Malonic acid

Malonic acid is a lipid of Fatty Acyls (FA) class. Malonic acid is associated with abnormalities such as Malonic aciduria. The involved functions are known as Vmax, Regulation, Biochemical Pathway, Citric Acid Cycle and intermediary metabolism. Malonic acid often locates in Body tissue, Mitochondria, soluble and NADH dehydrogenase complex. The associated genes with Malonic acid are ACACA gene, ACSF3 gene, Recombinant Proteins, NKS1 gene and Homologous Gene. The related lipids are Fatty Acids and Butyric Acid.

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Introduction

To understand associated biological information of Malonic acid, we collected biological information of abnormalities, associated pathways, cellular/molecular locations, biological functions, related genes/proteins, lipids and common seen animal/experimental models with organized paragraphs from literatures.

What diseases are associated with Malonic acid?

Malonic acid is suspected in Malonic aciduria and other diseases in descending order of the highest number of associated sentences.

Related references are mostly published in these journals:

Disease Cross reference Weighted score Related literature
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Possible diseases from mapped MeSH terms on references

We collected disease MeSH terms mapped to the references associated with Malonic acid

PubChem Associated disorders and diseases

What pathways are associated with Malonic acid

Lipid pathways are not clear in current pathway databases. We organized associated pathways with Malonic acid through full-text articles, including metabolic pathways or pathways of biological mechanisms.

Related references are published most in these journals:

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PubChem Biomolecular Interactions and Pathways

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What cellular locations are associated with Malonic acid?

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What functions are associated with Malonic acid?


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What lipids are associated with Malonic acid?

Related references are published most in these journals:

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What genes are associated with Malonic acid?

Related references are published most in these journals:


Gene Cross reference Weighted score Related literatures

What common seen animal models are associated with Malonic acid?

There are no associated biomedical information in the current reference collection.

