6-PHOSPHOGLUCONIC ACID

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C6H13O10P
Molecular Weight	276.1352
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O

InChI

InChIKey=BIRSGZKFKXLSJQ-SQOUGZDYSA-N

InChI=1S/C6H13O10P/c7-2(1-16-17(13,14)15)3(8)4(9)5(10)6(11)12/h2-5,7-10H,1H2,(H,11,12)(H2,13,14,15)/t2-,3-,4+,5-/m1/s1

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
The age-related inverse relationship between ob and lipogenic enzymes genes expression in rat white adipose tissue.	2003 Apr	12670628
Coenzyme specificity of enzymes in the oxidative pentose phosphate pathway of Gluconobacter oxydans.	2003 Dec	14730146
Molecular cloning and characterization of rice 6-phosphogluconate dehydrogenase gene that is up-regulated by salt stress.	2003 Dec	14672408
Significance of phosphoglucose isomerase for the shift between heterolactic and mannitol fermentation of fructose by Oenococcus oeni.	2003 Dec	14608457
Human aldehyde dehydrogenase 3A1 (ALDH3A1): biochemical characterization and immunohistochemical localization in the cornea.	2003 Dec 15	12943535
Purification of 6-phosphogluconate dehydrogenase from parsley (Petroselinum hortense) leaves and investigation of some kinetic properties.	2003 Feb	12693814
Synthesis of (R)-2-methyl-4-deoxy and (R)-2-methyl-4,5-dideoxy analogues of 6-phosphogluconate as potential inhibitors of 6-phosphogluconate dehydrogenase.	2003 Feb 7	12926259
From genome to enzyme: analysis of key glycolytic and oxidative pentose-phosphate pathway enzymes in the cyanobacterium Synechocystis sp. PCC 6803.	2003 Jul	12881504
Metabolic zonation in teleost gastrointestinal tract. Effects of fasting and cortisol in tilapia.	2003 Jul	12783263
Synthesis and biological evaluation of substrate-based inhibitors of 6-phosphogluconate dehydrogenase as potential drugs against African trypanosomiasis.	2003 Jul 17	12818683
Up-regulation of glutathione metabolism and changes in redox status involved in adaptation of reed (Phragmites communis) ecotypes to drought-prone and saline habitats.	2003 Mar	12749086
The treatment of Plasmodium falciparum-infected erythrocytes with chloroquine leads to accumulation of ferriprotoporphyrin IX bound to particular parasite proteins and to the inhibition of the parasite's 6-phosphogluconate dehydrogenase.	2003 Mar	12669348
Structural evidence for a hydride transfer mechanism of catalysis in phosphoglucose isomerase from Pyrococcus furiosus.	2003 Nov 21	12970347
[Pathomechanism of hyperlipoproteinemia in chronic renal failure].	2003 Oct	14974358
Increased activity of glycerol 3-phosphate dehydrogenase and other lipogenic enzymes in human bladder cancer.	2003 Oct	14605988
Protein S-thiolation targets glycolysis and protein synthesis in response to oxidative stress in the yeast Saccharomyces cerevisiae.	2003 Sep 1	12755685
[Kinetic parameters of androgen receptor complexes and the activities of the glycolysis and oxidative pentose phosphate pathway key enzymes in rat testis cytosol after whole body 60-min exposure to high frequency electromagnetic field (39.5 Ghz)].	2003 Sep-Oct	14658285
Metabolic engineering of pentose phosphate pathway in Ralstoniaeutropha for enhanced biosynthesis of poly-beta-hydroxybutyrate.	2003 Sep-Oct	14524705
Inhibitory effect of pyrimidine and purine nucleotides on the multiplication of Babesia gibsoni: possible cause of low parasitemia and simultaneous reticulocytosis in canine babesiosis.	2004 Apr	15133268
Altered activity of the P2 isoform of plastidic glucose 6-phosphate dehydrogenase in tobacco (Nicotiana tabacum cv. Samsun) causes changes in carbohydrate metabolism and response to oxidative stress in leaves.	2004 Apr	15053759
The effect of pfl gene knockout on the metabolism for optically pure D-lactate production by Escherichia coli.	2004 Apr	14673546
Effects of some antibiotics on human erythrocyte 6-phosphogluconate dehydrogenase: an in vitro and in vivo study.	2004 Aug	15558954
Upregulation of lipogenic enzymes genes expression in white adipose tissue of rats with chronic renal failure is associated with higher level of sterol regulatory element binding protein-1.	2004 Aug	15281019
