PYRUVALDEHYDE

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C3H4O2
Molecular Weight	72.0627
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(=O)C=O

InChI

InChIKey=AIJULSRZWUXGPQ-UHFFFAOYSA-N

InChI=1S/C3H4O2/c1-3(5)2-4/h2H,1H3

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
AGES in brain ageing: AGE-inhibitors as neuroprotective and anti-dementia drugs?	2001	11708614
Protein glycation: creation of catalytic sites for free radical generation.	2001 Apr	11795527
High concentrations of glucose induce synthesis of argpyrimidine in retinal endothelial cells.	2001 Aug	11840348
Immunological detection of a novel advanced glycation end-product.	2001 Nov	11788793
Troglitazone selectively inhibits glyoxalase I gene expression.	2001 Nov	11719831
Prolonged exposure to glucose degradation products impairs viability and function of human peritoneal mesothelial cells.	2001 Nov	11675420
Glyoxal and methylglyoxal induce lyoxal and methyglyoxal induce aggregation and inactivation of ERK in human endothelial cells.	2001 Nov 15	11705701
Role of iron in the interaction of red blood cells with methylglyoxal. Modification of L-arginine by methylglyoxal is catalyzed by iron redox cycling.	2001 Nov 28	11672699
Continuous angiotensin II infusion increases tumour: normal blood flow ratio in colo-rectal liver metastases.	2001 Nov 30	11742481
Glucose degradation products in peritoneal dialysis fluids may have both local and systemic effects: a study of residual fluid and mesothelial cells.	2001 Nov-Dec	11783771
Highly efficient Aerococcus viridans L-alpha-glycerophosphate oxidase production in the presence of H2O2-decomposing agent: purification and kinetic characterization.	2001 Oct	11759680
Early glycated albumin, but not advanced glycated albumin, methylglyoxal, or 3-deoxyglucosone increases the expression of PAI-1 in human peritoneal mesothelial cells.	2001 Sep-Oct	11757833
Glycation in diabetic neuropathy: characteristics, consequences, causes, and therapeutic options.	2002	12198817
Comparison between modifications of lens proteins resulted from glycation with methylglyoxal, glyoxal, ascorbic acid, and fructose.	2002	12112714
Speciated ambient carbonyls in Rio de Janeiro, Brazil.	2002 Apr 1	11999040
Cellular oxidant stress and advanced glycation endproducts of albumin: caveats of the dichlorofluorescein assay.	2002 Apr 1	11913966
Optimization of a mist chamber (Cofer scrubber) for sampling water-soluble organics in air.	2002 Apr 15	11993879
Catalysis and stability of triosephosphate isomerase from Trypanosoma brucei with different residues at position 14 of the dimer interface. Characterization of a catalytically competent monomeric enzyme.	2002 Apr 2	11914068
Efficient in vitro lowering of carbonyl stress by the glyoxalase system in conventional glucose peritoneal dialysis fluid.	2002 Aug	12110033
Generation of superoxide anions during the reaction of guanidino compounds with methylglyoxal.	2002 Feb	11848206
Identification of alpha-dicarbonyl scavengers for cellular protection against carbonyl stress.	2002 Feb 1	11853687
Passive cigarette smoke and the renal glyoxalase system.	2002 Jan	11936840
Crosslinking by advanced glycation end products increases the stiffness of the collagen network in human articular cartilage: a possible mechanism through which age is a risk factor for osteoarthritis.	2002 Jan	11822407
Lipid peroxidation contributes to immune reactions associated with alcoholic liver disease.	2002 Jan 1	11755315
Methylglyoxal enhances cisplatin-induced cytotoxicity by activating protein kinase Cdelta.	2002 Jan 25	11707430
Glucocorticoids and polyamine inhibitors synergize to kill human leukemic CEM cells.	2002 Jan-Feb	11922393
Improved insulin sensitivity is associated with restricted intake of dietary glycoxidation products in the db/db mouse.	2002 Jul	12086936
Alterations in renal mitochondrial respiration in response to the reactive oxoaldehyde methylglyoxal.	2002 Jul	12060586
