glyoxal
1,2-ethanedione
 
Notes:
None found
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      Product(s):
      07-42000 GLYOXAL 40% SOL. IN WATER
       
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oxaldehyde (Click)
CAS Number: 107-22-2Picture of molecule
Other: 83513-30-8
ECHA EINECS - REACH Pre-Reg: 203-474-9
FDA UNII: 50NP6JJ975
Nikkaji Web: J5.155A
Beilstein Number: 1732463
MDL: MFCD00006957
XlogP3-AA: -0.40 (est)
Molecular Weight: 58.03634000
Formula: C2 H2 O2
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: information only not used for fragrances or flavors
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Appearance: colorless to pale yellow clear liquid to solid (est)
Assay: 96.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 1.26500 @  25.00 °C.
Melting Point: 14.00 to  16.00 °C. @ 760.00 mm Hg
Boiling Point: 49.00 to  51.00 °C. @ 760.00 mm Hg
Vapor Pressure: 255.000000 mm/Hg @ 25.00 °C. (est)
Flash Point: 24.00 °F. TCC ( -4.30 °C. ) (est)
logP (o/w): -0.549 (est)
Shelf Life: 12.00 month(s) or longer if stored properly.
Storage: refrigerate in tightly sealed containers.
Soluble in:
 alcohol
 water, 1000000 mg/L @ 20 °C (exp)
Synonyms   Articles   Notes   Search   Top
Organoleptic Properties:
Odor Strength: low
 
Odor Description:
at 100.00 %. 
mild sour
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: antimicrobial agents
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Suppliers:
BASF
Glyoxal 40%
Odor: characteristic
Use: Glyoxal shows a wide range of activities, e.g. as a versatile crosslinker, as an intermediate for organic syntheses, as a biocide, and as a scavenger for a diverse range of nucleophiles.
BOC Sciences
For experimental / research use only.
Glyfosfin >98%
Covalent Chemical
Glyoxal
EMD Millipore
For experimental / research use only.
Glyoxal
Penta International
GLYOXAL 40% SOL. IN WATER
Santa Cruz Biotechnology
For experimental / research use only.
Glyoxal, 40 % Solution
Sigma-Aldrich
For experimental / research use only.
Glyoxal solution 40 wt. % in H2O
Silver Fern Chemical
Glyoxal 40
Odor: characteristic
Use: Glyoxal links a wide range of polymers, e.g. starch, cellulose, proteinaceous material, polyacrylamide, polyvinyl alcohols.
Universal Preserv-A-Chem Inc.
Ethanedial, Oxalaldehyde
Odor: characteristic
Use: Is used as a solubilizer and cross-linking agent in polymer chemistry for: proteins (leather tanning process), collagen, cellulose derivatives (textiles), hydrocolloids, and starch (paper coatings).
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Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 20 - Harmful by inhalation.
R 36/38 - Irritating to skin and eyes.
R 43 - May cause sensitisation by skin contact.
R 68 - Possible risk of irreversible effects.
S 02 - Keep out of the reach of children.
S 20/21 - When using do not eat, drink or smoke.
S 23 - Do not breath fumes.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36/37 - Wear suitable protective clothing and gloves.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-guinea pig LD50  760 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: OTHER CHANGES
Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 259, 1941.

oral-guinea pig LD50  > 10000 mg/kg
National Technical Information Service. Vol. OTS0538086

intraperitoneal-mouse LD50  200 mg/kg
National Technical Information Service. Vol. AD438-895

oral-mouse LD50  400 mg/kg
National Technical Information Service. Vol. AD438-895

oral-mouse LD50  1280 mg/kg
National Technical Information Service. Vol. OTS0538086

intravenous-rabbit LD50  60 mg/kg
National Technical Information Service. Vol. OTS0535072

oral-rabbit LD50  > 3175 mg/kg
National Technical Information Service. Vol. OTS0538086

