Home Aldehydes Succinic semialdehyde

Succinic semialdehyde

CAS No.:
692-29-5
Catalog Number:
AG003UGE
Molecular Formula:
C4H6O3
Molecular Weight:
102.0886
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
50mg
1 week
United States
$128
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250mg
1 week
United States
$246
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Product Description
Catalog Number:
AG003UGE
Chemical Name:
Succinic semialdehyde
CAS Number:
692-29-5
Molecular Formula:
C4H6O3
Molecular Weight:
102.0886
MDL Number:
MFCD00010579
IUPAC Name:
4-oxobutanoic acid
InChI:
InChI=1S/C4H6O3/c5-3-1-2-4(6)7/h3H,1-2H2,(H,6,7)
InChI Key:
UIUJIQZEACWQSV-UHFFFAOYSA-N
SMILES:
O=CCCC(=O)O
UNII:
M73BX3CPMU
Properties
Complexity:
77  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
102.032g/mol
Formal Charge:
0
Heavy Atom Count:
7  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
102.089g/mol
Monoisotopic Mass:
102.032g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
54.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.8  
Literature
Title Journal
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Possible long-term effects of γ-hydroxybutyric acid (GHB) due to neurotoxicity and overdose. Neuroscience and biobehavioral reviews 20120401
A novel ALDH5A1 mutation in a patient with succinic semialdehyde dehydrogenase deficiency. Pathology 20120401
Crystallization and preliminary X-ray crystallographic studies of succinic semialdehyde dehydrogenase from Streptococcus pyogenes. Acta crystallographica. Section F, Structural biology and crystallization communications 20120301
A boy with a severe phenotype of succinic semialdehyde dehydrogenase deficiency. Brain & development 20120201
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Succinic semialdehyde dehydrogenase is involved in the robust patterning of Arabidopsis leaves along the adaxial-abaxial axis. Plant & cell physiology 20110801
Common features and differences in the expression of the three genes forming the UGA regulon in Saccharomyces cerevisiae. Biochemical and biophysical research communications 20110715
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Familial 6p22.2 duplication associates with mild developmental delay and increased SSADH activity. American journal of medical genetics. Part B, Neuropsychiatric genetics : the official publication of the International Society of Psychiatric Genetics 20110601
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Analysis of the Aspergillus fumigatus proteome reveals metabolic changes and the activation of the pseurotin A biosynthesis gene cluster in response to hypoxia. Journal of proteome research 20110506
On the chemical mechanism of succinic semialdehyde dehydrogenase (GabD1) from Mycobacterium tuberculosis. Archives of biochemistry and biophysics 20110501
GABA metabolism pathway genes, UGA1 and GAD1, regulate replicative lifespan in Saccharomyces cerevisiae. Biochemical and biophysical research communications 20110401
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The bZIP transcription factor MoAP1 mediates the oxidative stress response and is critical for pathogenicity of the rice blast fungus Magnaporthe oryzae. PLoS pathogens 20110201
Glutamate synthase, but not GABA shunt enzymes, contributes to nitrogen metabolism of the sheep abomasal nematode parasites Haemonchus contortus and Teladorsagia circumcincta. Experimental parasitology 20110101
A modified rapid enzymatic microtiter plate assay for the quantification of intracellular γ-aminobutyric acid and succinate semialdehyde in bacterial cells. Journal of microbiological methods 20110101
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Aberrant GABA(A) receptor-mediated inhibition in cortico-thalamic networks of succinic semialdehyde dehydrogenase deficient mice. PloS one 20110101
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Cerebellar atrophy in human and murine succinic semialdehyde dehydrogenase deficiency. Journal of child neurology 20101201
Plasticity of postsynaptic, but not presynaptic, GABAB receptors in SSADH deficient mice. Experimental neurology 20100901
Metabolic alterations in organic acids and gamma-aminobutyric acid in developing tomato (Solanum lycopersicum L.) fruits. Plant & cell physiology 20100801
Production of poly(3-hydroxybutyrate-co-4-hydroxybutyrate) from unrelated carbon sources by metabolically engineered Escherichia coli. Metabolic engineering 20100701