The effects of n-3 polyunsaturated fatty acids by gavage on some metabolic enzymes of rat liver.	2004 Aug	15207530
Identification of proteins induced by polycyclic aromatic hydrocarbon in Mycobacterium vanbaalenii PYR-1 using two-dimensional polyacrylamide gel electrophoresis and de novo sequencing methods.	2004 Dec	15540208
The 6-phosphogluconate dehydrogenase from Trypanosoma cruzi: the absence of two inter-subunit salt bridges as a reason for enzyme instability.	2004 Feb	14698432
Glucose-6-phosphate isomerase from the hyperthermophilic archaeon Methanococcus jannaschii: characterization of the first archaeal member of the phosphoglucose isomerase superfamily.	2004 Jan	14655001
Metabolic flux analysis of pykF gene knockout Escherichia coli based on 13C-labeling experiments together with measurements of enzyme activities and intracellular metabolite concentrations.	2004 Jan	12802531
Cyanobacterial genes transmitted to the nucleus before divergence of red algae in the Chromista.	2004 Jul	15383913
Metabolic regulation analysis of icd-gene knockout Escherichia coli based on 2D electrophoresis with MALDI-TOF mass spectrometry and enzyme activity measurements.	2004 Jul	15221231
Factors influencing nitroxide reduction and cytotoxicity in vitro.	2004 Jun	15130285
Selective inhibition of Trypanosoma brucei 6-phosphogluconate dehydrogenase by high-energy intermediate and transition-state analogues.	2004 Jun 17	15189039
Effects of long-term exposure to Cu2+ and Cd2+ on the pentose phosphate pathway dehydrogenase activities in the ovary of adult Bufo arenarum: possible role as biomarker for Cu2+ toxicity.	2004 Mar	15041254
Global metabolic response of Escherichia coli to gnd or zwf gene-knockout, based on 13C-labeling experiments and the measurement of enzyme activities.	2004 Mar	14661115
Genetic analysis of violacein biosynthesis by Chromobacterium violaceum.	2004 Mar 31	15100990
6-phosphogluconate dehydrogenase and glucose-6-phosphate dehydrogenase form a supramolecular complex in human neutrophils that undergoes retrograde trafficking during pregnancy.	2004 May 15	15128828
Role of energy metabolism in the pregnancy interceptive action of Ferula assafoetida and Melia azedarach extracts in rat.	2004 Nov	15504384
Tissue distribution and evolution of fructosamine 3-kinase and fructosamine 3-kinase-related protein.	2004 Nov 5	15331600
6-phosphogluconate dehydrogenase: a target for drugs in African trypanosomes.	2004 Oct	15544466
Functional constraints of 6-phosphogluconate dehydrogenase (6-PGD) based on sequence and structural information.	2004 Sep	15553090
Average allozyme heterozygosity in vertebrates correlates with Ka/Ks measured in the human-mouse lineage.	2004 Sep	15201399
Multinuclear NMR study of the complexes of 6-phospho-D-gluconic acid with W(VI) and Mo(VI).	2004 Sep 13	15337450
Purification of 6-phosphogluconate dehydrogenase from chicken liver and investigation of some kinetic properties.	2005	15704497
Changes in the metabolome of Saccharomyces cerevisiae associated with evolution in aerobic glucose-limited chemostats.	2005 Feb	15691747
Fatty acid synthesis and the oxidative pentose phosphate pathway in developing embryos of oilseed rape (Brassica napus L.).	2005 Feb	15611146
A novel NADPH:(bound) NADP+ reductase and NADH:(bound) NADP+ transhydrogenase function in bovine liver catalase.	2005 Feb 1	15456401
Role of methionine-13 in the catalytic mechanism of 6-phosphogluconate dehydrogenase from sheep liver.	2005 Feb 22	15709755
Taxonomic note "Lactobacillus pastorianus" (Van Laer, 1892) a former synonym for Lactobacillus paracollinoides.	2005 Jan	15709365
A novel gnd mutation leading to increased L-lysine production in Corynebacterium glutamicum.	2005 Jan 15	15621447
Estimating the number of viable animal cells in multiwell culture--a tetrazolium-based assay.	2005 Jan 15	15620883

Patents

Name

Type

Language

6-PHOSPHOGLUCONIC ACID

Common Name

English

6-PHOSPHOGLUCONATE

Common Name

English

Code System Code Type Description

CAS

921-62-0