oral-rat LD50  4290 mg/kg
Union Carbide Data Sheet. Vol. 11/4/1971

oral-rat LD50  2960 mg/kg
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
National Technical Information Service. Vol. OTS0535124

oral-rat LD50  200 mg/kg
BEHAVIORAL: MUSCLE WEAKNESS
National Technical Information Service. Vol. OTS0533618

intravenous-dog LDLo  300 uL/kg
National Technical Information Service. Vol. OTS0535072

oral-guinea pig LD50  10000 mg/kg
National Technical Information Service. Vol. OTS0538086

oral-mouse LD50  400 mg/kg
BEHAVIORAL: MUSCLE WEAKNESS
National Technical Information Service. Vol. OTS0533618

intraperitoneal-rabbit LD50  60 mg/kg
National Technical Information Service. Vol. OTS0535072

intraperitoneal-rat LDLo  100 mg/kg
National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 9, 1953.

Dermal Toxicity:
skin-guinea pig LD50 6600 mg/kg
"Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 291, 1969.

skin-rabbit LD50 10 ml/kg
LIVER: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"
National Technical Information Service. Vol. OTS0535072

skin-rabbit LD50 10 ml/kg
Union Carbide Data Sheet. Vol. 11/4/1971

skin-rat LD50 > 2000 mg/kg
SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
National Technical Information Service. Vol. OTS0535506

skin-rabbit LD50 10 ml/kg
LIVER: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"
National Technical Information Service. Vol. OTS0535072

skin-rabbit LD50 10 mL/kg
Union Carbide Data Sheet. Vol. 11/12/1965

Inhalation Toxicity:
inhalation-rat LC50 2410 mg/m3/4H
SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. OTS0535127

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Safety in Use Information:
Category: information only not used for fragrances or flavors
Recommendation for glyoxal usage levels up to:
 not for fragrance use.
 
Recommendation for glyoxal flavor usage levels up to:
 not for flavor use.
Synonyms   Articles   Notes   Search   Top
Safety References:
EPI System: View
Daily Med: search
NIOSH International Chemical Safety Cards: search
NIOSH Pocket Guide: search
NLM Hazardous Substances Data Bank: Search
Chemical Carcinogenesis Research Information System: Search
Cancer Citations: Search
Toxicology Citations: Search
Env. Mutagen Info. Center: Search
NLM Developmental and Reproductive Toxicity: Search
EPA Substance Registry Services (TSCA): 107-22-2
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 7860
National Institute of Allergy and Infectious Diseases: Data
SCCNFP: opinion
WGK Germany: 1
 oxaldehyde
Chemidplus: 0000107222
EPA/NOAA CAMEO: hazardous materials
RTECS: 107-22-2
Synonyms   Articles   Notes   Search   Top
References:
 oxaldehyde
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 107-22-2
Pubchem (cid): 7860
Pubchem (sid): 134972262
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C14448
HMDB (The Human Metabolome Database): Search
FooDB: FDB007802
Export Tariff Code: 2912.19.3000
Haz-Map: View
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
Formulations/Preparations:
•commercially available in anhydrous form as crystalline dihydrate, or as a 40% aqueous solution which may contain polymerization inhibitors. dihydrate •grades: 40% solution; pure, solid; vp. •glyoxal is a dialdehyde supplied commercially as 30% aqueous solution, consisting of mixture of monomeric & polymeric hydrates along with small amounts of impurities which render the solution acid. •glyoxal can undertake rotational isomerization between the planar cis and trans conformations, with trans-glyoxal being the more stable isomer. •...it is generally employed as an aqueous solutionin which hydrated oligomers are present due to nucleophilic addition. ...some of the most important hydrated derivatives of glyoxal formed by nucleophilic addition in aqueous solutioninclude the monomer ethane-1,1,2,2-tetraol (i), the dimer 2-dihydroxymethyl-(1,3)dioxolane-4,5-transdiol (ii), and the trimer bis(dioxolane) (i.e., 2,2'-bi-1,3-dioxolanyl-4,4',5,5'-tetraol) (iii) - both cis and trans configurations. however, the proportion of the different structures varies with concentration and ph.
Synonyms   Articles   Notes   Search   Top
Potential Blenders and core components note
 