Head bobbing due to succinic semialdehyde dehydrogenase deficiency. Neurology 20100615
Effect of gene dosage on single-cell hippocampal electrophysiology in a murine model of SSADH deficiency (gamma-hydroxybutyric aciduria). Epilepsy research 20100601
Sleep disorders in succinic semialdehyde dehydrogenase deficiency: a family report. European journal of paediatric neurology : EJPN : official journal of the European Paediatric Neurology Society 20100501
Atlas of rice grain filling-related metabolism under high temperature: joint analysis of metabolome and transcriptome demonstrated inhibition of starch accumulation and induction of amino acid accumulation. Plant & cell physiology 20100501
Neuropathology in succinic semialdehyde dehydrogenase deficiency. Pediatric neurology 20100401
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Glycolysis and the tricarboxylic acid cycle are linked by alanine aminotransferase during hypoxia induced by waterlogging of Lotus japonicus. Plant physiology 20100301
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Complete genome sequence and lifestyle of black-pigmented Corynebacterium aurimucosum ATCC 700975 (formerly C. nigricans CN-1) isolated from a vaginal swab of a woman with spontaneous abortion. BMC genomics 20100101
The X-ray crystal structure of Escherichia coli succinic semialdehyde dehydrogenase; structural insights into NADP+/enzyme interactions. PloS one 20100101
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Interaction with diurnal and circadian regulation results in dynamic metabolic and transcriptional changes during cold acclimation in Arabidopsis. PloS one 20100101
Targeting the OB-Folds of Replication Protein A with Small Molecules. Journal of nucleic acids 20100101
Polysomnographic abnormalities in succinic semialdehyde dehydrogenase (SSADH) deficiency. Sleep 20091201
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Metabolite profiling reveals YihU as a novel hydroxybutyrate dehydrogenase for alternative succinic semialdehyde metabolism in Escherichia coli. The Journal of biological chemistry 20090612
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The plant Apolipoprotein D ortholog protects Arabidopsis against oxidative stress. BMC plant biology 20080101
Mutants of GABA transaminase (POP2) suppress the severe phenotype of succinic semialdehyde dehydrogenase (ssadh) mutants in Arabidopsis. PloS one 20080101
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Global transcriptional responses of Pseudomonas syringae DC3000 to changes in iron bioavailability in vitro. BMC microbiology 20080101
Altered cerebral glucose and acetate metabolism in succinic semialdehyde dehydrogenase-deficient mice: evidence for glial dysfunction and reduced glutamate/glutamine cycling. Journal of neurochemistry 20071201
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Evidence for oxidative stress in tissues derived from succinate semialdehyde dehydrogenase-deficient mice. Journal of inherited metabolic disease 20071001
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Lipid abnormalities in succinate semialdehyde dehydrogenase (Aldh5a1-/-) deficient mouse brain provide additional evidence for myelin alterations. Biochimica et biophysica acta 20070501
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Succinic semialdehyde couples stress response to quorum-sensing signal decay in Agrobacterium tumefaciens. Molecular microbiology 20061001
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Candidate gene analysis of the succinic semialdehyde dehydrogenase gene (ALDH5A1) in patients with idiopathic generalized epilepsy and photosensitivity. Neuroscience letters 20060424
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Health considerations regarding horizontal transfer of microbial transgenes present in genetically modified crops. Journal of biomedicine & biotechnology 20050101
Brain succinic semialdehyde dehydrogenase. Reactions of sulfhydryl residues connected with catalytic activity. European journal of biochemistry 20041201
Absence seizures in succinic semialdehyde dehydrogenase deficient mice: a model of juvenile absence epilepsy. Pharmacology, biochemistry, and behavior 20041101
The assimilation of gamma-butyrolactone in Agrobacterium tumefaciens C58 interferes with the accumulation of the N-acyl-homoserine lactone signal. Molecular plant-microbe interactions : MPMI 20040901
Emerging experimental therapeutics for bipolar disorder: insights from the molecular and cellular actions of current mood stabilizers. Molecular psychiatry 20040801