NCBI Entrez Crosslinks

All references with Malonic acid

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Authors Title Published Journal PubMed Link
Vasquez-Robinet C et al. Physiological and molecular adaptations to drought in Andean potato genotypes. 2008 J. Exp. Bot. pmid:18535297
Merewitz EB et al. Elevated cytokinin content in ipt transgenic creeping bentgrass promotes drought tolerance through regulating metabolite accumulation. 2012 J. Exp. Bot. pmid:22131157
Lahnsteiner F et al. Sperm metabolism of the telost fishes Chalcalburnus chalcoides and Oncorhynchus mykiss and its relation to motility and viability. 1999 J. Exp. Zool. pmid:10451423
Chandra R et al. Isolation and characterization of bacterial strains Paenibacillus sp. and Bacillus sp. for kraft lignin decolorization from pulp paper mill waste. 2008 J. Gen. Appl. Microbiol. pmid:19164883
Cox RB and Quayle JR Synthesis and hydrolysis of malyl-coenzyme A by Pseudomonas AM1: an apparent malate synthase activity. 1976 J. Gen. Microbiol. pmid:956773
Janssen PH and Harfoot CG Isolation of a Citrobacter species able to grow on malonate under strictly anaerobic conditions. 1990 J. Gen. Microbiol. pmid:2384742
Ferchichi M et al. Production of methanethiol from methionine by Brevibacterium linens CNRZ 918. 1985 J. Gen. Microbiol. pmid:3989511
Zhang X et al. Degradation of 17alpha-ethinylestradiol in aqueous solution by ozonation. 2006 J. Hazard. Mater. pmid:16387433
Bian W et al. The intermediate products in the degradation of 4-chlorophenol by pulsed high voltage discharge in water. 2011 J. Hazard. Mater. pmid:21802204
Issabayeva G et al. Continuous adsorption of lead ions in a column packed with palm shell activated carbon. 2008 J. Hazard. Mater. pmid:18179867
Cui YH et al. Comparison of various organic compounds destruction on rare earths doped Ti/Sb-SnO2 electrodes. 2012 J. Hazard. Mater. pmid:23022412
Gao J et al. Determination of 1-naphthylamine by using oscillating chemical reaction. 2007 J. Hazard. Mater. pmid:17097225
Fleck J et al. Intrastriatal malonate administration induces convulsive behaviour in rats. 2004 J. Inherit. Metab. Dis. pmid:15159652
Salomons GS et al. Clinical, enzymatic and molecular characterization of nine new patients with malonyl-coenzyme A decarboxylase deficiency. 2007 J. Inherit. Metab. Dis. pmid:17186413
Matalon R et al. Malonic aciduria and cardiomyopathy. 1993 J. Inherit. Metab. Dis. pmid:7609455
Buyukgebiz B et al. Fatal neonatal malonic aciduria. 1998 J. Inherit. Metab. Dis. pmid:9501274
Gregg AR et al. Combined malonic and methylmalonic aciduria with normal malonyl-coenzyme A decarboxylase activity: a case supporting multiple aetiologies. 1998 J. Inherit. Metab. Dis. pmid:9700595
Brown GK et al. Malonyl coenzyme A decarboxylase deficiency. 1984 J. Inherit. Metab. Dis. pmid:6145813
Wanders RJ et al. The enzymology of mitochondrial fatty acid beta-oxidation and its application to follow-up analysis of positive neonatal screening results. 2010 J. Inherit. Metab. Dis. pmid:20490924
Mirandola SR et al. Methylmalonate inhibits succinate-supported oxygen consumption by interfering with mitochondrial succinate uptake. 2008 J. Inherit. Metab. Dis. pmid:18213522
O'Brien DP et al. Malonic aciduria in Maltese dogs: normal methylmalonic acid concentrations and malonyl-CoA decarboxylase activity in fibroblasts. 1999 J. Inherit. Metab. Dis. pmid:10604140
Hanif M et al. From hydrolytically labile to hydrolytically stable Ru(II)-arene anticancer complexes with carbohydrate-derived co-ligands. 2011 J. Inorg. Biochem. pmid:21194622
Cutbush SD et al. The antitumor complex ethylenediamine platinum (II) malonate: x-ray structure analysis, and studies of its stability in solution. 1983 J. Inorg. Biochem. pmid:6875536
Creaven BS et al. Synthesis, characterisation and antimicrobial activity of copper(II) and manganese(II) complexes of coumarin-6,7-dioxyacetic acid (cdoaH2) and 4-methylcoumarin-6,7-dioxyacetic acid (4-MecdoaH2): X-ray crystal structures of [Cu(cdoa)(phen)2].8.8H(2)O and [Cu(4-Mecdoa)(phen)2].13H2O (phen=1,10-phenanthroline). 2007 J. Inorg. Biochem. pmid:17555821
Eshkourfu R et al. Synthesis, characterization, cytotoxic activity and DNA binding properties of the novel dinuclear cobalt(III) complex with the condensation product of 2-acetylpyridine and malonic acid dihydrazide. 2011 J. Inorg. Biochem. pmid:21722616
Ainscough EW et al. Spectroscopic studies on copper (II) complexes of human lactoferrin. 1983 J. Inorg. Biochem. pmid:6304246
Alsaadi BM et al. A pmr study of the effects of pH and anion and metal ion binding of the histidyl residues of ovotransferrin. 1981 J. Inorg. Biochem. pmid:7276935
ROSTENBERG A and GONZALEZ EL The inhibition of perspiration by means of the topical application of malonic acid salts. 1957 J. Invest. Dermatol. pmid:13491887