None Found
 
Synonyms   Articles   Notes   Search   Top
Potential Uses:
 antimicrobial agents 
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 ginger oil
Search Trop  Picture
 not found in nature
 sesame seed oil
Search Trop  Picture
 tomato fruit
Search Trop  Picture
Synonyms   Articles   Notes   Search   Top
Synonyms:
 diformal
 ethandial
 ethane dial
 ethane-1,2-dial
 ethanedial
 ethanedione
1,2-ethanedione
 gelifundol
 glyoxal aldehyde
 glyoxylaldehyde
 oxalaldehyde
 oxaldehyde
Synonyms   Articles   Notes   Search   Top
Articles:
PubMed: Impact of the N-terminal amino acid on the formation of pyrazines from peptides in Maillard model systems.
J-Stage: Cleavage of a-Dicarbonyl Compounds by Terpene Hydroperoxide
PubMed: Automated and quantitative headspace in-tube extraction for the accurate determination of highly volatile compounds from wines and beers.
PubMed: Thermal generation of 3-amino-4,5-dimethylfuran-2(5H)-one, the postulated precursor of sotolone, from amino acid model systems containing glyoxylic and pyruvic acids.
PubMed: Formation of pyrazines in Maillard model systems of lysine-containing dipeptides.
PubMed: Degradation of glucose: reinvestigation of reactive alpha-Dicarbonyl compounds.
PubMed: alpha-Dicarbonyl compounds--key intermediates for the formation of carbohydrate-based melanoidins.
PubMed: Formation of flavor components by the reaction of amino acid and carbonyl compounds in mild conditions.
PubMed: Determination of Antioxidant Capacities, α-Dicarbonyls, and Phenolic Phytochemicals in Florida Varietal Honeys using HPLC-DAD-ESI-MS(n.)
PubMed: Investigation of α-Dicarbonyl Compounds in Baby Foods by High-Performance Liquid Chromatography Coupled with Electrospray Ionization Mass Spectrometry.
PubMed: Methylglyoxal is associated with bacteriostatic activity of high fructose agave syrups.
PubMed: Structure- and Concentration-Specific Assessment of the Physiological Reactivity of α-Dicarbonyl Glucose Degradation Products in Peritoneal Dialysis Fluids.
PubMed: Free α-dicarbonyl compounds in coffee, barley coffee and soy sauce and effects of in vitro digestion.
PubMed: Model Studies on the Oxidation of Benzoyl Methionine in a Carbohydrate Degradation System.
PubMed: Arginine-derived advanced glycation end products generated in peptide-glucose mixtures during boiling.
PubMed: High-performance liquid chromatography determination of glyoxal, methylglyoxal, and diacetyl in urine using 4-methoxy-o-phenylenediamine as derivatizing reagent.
PubMed: Modulation of GSH with exogenous agents leads to changes in glyoxalase 1 enzyme activity in VL-17A cells exposed to chronic alcohol plus high glucose.
PubMed: Hydroxyl radical induced by lipid in Maillard reaction model system promotes diet-derived N(ε)-carboxymethyllysine formation.
PubMed: Hazardous airborne carbonyls emissions in industrial workplaces in China.
PubMed: Advanced glycation endproducts in food and their effects on health.
PubMed: Formation of 4(5)-methylimidazole and its precursors, α-dicarbonyl compounds, in Maillard model systems.
PubMed: Cytotoxicity of α-dicarbonyl compounds submitted to in vitro simulated digestion process.
PubMed: Response surface methodology as optimization strategy for reduction of reactive carbonyl species in foods by means of phenolic chemistry.
PubMed: Propolis induced antibacterial activity and other technical properties of cotton textiles.
PubMed: DJR-1.2 of Caenorhabditis elegans is induced by DAF-16 in the dauer state.
PubMed: Roasting-induced changes in arabinotriose, a model of coffee arabinogalactan side chains.
PubMed: Effect of in vitro digestion on free α-dicarbonyl compounds in balsamic vinegars.
PubMed: Analysis of sugar degradation products with α-dicarbonyl structure in carbonated soft drinks by UHPLC-DAD-MS/MS.
