Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C6H10O7 |
| Molecular Weight | 194.1394 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC[C@H](O)[C@@H](O)[C@H](O)C(=O)C(O)=O
InChI
InChIKey=VBUYCZFBVCCYFD-NUNKFHFFSA-N
InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-4,7-10H,1H2,(H,12,13)/t2-,3+,4-/m0/s1
| Molecular Formula | C6H10O7 |
| Molecular Weight | 194.1394 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
2-keto-L-gulonic acid (2-KLG) is a direct precursor (lactone) of L-ascorbic acid (vitamin C). 2-Keto-L-gulonic Acid is used in biological studies for the formation of sorbitol metabolism by Acetobacter melanogenus. Ketogulonigenium vulgare has long been used in industry to produce 2-keto-L-gulonic acid (2KGA).
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| The human D-glucuronyl C5-epimerase gene is transcriptionally activated through the beta-catenin-TCF4 pathway. | 2005-09-01 |
|
| Developmental expression and function of aldehyde reductase in proximal tubules of the kidney. | 2005-07 |
|
| Up-regulation of human myo-inositol oxygenase by hyperosmotic stress in renal proximal tubular epithelial cells. | 2005-05-20 |
|
| Dynamic simulation of red blood cell metabolism and its application to the analysis of a pathological condition. | 2005-05-09 |
|
| Cryptococcus taeanensis sp. nov., a new anamorphic basidiomycetous yeast isolated from a salt farm. | 2005-05 |
|
| Investigating hookworm genomes by comparative analysis of two Ancylostoma species. | 2005-04-26 |
|
| Modulation of the heparanase-inhibiting activity of heparin through selective desulfation, graded N-acetylation, and glycol splitting. | 2005-04-01 |
|
| Purification and characterization of a novel alpha-glucuronidase from Aspergillus niger specific for O-alpha-D-glucosyluronic acid alpha-D-glucosiduronic acid. | 2005-03 |
|
| Candida digboiensis sp. nov., a novel anamorphic yeast species from an acidic tar sludge-contaminated oilfield. | 2005-03 |
|
| Conjugated bilirubin measurements in Gilbert's syndrome: method dependence. | 2005-01 |
|
| Immunologic roles of hyaluronan. | 2005 |
|
| Design and synthesis of dimeric heparinoid mimetics. | 2004-12-24 |
|
| Structural and functional characterization of oversulfated chondroitin sulfate/dermatan sulfate hybrid chains from the notochord of hagfish. Neuritogenic and binding activities for growth factors and neurotrophic factors. | 2004-12-03 |
|
| Effect of matrix depleting agents on the expression of chondrocyte metabolism by equine chondrocytes. | 2004-12 |
|
| Molecular cloning, expression, and characterization of myo-inositol oxygenase from mouse, rat, and human kidney. | 2004-11-26 |
|
| Evidence for multiple glucuronide transporters in rat liver microsomes. | 2004-10-01 |
|
| Purification of the Escherichia coli K5 capsular polysaccharide and use of high-performance capillary electrophoresis to qualitative and quantitative monitor the process. | 2004-10 |
|
| A spectrophotometric assay of D-glucuronate based on Escherichia coli uronate isomerase and mannonate dehydrogenase. | 2004-10 |
|
| Crystallization and preliminary X-ray analysis of heparinase II from Pedobacter heparinus. | 2004-09 |
|
| Cytokine gene expression and production by human LPS-stimulated mononuclear cells are inhibited by sulfated heparin-like semi-synthetic derivatives. | 2004-09 |
|
| Pharmacokinetics and metabolism of dietary flavonoids in humans. | 2004-08 |
|
| Crystal structure of unsaturated glucuronyl hydrolase, responsible for the degradation of glycosaminoglycan, from Bacillus sp. GL1 at 1.8 A resolution. | 2004-07-23 |
|
| Free fatty acids increase hepatic glycogen content in obese males. | 2004-07 |
|
| Glycosaminoglycans and proteoglycans in normal mitral valve leaflets and chordae: association with regions of tensile and compressive loading. | 2004-07 |
|