Identification and quantification of major maillard cross-links in human serum albumin and lens protein. Evidence for glucosepane as the dominant compound.	2002 Jul 12	11978796
Inactivation of cellular enzymes by carbonyls and protein-bound glycation/glycoxidation products.	2002 Jul 15	12139975
D-Lactate transport and metabolism in rat liver mitochondria.	2002 Jul 15	11955284
Improving 1,3-propanediol production from glycerol in a metabolically engineered Escherichia coli by reducing accumulation of sn-glycerol-3-phosphate.	2002 Jul-Aug	12153300
Conversion of Amadori products of the Maillard reaction to N(epsilon)-(carboxymethyl)lysine by short-term heating: possible detection of artifacts by immunohistochemistry.	2002 Jun	12065691
Effect of pyridoxamine on chemical modification of proteins by carbonyls in diabetic rats: characterization of a major product from the reaction of pyridoxamine and methylglyoxal.	2002 Jun 1	12051689
Effects of modifications of alpha-crystallin on its chaperone and other properties.	2002 Jun 15	12049635
Methanococcus jannaschii uses a pyruvoyl-dependent arginine decarboxylase in polyamine biosynthesis.	2002 Jun 28	11980912
Effects of thermal denaturation on protein glycation.	2002 Mar 1	12002523
Increased methylglyoxal and oxidative stress in hypertensive rat vascular smooth muscle cells.	2002 Mar 1	11897769
Feasibility of collection and analysis of airborne carbonyls by on-sorbent derivatization and thermal desorption.	2002 Mar 15	11922289
Assessment of antibody responses to antigens of Mycobacterium tuberculosis and Cysticercus cellulosae in cerebrospinal fluid of chronic meningitis patients for definitive diagnosis as TBM/NCC by passive hemagglutination and immunoblot assays.	2002 Mar 25	11985970
Qualitative determination of specific protein glycation products by matrix-assisted laser desorption/ionization mass spectrometry Peptide mapping.	2002 Mar 27	11902972
A possible regulatory role of glyoxalase I in cell viability of human prostate cancer.	2002 May	12086016
Advanced glycation end product precursors impair epidermal growth factor receptor signaling.	2002 May	11978653
Substrate-induced up-regulation of aldose reductase by methylglyoxal, a reactive oxoaldehyde elevated in diabetes.	2002 May	11961137
Ambient air measurement of acrolein and other carbonyls at the Oakland-San Francisco Bay Bridge toll plaza.	2002 May 15	12038834
Chromatographic assay of glycation adducts in human serum albumin glycated in vitro by derivatization with 6-aminoquinolyl-N-hydroxysuccinimidyl-carbamate and intrinsic fluorescence.	2002 May 15	11988071
Expression of rat liver glutathione-S-transferase GSTA5 in cell lines provides increased resistance to alkylating agents and toxic aldehydes.	2002 May 20	12076520
New stereoselective reaction of methylglyoxal with 2-aminopyridine and adenine derivatives: formation of imino acid-nucleic base derivatives in water under mild conditions.	2002 May 21	12122691
Modulation of heat-shock protein 27 (Hsp27) anti-apoptotic activity by methylglyoxal modification.	2002 Nov 29	12226095
Differing expression of enzymes of the glyoxalase system in superficial and invasive bladder carcinomas.	2002 Sep	12204678

Patents

Name

Type

Language

PYRUVALDEHYDE

Systematic Name

English

2-OXOPROPIONALDEHYDE

Systematic Name

English

NSC-337790

Code

English

NSC-79019

Code

English

PYRUVIC ALDEHYDE

Common Name

English

2-OXOPROPANAL

Systematic Name

English

ACETYL FORMALDEHYDE

Systematic Name

English

2-KETOPROPIONALDEHYDE

Systematic Name

English

PYRUVALDEHYDE [FHFI]

Common Name

English

FEMA NO. 2969

Code

English

Methylglyoxal [WHO-DD]

Common Name

English

METHYLGLYOXAL [MI]

Common Name

English

METHYL GLYOXAL [HSDB]

Common Name

English

METHYL GLYOXAL

Systematic Name

English

ACETYLFORMYL

Common Name

English

METHYLGLYOXAL [IARC]

Common Name

English

.ALPHA.-KETOPROPIONALDEHYDE

Systematic Name

English

METHYLGLYOXAL

Systematic Name

English

NSC-626580

Code

English

Classification Tree Code System Code

JECFA EVALUATION

PYRUVALDEHYDE