PubMed: Determination of toxic α-dicarbonyl compounds, glyoxal, methylglyoxal, and diacetyl, released to the headspace of lipid commodities upon heat treatment.
PubMed: Non-enzymatic glycation of melamine with sugars and sugar like compounds.
PubMed: Double Schiff base adducts of 2,3-butanedione with glycine: formation of pyrazine rings with the participation of amino acid carbon atoms.
PubMed: Small reactive carbonyl compounds as tissue lipid oxidation products; and the mechanisms of their formation thereby.
PubMed: Influence of phenolic compounds on the mechanisms of pyrazinium radical generation in the Maillard reaction.
PubMed: Flavour chemistry of methylglyoxal and glyoxal.
PubMed: Impact of the N-terminal amino acid on the formation of pyrazines from peptides in Maillard model systems.
PubMed: Survey of 1,2-dicarbonyl compounds in commercial honey of different floral origin.
PubMed: Identification and quantification of six major α-dicarbonyl process contaminants in high-fructose corn syrup.
PubMed: Effect of coffee filtrate, methylglyoxal, glyoxal, and caffeine on Salmonella typhimurium and S. enteritidis survival in ground chicken breasts.
PubMed: Phlorotannins from brown algae (Fucus vesiculosus) inhibited the formation of advanced glycation endproducts by scavenging reactive carbonyls.
PubMed: Antioxidant content and activity of the Indian fresh-water pearl mussel in the prevention of arthritis in an experimental animal model.
PubMed: Chemical and physiological relevance of glucose degradation products in peritoneal dialysis.
PubMed: Multistep ultrahigh performance liquid chromatography/tandem mass spectrometry analysis for untargeted quantification of glycating activity and identification of most relevant glycation products.
PubMed: The potential of biodetoxification activity as a probiotic property of Lactobacillus reuteri.
PubMed: Development of active polyvinyl alcohol/β-cyclodextrin composites to scavenge undesirable food components.
PubMed: Chemical modifications of peptides and their impact on food properties.
PubMed: Cranberry phytochemicals inhibit glycation of human hemoglobin and serum albumin by scavenging reactive carbonyls.
PubMed: Microbial oxidases catalyzing conversion of glycolaldehyde into glyoxal.
PubMed: Quantification of the six major α-dicarbonyl contaminants in peritoneal dialysis fluids by UHPLC/DAD/MSMS.
PubMed: Taste modulating N-(1-methyl-4-oxoimidazolidin-2-ylidene) α-amino acids formed from creatinine and reducing carbohydrates.
PubMed: Thermal generation of 3-amino-4,5-dimethylfuran-2(5H)-one, the postulated precursor of sotolone, from amino acid model systems containing glyoxylic and pyruvic acids.
PubMed: Lipid glycation and protein glycation in diabetes and atherosclerosis.
PubMed: 3-deoxygalactosone, a "new" 1,2-dicarbonyl compound in milk products.
PubMed: Carbonyl compounds methylglyoxal and glyoxal affect interleukin-8 secretion in intestinal cells by superoxide anion generation and activation of MAPK p38.
PubMed: Model studies on chemical and textural modifications in gelatin films by reaction with glyoxal and glycolaldehyde.
PubMed: Formation of pyrazines in Maillard model systems of lysine-containing dipeptides.
PubMed: Quantification of N2-carboxymethyl-2'-deoxyguanosine in calf thymus DNA and cultured human kidney epithelial cells by capillary high-performance liquid chromatography-tandem mass spectrometry coupled with stable isotope dilution method.
PubMed: Glutathione reacts with glyoxal at the N-terminal.
PubMed: Profiling of alpha-dicarbonyl content of commercial honeys from different botanical origins: identification of 3,4-dideoxyglucoson-3-ene (3,4-DGE) and related compounds.