Seizure evolution and amino acid imbalances in murine succinate semialdehyde dehydrogenase (SSADH) deficiency. Neurobiology of disease 20040801
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The ALDH gene superfamily of Arabidopsis. Trends in plant science 20040801
A functional polymorphism in the succinate-semialdehyde dehydrogenase (aldehyde dehydrogenase 5 family, member A1) gene is associated with cognitive ability. Molecular psychiatry 20040601
Photosensitive absence epilepsy with myoclonias and heterozygosity for succinic semialdehyde dehydrogenase (SSADH) deficiency. Clinical neurophysiology : official journal of the International Federation of Clinical Neurophysiology 20040601
Clinical aspects of the disorders of GABA metabolism in children. Current opinion in neurology 20040401
Monitoring gamma-hydroxybutyric acid levels in succinate-semialdehyde dehydrogenase deficiency. Annals of neurology 20040401
The molecular basis of succinic semialdehyde dehydrogenase deficiency in one family. Molecular genetics and metabolism 20040401
Liver-directed adenoviral gene transfer in murine succinate semialdehyde dehydrogenase deficiency. Molecular therapy : the journal of the American Society of Gene Therapy 20040401
Proton MR spectroscopy in succinic semialdehyde dehydrogenase deficiency. Neurology 20040323
Mental retardation and hypotonia seen in the knock out mouse for Canavan disease is not due to succinate semialdehyde dehydrogenase deficiency. Neuroscience letters 20040318
Detoxication of the environmental pollutant acrolein by a rat liver aldo-keto reductase. Toxicology letters 20040314
GABA in plants: just a metabolite? Trends in plant science 20040301
Reliable, sensitive, rapid and quantitative enzyme-based assay for gamma-hydroxybutyric acid (GHB). Journal of forensic sciences 20040301
8-cyclopentadienyltricarbonyl 99mtc 8-oxooctanoic acid: a novel radiotracer for evaluation of medium chain fatty acid metabolism in the liver. Bioconjugate chemistry 20040101
Sedation with 4-hydroxybutyric acid: a potential pitfall in the diagnosis of SSADH deficiency. Journal of inherited metabolic disease 20040101
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Mutational spectrum of the succinate semialdehyde dehydrogenase (ALDH5A1) gene and functional analysis of 27 novel disease-causing mutations in patients with SSADH deficiency. Human mutation 20031201
Steady-state kinetics and molecular evolution of Escherichia coli MenD [(1R,6R)-2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate synthase], an anomalous thiamin diphosphate-dependent decarboxylase-carboligase. Biochemistry 20031125
Monitoring of 4-hydroxybutyric acid levels in body fluids during vigabatrin treatment in succinic semialdehyde dehydrogenase deficiency. Annals of neurology 20031101
A novel gamma-hydroxybutyrate dehydrogenase: identification and expression of an Arabidopsis cDNA and potential role under oxygen deficiency. The Journal of biological chemistry 20031017
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[A case of succinic semialdehyde dehydrogenase deficiency]. Zhonghua er ke za zhi = Chinese journal of pediatrics 20030901
Effect of valproic acid on the urinary metabolic profile of a patient with succinic semialdehyde dehydrogenase deficiency. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20030715
Oxidation of 4-hydroxy-2-nonenal by succinic semialdehyde dehydrogenase (ALDH5A). Journal of neurochemistry 20030701
Clinical spectrum of succinic semialdehyde dehydrogenase deficiency. Neurology 20030513
Cloning and characterization of a gene cluster involved in tetrahydrofuran degradation in Pseudonocardia sp. strain K1. Archives of microbiology 20030401
The altered expression of GABA shunt enzymes in the gerbil hippocampus before and after seizure generation. Neurochemistry international 20030201
Substrate specificity of mouse aldo-keto reductase AKR7A5. Chemico-biological interactions 20030201
A relational database for the discovery of genes encoding amino acid biosynthetic enzymes in pathogenic fungi. Comparative and functional genomics 20030201
Inhibition of succinic semialdehyde dehydrogenase activity by alkenal products of lipid peroxidation. Biochimica et biophysica acta 20030120
Dietary protein restriction causes modification in aluminum-induced alteration in glutamate and GABA system of rat brain. BMC neuroscience 20030101
