermococcus kodakarensis KOD1. | Extremophiles : life under extreme conditions 20110501 |
| Expression, purification and kinetic characterization of His-tagged glyceraldehyde-3-phosphate dehydrogenase from Trypanosoma cruzi. | Protein expression and purification 20110401 |
| Transaldolase exchange and its effects on measurements of gluconeogenesis in humans. | American journal of physiology. Endocrinology and metabolism 20110201 |
| It takes two to tango: defining an essential second active site in pyridoxal 5'-phosphate synthase. | PloS one 20110101 |
| Structural insights into the catalytic mechanism of the yeast pyridoxal 5-phosphate synthase Snz1. | The Biochemical journal 20101215 |
| Triosephosphate isomerase: a highly evolved biocatalyst. | Cellular and molecular life sciences : CMLS 20101201 |
| Proteotoxicity and the contrasting effects of oxaloacetate and glycerol on Caenorhabditis elegans life span: a role for methylglyoxal? | Rejuvenation research 20101001 |
| Saccharomyces cerevisiae engineered to produce D-xylonate. | Applied microbiology and biotechnology 20101001 |
| Cloning, biochemical characterisation, tissue localisation and possible post-translational regulatory mechanism of the cytosolic phosphoglucose isomerase from developing sunflower seeds. | Planta 20100901 |
| Engineering of sugar metabolism of Corynebacterium glutamicum for production of amino acid L-alanine under oxygen deprivation. | Applied microbiology and biotechnology 20100601 |
| In vivo effects on the expression of vascular endothelial growth factor-A165 messenger ribonucleic acid of an infrared diode laser associated or not with a visible red diode laser. | Photomedicine and laser surgery 20100201 |
| Improvement of coenzyme Q(10) production by increasing the NADH/NAD(+) ratio in Agrobacterium tumefaciens. | Bioscience, biotechnology, and biochemistry 20100101 |
| Glyceraldehyde-3-phosphate, a glycolytic intermediate, plays a key role in controlling cell fate via inhibition of caspase activity. | Molecules and cells 20091231 |
| Cloning, expression, and characterization of a new deoxyribose 5-phosphate aldolase from Yersinia sp. EA015. | Protein expression and purification 20091201 |
| A novel D-glyceraldehyde-3-phosphate binding protein, a truncated albumin, with D-glyceraldehyde-3-phosphate dehydrogenase inhibitory property. | IUBMB life 20091001 |
| A comprehensive method for the quantification of the non-oxidative pentose phosphate pathway intermediates in Saccharomyces cerevisiae by GC-IDMS. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20091001 |
| Influence of uncertainties in pH, pMg, activity coefficients, metabolite concentrations, and other factors on the analysis of the thermodynamic feasibility of metabolic pathways. | Biotechnology and bioengineering 20090701 |
| Expression, purification, crystallization and preliminary X-ray diffraction studies of triosephosphate isomerase from methicillin-resistant Staphylococcus aureus (MRSA252). | Acta crystallographica. Section F, Structural biology and crystallization communications 20090401 |
| Intersubunit cross-talk in pyridoxal 5'-phosphate synthase, coordinated by the C terminus of the synthase subunit. | The Journal of biological chemistry 20090320 |
| Structural basis for catalysis of a tetrameric class IIa fructose 1,6-bisphosphate aldolase from Mycobacterium tuberculosis. | Journal of molecular biology 20090306 |
| Nucleotide diversity among natural populations of a North American poplar (Populus balsamifera, Salicaceae). | The New phytologist 20090101 |
| An unexpected phosphate binding site in glyceraldehyde 3-phosphate dehydrogenase: crystal structures of apo, holo and ternary complex of Cryptosporidium parvum enzyme. | BMC structural biology 20090101 |
| Engineering alternative butanol production platforms in heterologous bacteria. | Metabolic engineering 20090101 |
| The biosynthesis and accumulation of beta-carotene in Dunaliella salina proceed via the glyceraldehyde 3-phosphate/pyruvate pathway. | Natural product research 20090101 |
| Characterization of enzymatic D-xylulose 5-phosphate synthesis. | Biotechnology and bioengineering 20081101 |
| Restoring a metabolic pathway. | ACS chemical biology 20081017 |
| A metabolic bypass of the triosephosphate isomerase reaction. | Biochemistry 20080805 |