PubMed: Isotope labeling studies on the origin of 3,4-hexanedione and 1,2-butanedione in an alanine/glucose model system.
PubMed: Degradation of glucose: reinvestigation of reactive alpha-Dicarbonyl compounds.
PubMed: Food derived carbonyl compounds affect basal and stimulated secretion of interleukin-6 and -8 in Caco-2 cells.
PubMed: Development and validation of an HPLC method to quantify 3,4-dideoxyglucosone-3-ene in peritoneal dialysis fluids.
PubMed: Characterization of porcine plasma protein-based films as affected by pretreatment and cross-linking agents.
PubMed: Chromium(III) ion selective electrode based on glyoxal bis(2-hydroxyanil).
PubMed: Identification and monitoring of intermediates and products in the acrylamide pathway using online analysis.
PubMed: Acrylamide and pyrazine formation in model systems containing asparagine.
PubMed: Oral glycotoxins determine the effects of calorie restriction on oxidant stress, age-related diseases, and lifespan.
PubMed: Methylglyoxal: its presence and potential scavengers.
PubMed: Induction of heat shock proteins and the proteasome system by casein-N epsilon-(carboxymethyl)lysine and N epsilon-(carboxymethyl)lysine in Caco-2 cells.
PubMed: alpha-Dicarbonyl compounds--key intermediates for the formation of carbohydrate-based melanoidins.
PubMed: Methylglyoxal: its presence in beverages and potential scavengers.
PubMed: Determination of N epsilon-(carboxymethyl)lysine in foods and related systems.
PubMed: Rapid analysis of alpha-dicarbonyl compounds by laser desorption/ionization mass spectrometry using 9-(3,4-diaminophenyl)acridine (DAA) as a reactive matrix.
PubMed: Identification and quantification of methylglyoxal as the dominant antibacterial constituent of Manuka (Leptospermum scoparium) honeys from New Zealand.
PubMed: Isolation, identification, and quantification of roasted coffee antibacterial compounds.
PubMed: Simultaneous determination of ketoacids and dicarbonyl compounds, key Maillard intermediates on the generation of aged wine aroma.
PubMed: Isolation and determination of alpha-dicarbonyl compounds by RP-HPLC-DAD in green and roasted coffee.
PubMed: Preventing cell death induced by carbonyl stress, oxidative stress or mitochondrial toxins with vitamin B anti-AGE agents.
PubMed: Molecular action mechanism against apoptosis by aqueous extract from guava budding leaves elucidated with human umbilical vein endothelial cell (HUVEC) model.
PubMed: Determination of glyoxal and methylglyoxal in environmental and biological matrices by stir bar sorptive extraction with in-situ derivatization.
PubMed: Structure-reactivity relationships of flavan-3-ols on product generation in aqueous glucose/glycine model systems.
PubMed: Reducing the formation of glucose degradation products in peritoneal dialysis solutions by ultrahigh temperature ohmic heating.
PubMed: Copper-catalyzed ascorbate oxidation results in glyoxal/AGE formation and cytotoxicity.
PubMed: Investigations on the promoting effect of ammonium hydrogencarbonate on the formation of acrylamide in model systems.
PubMed: Chemical modification of wheat protein-based natural polymers: cross-linking effect on mechanical properties and phase structures.
PubMed: Trapping reactions of reactive carbonyl species with tea polyphenols in simulated physiological conditions.
PubMed: Epicatechin carbonyl-trapping reactions in aqueous maillard systems: Identification and structural elucidation.
PubMed: Carbonyl emissions from commercial cooking sources in Hong Kong.
PubMed: Development and characterization of films based on chemically cross-linked gliadins.
PubMed: Inhibitory effect of some selected nutraceutic herbs on LDL glycation induced by glucose and glyoxal.
PubMed: Binding residues and catalytic domain of soluble Saccharomyces cerevisiae processing alpha-glucosidase I.