GABA, gamma-hydroxybutyric acid, and neurological disease. Annals of neurology 20030101
Vigabatrin and newer interventions in succinic semialdehyde dehydrogenase deficiency. Annals of neurology 20030101
Succinic semialdehyde dehydrogenase deficiency in children and adults. Annals of neurology 20030101
Murine succinate semialdehyde dehydrogenase deficiency. Annals of neurology 20030101
[Dynamics of local oxygen consumption an extraction under the condition of altered oxygen turnover in humans during head-down bed rest]. Aviakosmicheskaia i ekologicheskaia meditsina = Aerospace and environmental medicine 20030101
Phytol, SSADH inhibitory diterpenoid of Lactuca sativa. Archives of pharmacal research 20021001
Prenatal diagnosis of succinate semialdehyde dehydrogenase deficiency in non-identical twins. Journal of inherited metabolic disease 20021001
Novel homodimeric and heterodimeric rat gamma-hydroxybutyrate synthases that associate with the Golgi apparatus define a distinct subclass of aldo-keto reductase 7 family proteins. The Biochemical journal 20020915
Rapid and sensitive detection of urinary 4-hydroxybutyric acid and its related compounds by gas chromatography-mass spectrometry in a patient with succinic semialdehyde dehydrogenase deficiency. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20020825
Selective involvement of the globus pallidus and dentate nucleus in succinic semialdehyde dehydrogenase deficiency. Pediatric radiology 20020801
Structure of human succinic semialdehyde dehydrogenase gene: identification of promoter region and alternatively processed isoforms. Molecular genetics and metabolism 20020801
Spatial and temporal alterations in the GABA shunt in the gerbil hippocampus following transient ischemia. Brain research 20020719
Characterisation of a novel mouse liver aldo-keto reductase AKR7A5. FEBS letters 20020717
Therapeutic intervention in mice deficient for succinate semialdehyde dehydrogenase (gamma-hydroxybutyric aciduria). The Journal of pharmacology and experimental therapeutics 20020701
GabR, a member of a novel protein family, regulates the utilization of gamma-aminobutyrate in Bacillus subtilis. Molecular microbiology 20020701
Purification and characterization of aminobutyraldehyde dehydrogenase from Arthrobacter Sp. TMP-1. Journal of biochemistry, molecular biology, and biophysics : JBMBB : the official journal of the Federation of Asian and Oceanian Biochemists and Molecular Biologists (FAOBMB) 20020601
Focal neurometabolic alterations in mice deficient for succinate semialdehyde dehydrogenase. Journal of neurochemistry 20020401
Production of gamma-hydroxybutyric acid in postmortem liver increases with time after death. Toxicology letters 20020328
Neuroleptic malignant syndrome in a patient with succinic semialdehyde dehydrogenase deficiency. Pharmacopsychiatry 20020101
Evidence that gamma-aminobutyric acid is a major nitrogen source during Cladosporium fulvum infection of tomato. Planta 20020101
Mutation analysis in a patient with succinic semialdehyde dehydrogenase deficiency: a compound heterozygote with 103-121del and 1460T > A of the ALDH5A1 gene. Human heredity 20020101
A unique mouse model for succinic semialdehyde dehydrogenase deficiency with implications for gamma hydroxybutyrate intoxication. The pharmacogenomics journal 20020101
[Changes in the level of short-chain volatile fatty acids and their aldehydes in oral air and fluid during inflammation of oral tissues]. Patologicheskaia fiziologiia i eksperimental'naia terapiia 20020101
Pharmacologic rescue of lethal seizures in mice deficient in succinate semialdehyde dehydrogenase. Nature genetics 20011001
Prenatal diagnosis of succinic semialdehyde dehydrogenase deficiency: increased accuracy employing DNA, enzyme, and metabolite analyses. Molecular genetics and metabolism 20010301
The first case of 4-hydroxybutyric aciduria in Japan. Brain & development 20010301
Brain succinic semialdehyde dehydrogenase: identification of reactive lysyl residues labeled with pyridoxal-5'-phosphate. Journal of neurochemistry 20010201
Expression of a glutamate decarboxylase homologue is required for normal oxidative stress tolerance in Saccharomyces cerevisiae. The Journal of biological chemistry 20010105
Major differences exist in the function and tissue-specific expression of human aflatoxin B1 aldehyde reductase and the principal human aldo-keto reductase AKR1 family members. The Biochemical journal 19991015
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