| Cytoskeletal requirements in axonal transport of slow component-b. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20080514 |
| MJ0400 from Methanocaldococcus jannaschii exhibits fructose-1,6-bisphosphate aldolase activity. | FEMS microbiology letters 20080401 |
| Slow proton transfer from the hydrogen-labelled carboxylic acid side chain (Glu-165) of triosephosphate isomerase to imidazole buffer in D2O. | Organic & biomolecular chemistry 20080121 |
| Arsenic-based antineoplastic drugs and their mechanisms of action. | Metal-based drugs 20080101 |
| Evidence of a light-sensing role for folate in Arabidopsis cryptochrome blue-light receptors. | Molecular plant 20080101 |
| Synthesis and characterization of allosteric probes of substrate channeling in the tryptophan synthase bienzyme complex. | Biochemistry 20070703 |
| Enzymatic catalysis of proton transfer at carbon: activation of triosephosphate isomerase by phosphite dianion. | Biochemistry 20070515 |
| Evidence for a higher glycolytic than oxidative metabolic activity in white matter of rat brain. | Neurochemistry international 20070401 |
| Detection and determination of glyceraldehyde-derived pyridinium-type advanced glycation end product in streptozotocin-induced diabetic rats. | Bioscience, biotechnology, and biochemistry 20070201 |
| Two-step potentially prebiotic synthesis of alpha-d-cytidine-5'-phosphate from d-glyceraldehyde-3-phosphate. | Journal of the American Chemical Society 20070110 |
| Role of oxidative stress on beta-amyloid neurotoxicity elicited during impairment of energy metabolism in the hippocampus: protection by antioxidants. | Experimental neurology 20060801 |
| Reversible post-translational modification of proteins by nitrated fatty acids in vivo. | The Journal of biological chemistry 20060721 |
| Chronic stress decreases the expression of sympathetic markers in the pineal gland and increases plasma melatonin concentration in rats. | Journal of neurochemistry 20060601 |
| Two methods for determination of transketolase activity. | Biochemistry. Biokhimiia 20060501 |
| Molecular properties of Oep21, an ATP-regulated anion-selective solute channel from the outer chloroplast membrane. | The Journal of biological chemistry 20060428 |
| Stable RNA interference: comparison of U6 and H1 promoters in endothelial cells and in mouse brain. | The journal of gene medicine 20060401 |
| Chronic ethanol consumption decreases mitochondrial and glycolytic production of ATP in liver. | Alcohol and alcoholism (Oxford, Oxfordshire) 20060101 |
| Comparison of transcripts in Phalaenopsis bellina and Phalaenopsis equestris (Orchidaceae) flowers to deduce monoterpene biosynthesis pathway. | BMC plant biology 20060101 |
| Phylogenetic relationships of Japanese species of Heterobasidion--H. annosum sensu lato and an undetermined Heterobasidion sp. | Mycologia 20060101 |
| Origin and rapid diversification of a tropical moss. | Evolution; international journal of organic evolution 20050701 |
| The glycolytic enzyme glyceraldehyde-3-phosphate dehydrogenase works as an arsenate reductase in human red blood cells and rat liver cytosol. | Toxicological sciences : an official journal of the Society of Toxicology 20050601 |
| Structure of the thermolabile mutant aldolase B, A149P: molecular basis of hereditary fructose intolerance. | Journal of molecular biology 20050318 |
| Metabolic flux analysis of Escherichia coli in glucose-limited continuous culture. II. Dynamic response to famine and feast, activation of the methylglyoxal pathway and oscillatory behaviour. | Microbiology (Reading, England) 20050301 |
| Hydron transfer catalyzed by triosephosphate isomerase. Products of isomerization of (R)-glyceraldehyde 3-phosphate in D2O. | Biochemistry 20050222 |
| Hydron transfer catalyzed by triosephosphate isomerase. Products of isomerization of dihydroxyacetone phosphate in D2O. | Biochemistry 20050222 |
| Metabolic design principles: chemical and physical determinants of cell chemistry. | Advances in enzyme regulation 20050101 |
| Effect of matrix depleting agents on the expression of chondrocyte metabolism by equine chondrocytes. | Research in veterinary science 20041201 |
| Expression of pregnane-X-receptor transcript in peripheral blood mononuclear cells and correlation with MDR1 mRNA. | Antiviral therapy 20041001 |