PubMed: Evaluation of advanced glycation end products and carbonyl compounds in patients with different conditions of oxidative stress.
PubMed: Fate of the glucose degradation products 3-deoxyglucosone and glyoxal during peritoneal dialysis.
PubMed: Formation of genotoxic dicarbonyl compounds in dietary oils upon oxidation.
PubMed: Liver carcinogenesis and formation of 8-hydroxy-deoxyguanosine in C3H/HeN mice by oxidized dietary oils containing carcinogenic dicarbonyl compounds.
PubMed: N-Terminal pyrazinones: a new class of peptide-bound advanced glycation end-products.
PubMed: Maillard reaction and enzymatic browning affect the allergenicity of Pru av 1, the major allergen from cherry (Prunus avium).
PubMed: Aqueous photolysis of niclosamide.
PubMed: Aldehyde contamination of mineral water stored in PET bottles.
PubMed: Glyoxal/glycolaldehyde: a redox system involved in malolactic fermentation of wine.
PubMed: Chemical reactions in cottonseed protein cross-linking by formaldehyde, glutaraldehyde, and glyoxal for the formation of protein films with enhanced mechanical properties.
PubMed: Amides are novel protein modifications formed by physiological sugars.
PubMed: Identification and quantitative evaluation of the lysine-arginine crosslinks GODIC, MODIC, DODIC, and glucosepan in foods.
PubMed: Isolation and characterization of glyoxal-arginine modifications.
PubMed: Formation of flavor components by the reaction of amino acid and carbonyl compounds in mild conditions.
PubMed: Role of carbonyl compounds in SO(2) binding phenomena in musts and wines from botrytized grapes.
PubMed: Evidence for the involvement of N-methylthiourea, a ring cleavage metabolite, in the hepatotoxicity of methimazole in glutathione-depleted mice: structure-toxicity and metabolic studies.
PubMed: Quantitative model studies on the formation of aroma-active aldehydes and acids by strecker-type reactions.
PubMed: Current status of acrolein as a lipid peroxidation product.
PubMed: Studies on radical intermediates in the early stage of the nonenzymatic browning reaction of carbohydrates and amino acids.
PubMed: Molecular analysis of Salmonella hisG428 ochre revertants for rapid characterization of mutational specificity.
PubMed: Analysis of the potential carcinogenicity of coffee and its related compounds in a medium-term liver bioassay of rats.
PubMed: Inhibitory effect of 2"-O-glycosyl isovitexin and alpha-tocopherol on genotoxic glyoxal formation in a lipid peroxidation system.
PubMed: Mechanism(s) involved in meat mutagen formation and inhibition.
PubMed: Subchronic oral toxicity of glyoxal via drinking water in rats.
PubMed: Spectrophotometric determination of copper in foods, feedingstuffs and plants: a comparison between the glyoxal bis(4-phenyl-3-thiosemicarbazone) and bathocuproine disulphonate methods.
PubMed: Metabolism of 2-oxoaldehyde in mold. Purification and characterization of two methylglyoxal reductases from Aspergillus niger.
PubMed: Comparative mutagenicity of nine brands of coffee to Salmonella typhimurium TA100, TA102, and TA104.
PubMed: Desmutagenic effect of alpha-dicarbonyl and alpha-hydroxycarbonyl compounds against mutagenic heterocyclic amines.
PubMed: Hydroxylation of guanine in nucleosides and DNA at the C-8 position by heated glucose and oxygen radical-forming agents.
PubMed: Mutagens and carcinogens in foods.
PubMed: Sulfite suppresses the mutagenic property of coffee.
PubMed: Effect of malondialdehyde on nitrosamine formation.
PubMed: Compounds new to essential orange oil from fruit treated with abscission chemicals.
PubMed: Oxidative browning of Amadori compounds from amino acids and peptides.
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