Details
| Stereochemistry | MIXED |
| Molecular Formula | C6H10O8 |
| Molecular Weight | 210.1388 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 0 / 4 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1OC2OC(O)C(O)OC2OC1O
InChI
InChIKey=BDSPTFQIOAEIII-UHFFFAOYSA-N
InChI=1S/C6H10O8/c7-1-2(8)12-6-5(11-1)13-3(9)4(10)14-6/h1-10H
| Molecular Formula | C6H10O8 |
| Molecular Weight | 210.1388 |
| Charge | 0 |
| Count |
|
| Stereochemistry | MIXED |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 4 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Glyoxal refers to the reactive electrophilic species (RES) and is formed during different processes, e.g., lipid peroxidation, DNA oxidation. RES cause the damage of proteins and nucleotides and thus can cause different diseases in human, e.g., diabetes. Glyoxal reacting with free guanines in RNAs can be is used for chemical probing of RNA structure.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| A 13C-NMR study of the inhibition of papain by a dipeptide-glyoxal inhibitor. | 2002-09-15 |
|
| 3,4-Dideoxyglucosone-3-ene (3,4-DGE): a cytotoxic glucose degradation product in fluids for peritoneal dialysis. | 2002-08 |
|
| Efficient in vitro lowering of carbonyl stress by the glyoxalase system in conventional glucose peritoneal dialysis fluid. | 2002-08 |
|
| Parameterization of OPLS-AA force field for the conformational analysis of macrocyclic polyketides. | 2002-07-30 |
|
| Combined thioether/hydrazone chemoselective ligation reactions for the synthesis of glycocluster-antigen peptide conjugates. | 2002-07-18 |
|
| Substituent and solvent effects on the photosensitized oxygenation of 5,6-dihydro-1,4-oxathiins. Intramolecular oxygen transfer vs normal cleavage of the dioxetane intermediates. | 2002-07-12 |
|
| Identification and quantification of major maillard cross-links in human serum albumin and lens protein. Evidence for glucosepane as the dominant compound. | 2002-07-12 |
|
| Synthesis of heteroleptic anthryl-substituted beta-ketoenolates of rhodium(III) and iridium(III): photophysical, electrochemical, and EPR study of the fluorophore-metal interaction. | 2002-07-01 |
|
| Alterations in renal mitochondrial respiration in response to the reactive oxoaldehyde methylglyoxal. | 2002-07 |
|
| Formation of vinyl halides via a ruthenium-catalyzed three-component coupling. | 2002-06-26 |
|
| A highly selective fluorescent chemosensor for lead ions. | 2002-06-05 |
|
| Conversion of Amadori products of the Maillard reaction to N(epsilon)-(carboxymethyl)lysine by short-term heating: possible detection of artifacts by immunohistochemistry. | 2002-06 |
|
| In vivo assessment of lipid peroxidation products associated with age-related neurodegenerative diseases. | 2002-06 |
|
| Molecular characterization of mammalian dicarbonyl/L-xylulose reductase and its localization in kidney. | 2002-05-17 |
|
| Ambient air measurement of acrolein and other carbonyls at the Oakland-San Francisco Bay Bridge toll plaza. | 2002-05-15 |
|
| Chromatographic assay of glycation adducts in human serum albumin glycated in vitro by derivatization with 6-aminoquinolyl-N-hydroxysuccinimidyl-carbamate and intrinsic fluorescence. | 2002-05-15 |
|
| Use of Relibase for retrieving complex three-dimensional interaction patterns including crystallographic packing effects. | 2002-05-03 |
|
| Advanced glycation end product precursors impair epidermal growth factor receptor signaling. | 2002-05 |
|
| Substrate-induced up-regulation of aldose reductase by methylglyoxal, a reactive oxoaldehyde elevated in diabetes. | 2002-05 |
|
| Functional analogue reaction systems of the DMSO reductase isoenzyme family: probable mechanism of S-oxide reduction in oxo transfer reactions mediated by bis(dithiolene)-tungsten(IV,VI) complexes. | 2002-04-24 |
|
| The intriguing reactivity of functionalized beta-amino alcohols with glyoxal: application to a new expedient enantioselective synthesis of trans-6-alkylpipecolic acids. | 2002-04-19 |
|
| Intraneuronal advanced glycation endproducts in presenilin-1 Alzheimer's disease. | 2002-04-16 |