| Glyceraldehyde-3-phosphate dehydrogenase is a GABAA receptor kinase linking glycolysis to neuronal inhibition. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20040901 |
| A nucleic acid biosensor for gene expression analysis in nanograms of mRNA. | Analytical chemistry 20040715 |
| Biochemistry. De novo design of an enzyme. | Science (New York, N.Y.) 20040625 |
| Computational design of a biologically active enzyme. | Science (New York, N.Y.) 20040625 |
| Partial reconstruction of in vitro gluconeogenesis arising from mitochondrial l-lactate uptake/metabolism and oxaloacetate export via novel L-lactate translocators. | The Biochemical journal 20040515 |
| Substrate and metal complexes of 3-deoxy-D-arabino-heptulosonate-7-phosphate synthase from Saccharomyces cerevisiae provide new insights into the catalytic mechanism. | Journal of molecular biology 20040326 |
| Computational modeling of the catalytic reaction in triosephosphate isomerase. | Journal of molecular biology 20040312 |
| Carbohydrate metabolism in erythrocytes of copper deficient rats. | The Journal of nutritional biochemistry 20031101 |
| Profiling of pentose phosphate pathway intermediates in blood spots by tandem mass spectrometry: application to transaldolase deficiency. | Clinical chemistry 20030801 |
| Evidence for the two phosphate binding sites of an analogue of the thioacyl intermediate for the Trypanosoma cruzi glyceraldehyde-3-phosphate dehydrogenase-catalyzed reaction, from its crystal structure. | Biochemistry 20030617 |
| Extraction of RNA from dried blood on filter papers after long-term storage. | Clinical chemistry 20030601 |
| Crystal structure of two ternary complexes of phosphorylating glyceraldehyde-3-phosphate dehydrogenase from Bacillus stearothermophilus with NAD and D-glyceraldehyde 3-phosphate. | The Journal of biological chemistry 20030411 |
| Glyceraldehyde 3-phosphate dehydrogenase and endothelin-1 immunoreactivity is associated with cerebral white matter damage in dentatorubral-pallidoluysian atrophy. | Neuropathology : official journal of the Japanese Society of Neuropathology 20030301 |
| Rhodobacter capsulatus 1-deoxy-D-xylulose 5-phosphate synthase: steady-state kinetics and substrate binding. | Biochemistry 20030204 |
| [Idiopathic hyperuricemia]. | Nihon rinsho. Japanese journal of clinical medicine 20030101 |
| Identification of the first fungal NADP-GAPDH from Kluyveromyces lactis. | Biochemistry 20021119 |
| Starch synthesis in potato tubers is regulated by post-translational redox modification of ADP-glucose pyrophosphorylase: a novel regulatory mechanism linking starch synthesis to the sucrose supply. | The Plant cell 20020901 |
| Subunit interface mutation disrupting an aromatic cluster in Plasmodium falciparum triosephosphate isomerase: effect on dimer stability. | Protein engineering 20020701 |
| Contribution of phosphate intrinsic binding energy to the enzymatic rate acceleration for triosephosphate isomerase. | Journal of the American Chemical Society 20011114 |
| The non-mevalonate pathway of isoprenoids: genes, enzymes and intermediates. | Current opinion in chemical biology 20011001 |
| Effects of leptin on the differentiation and metabolism of human adipocytes. | International journal of obesity and related metabolic disorders : journal of the International Association for the Study of Obesity 20011001 |
| Cleaving of ketosubstrates by transketolase and the nature of the products formed. | Biochemistry. Biokhimiia 20010801 |
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| One-substrate transketolase-catalyzed reaction. | Biochemical and biophysical research communications 20010126 |
| The nicotinamide biosynthetic pathway is a by-product of the RNA world. | Journal of molecular evolution 20010101 |
| Hyperglycemia-induced mitochondrial superoxide overproduction activates the hexosamine pathway and induces plasminogen activator inhibitor-1 expression by increasing Sp1 glycosylation. | Proceedings of the National Academy of Sciences of the United States of America 20001024 |
| The formation of methylglyoxal from triose phosphates. Investigation using a specific assay for methylglyoxal. | European journal of biochemistry 19930215 |
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