| Cumulus expansion, nuclear maturation and connexin 43, cyclooxygenase-2 and FSH receptor mRNA expression in equine cumulus-oocyte complexes cultured in vitro in the presence of FSH and precursors for hyaluronic acid synthesis. | 2004-06-22 |
|
| Interleukin-1beta represses MRP2 gene expression through inactivation of interferon regulatory factor 3 in HepG2 cells. | 2004-06 |
|
| Carbon nutrition of Escherichia coli in the mouse intestine. | 2004-05-11 |
|
| Irreversible glucuronyl C5-epimerization in the biosynthesis of heparan sulfate. | 2004-04-09 |
|
| Identification and functional characterization of the natural variant MRP3-Arg1297His of human multidrug resistance protein 3 (MRP3/ABCC3). | 2004-04 |
|
| High-resolution crystal structure of Arthrobacter aurescens chondroitin AC lyase: an enzyme-substrate complex defines the catalytic mechanism. | 2004-03-19 |
|
| Novel efficient routes to heparin monosaccharides and disaccharides achieved via regio- and stereoselective glycosidation. | 2004-03-04 |
|
| Synthesis of novel D-glucuronic acid fatty esters using Candida antarctica lipase in tert-butanol. | 2004-03 |
|
| Design, synthesis, and evaluation of a liposaccharide drug delivery agent: application to the gastrointestinal absorption of gentamicin. | 2004-02-26 |
|
| Pharmacokinetics in mice and growth-inhibitory properties of the putative cancer chemopreventive agent resveratrol and the synthetic analogue trans 3,4,5,4'-tetramethoxystilbene. | 2004-02-09 |
|
| Excretion of fluorescent substrates of mammalian multidrug resistance-associated protein (MRP) in the Schistosoma mansoni excretory system. | 2004-01 |
|
| Expression and immunolocalization of the multidrug resistance proteins, MRP1-MRP6 (ABCC1-ABCC6), in human brain. | 2004 |
|
| Analysis of reducing carbohydrates by reductive tryptamine derivatization prior to micellar electrokinetic capillary chromatography. | 2003-12-03 |
|
| The structure of the glycopeptides from the fish pathogen Flavobacterium columnare. | 2003-11-14 |
|
| PathMAPA: a tool for displaying gene expression and performing statistical tests on metabolic pathways at multiple levels for Arabidopsis. | 2003-11-07 |
|
| Crystal structure of uronate isomerase (TM0064) from Thermotoga maritima at 2.85 A resolution. | 2003-10-01 |
|
| Rapid stimulation of free glucuronate formation by non-glucuronidable xenobiotics in isolated rat hepatocytes. | 2003-09-19 |
|
| Structure of the O-polysaccharide of Proteus vulgaris O44: a new O-antigen that contains an amide of D-glucuronic acid with L-alanine. | 2003-06-23 |
|
| Specificity of yeast (Saccharomyces cerevisiae) in removing carbohydrates by fermentation. | 2003-05-01 |
|
| Structural analysis of the carbohydrate backbone of Vibrio parahaemolyticus O2 lipopolysaccharides. | 2003-05-01 |
|
| Cryptococcus nemorosus sp. nov. and Cryptococcus perniciosus sp. nov., related to Papiliotrema Sampaio et al. (Tremellales). | 2003-05 |
|
| Multidrug resistance-associated proteins: Export pumps for conjugates with glutathione, glucuronate or sulfate. | 2003 |
|
| CD44 in rheumatoid arthritis. | 2003 |
|
| Intra-articular hyaluronan (hyaluronic acid) and hylans for the treatment of osteoarthritis: mechanisms of action. | 2003 |
|
| A marine strain of flavobacteriaceae utilizes brown seaweed fucoidan. | 2002-09 |
|
| Bacterial polysaccharides as vaccines--immunity and chemical characterization. | 2001 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:36:10 GMT 2025
by
admin
on
Mon Mar 31 19:36:10 GMT 2025
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| Record UNII |
I49386U15C
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| Record Status |
Validated (UNII)
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| Record Version |
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m6621
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526-98-7
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