|
| On the intermediates in chiral bis(oxazoline)copper(II)-catalyzed enantioselective reactions--experimental and theoretical investigations. | 2002-04-15 |
|
| Optimization of a mist chamber (Cofer scrubber) for sampling water-soluble organics in air. | 2002-04-15 |
|
| How hyperglycemia promotes atherosclerosis: molecular mechanisms. | 2002-04-08 |
|
| Multi site polyadenylation and transcriptional response to stress of a vacuolar type H+-ATPase subunit A gene in Arabidopsis thaliana. | 2002-04-02 |
|
| Comparison of methods for extraction, storage, and silylation of pentafluorobenzyl derivatives of carbonyl compounds and multi-functional carbonyl compounds. | 2002-04 |
|
| Oxidation of diethylene glycol with ozone and modified Fenton processes. | 2002-04 |
|
| DNA adducts from N-nitrosodiethanolamine and related beta-oxidized nitrosamines in vivo: (32)P-postlabeling methods for glyoxal- and O(6)-hydroxyethyldeoxyguanosine adducts. | 2002-04 |
|
| Microsome-mediated oxidation of N-nitrosodiethanolamine (NDELA), a bident carcinogen. | 2002-04 |
|
| The enzymes with benzil reductase activity conserved from bacteria to mammals. | 2002-03-28 |
|
| Qualitative determination of specific protein glycation products by matrix-assisted laser desorption/ionization mass spectrometry Peptide mapping. | 2002-03-27 |
|
| Polyfluoroether derivatives via nucleophilic fluorination of glyoxal hydrates with deoxofluor. | 2002-03-22 |
|
| Molecular structures and excited states of CpM(CO)(2) (Cp = eta(5)-C(5)H(5); M = Rh, Ir) and [Cl(2)Rh(CO)(2)](-). Theoretical evidence for a competitive charge transfer mechanism. | 2002-03-20 |
|
| Feasibility of collection and analysis of airborne carbonyls by on-sorbent derivatization and thermal desorption. | 2002-03-15 |
|
| 13C-NMR study of the inhibition of delta-chymotrypsin by a tripeptide-glyoxal inhibitor. | 2002-03-01 |
|
| Method optimization for the determination of carbonyl compounds in disinfected water by DNPH derivatization and LC-ESI-MS-MS. | 2002-03 |
|
| Protective effects of polygodial and related compounds on ethanol-induced gastric mucosal lesions in rats: structural requirements and mode of action. | 2002-02-11 |
|
| Identification of alpha-dicarbonyl scavengers for cellular protection against carbonyl stress. | 2002-02-01 |
|
| Comparison between modifications of lens proteins resulted from glycation with methylglyoxal, glyoxal, ascorbic acid, and fructose. | 2002 |
|
| Hormetic action of mild heat stress decreases the inducibility of protein oxidation and glycoxidation in human fibroblasts. | 2002 |
|
| Characterization of clay-based enterosorbents for the prevention of aflatoxicosis. | 2002 |
|
| Application of Lewis acid catalyzed tropone [6+4] cycloadditions to the synthesis of the core of CP-225,917. | 2001-12-27 |
|
| Atmospheric secondary aerosol formation by heterogeneous reactions of aldehydes in the presence of a sulfuric acid aerosol catalyst. | 2001-12-15 |
|
| Conformational study of peptides containing dehydrophenylalanine: helical structures without hydrogen bond. | 2001-12 |
|
| Glyoxal is an important allergen for (medical care) cleaning staff. | 2001-12 |
|
| Immunological detection of a novel advanced glycation end-product. | 2001-11 |
|
| Alternative routes for the formation of immunochemically distinct advanced glycation end-products in vivo. | 2001-07 |
|
| Protein glycation: creation of catalytic sites for free radical generation. | 2001-04 |
|
| Bacterial degradation of natural and synthetic rubber. | 2001 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:10:17 GMT 2025
by
admin
on
Mon Mar 31 18:10:17 GMT 2025
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| Record UNII |
R6GJS0F9NZ
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| Record Status |
Validated (UNII)
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| Record Version |
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100000159556
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1426857
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