Hegardt FG et al. Inactivation of rat liver HMG-CoA reductase phosphatases by polycarboxylic acids. 1983 J. Lipid Res. pmid:6631216
Honda A et al. Highly sensitive quantification of serum malonate, a possible marker for de novo lipogenesis, by LC-ESI-MS/MS. 2009 J. Lipid Res. pmid:19403942
Gao J et al. Cloning and mutational analysis of human malonyl-coenzyme A decarboxylase. 1999 J. Lipid Res. pmid:9869665
Elliott DW et al. De-Pake-ing transform analysis of fully deuterated malonic acid. 2009 J. Magn. Reson. pmid:19608443
Kristensen JH et al. Separation of (2)H MAS NMR spectra by two-dimensional spectroscopy. 1999 J. Magn. Reson. pmid:10423369
Pandey MK et al. Composite-180° pulse-based symmetry sequences to recouple proton chemical shift anisotropy tensors under ultrafast MAS solid-state NMR spectroscopy. 2015 J. Magn. Reson. pmid:25497846
Kang J et al. Electronic g-factor measurement from ENDOR-induced EPR patterns: malonic acid and guanine hydrochloride dihydrate. 2003 J. Magn. Reson. pmid:14568523
Lee KH et al. Antitumor agents. 44. Bis(helenalinyl) esters and related derivatives as novel potent antileukemic agents. 1981 J. Med. Chem. pmid:7328595
Ye B et al. L-O-(2-malonyl)tyrosine: a new phosphotyrosyl mimetic for the preparation of Src homology 2 domain inhibitory peptides. 1995 J. Med. Chem. pmid:7473554
Kraker AJ et al. Anticancer activity in murine and human tumor cell lines of bis(platinum) complexes incorporating straight-chain aliphatic diamine linker groups. 1992 J. Med. Chem. pmid:1335074
Ward RA et al. Design and synthesis of novel lactate dehydrogenase A inhibitors by fragment-based lead generation. 2012 J. Med. Chem. pmid:22417091
Graf von Roedern E et al. Design and synthesis of malonic acid-based inhibitors of human neutrophil collagenase (MMP8). 1998 J. Med. Chem. pmid:9464365
Wilhelm A et al. 2-(3-Oxo-1,3-diphenylpropyl)malonic acids as potent allosteric ligands of the PIF pocket of phosphoinositide-dependent kinase-1: development and prodrug concept. 2012 J. Med. Chem. pmid:23106316
Hoffman HE et al. Hydroxamic acids as a novel family of serine racemase inhibitors: mechanistic analysis reveals different modes of interaction with the pyridoxal-5'-phosphate cofactor. 2009 J. Med. Chem. pmid:19791805
Burke TR et al. 4'-O-[2-(2-fluoromalonyl)]-L-tyrosine: a phosphotyrosyl mimic for the preparation of signal transduction inhibitory peptides. 1996 J. Med. Chem. pmid:8676336
Abraham DJ et al. Design, synthesis, and testing of potential antisickling agents. 4. Structure-activity relationships of benzyloxy and phenoxy acids. 1984 J. Med. Chem. pmid:6747995
Lange G et al. Requirements for specific binding of low affinity inhibitor fragments to the SH2 domain of (pp60)Src are identical to those for high affinity binding of full length inhibitors. 2003 J. Med. Chem. pmid:14613321
Alfares A et al. Combined malonic and methylmalonic aciduria: exome sequencing reveals mutations in the ACSF3 gene in patients with a non-classic phenotype. 2011 J. Med. Genet. pmid:21785126
Park SR et al. Enhanced flavonoid production in Streptomyces venezuelae via metabolic engineering. 2011 J. Microbiol. Biotechnol. pmid:22127124
Stieglitz K et al. Monitoring the transition from the T to the R state in E.coli aspartate transcarbamoylase by X-ray crystallography: crystal structures of the E50A mutant enzyme in four distinct allosteric states. 2004 J. Mol. Biol. pmid:15288791
Zara V et al. Biogenesis of the dicarboxylate carrier (DIC): translocation across the mitochondrial outer membrane and subsequent release from the TOM channel are membrane potential-independent. 2001 J. Mol. Biol. pmid:11502005
Zunszain PA et al. Crystallographic analysis of human serum albumin complexed with 4Z,15E-bilirubin-IXalpha. 2008 J. Mol. Biol. pmid:18602119
Chandrasekar S et al. Structure of the chloroplast signal recognition particle (SRP) receptor: domain arrangement modulates SRP-receptor interaction. 2008 J. Mol. Biol. pmid:18035371
Larson SB et al. Crystallographic structure of the T=1 particle of brome mosaic virus. 2005 J. Mol. Biol. pmid:15713465
Harris P The interpretation of the distribution of radioactivity between carboxyl and alkyl carbon in fatty acids, following exposure to 14C-labelled acetate or malonate. 1979 J. Mol. Cell. Cardiol. pmid:522139
Borutaite V et al. Kinetic analysis of changes in activity of heart mitochondrial oxidative phosphorylation system induced by ischemia. 1996 J. Mol. Cell. Cardiol. pmid:8930814
Lovell TM et al. Identification of a novel mammalian post-translational modification, phosphocholine, on placental secretory polypeptides. 2007 J. Mol. Endocrinol. pmid:17766644
Tang GL et al. Polyketide chain skipping mechanism in the biosynthesis of the hybrid nonribosomal peptide-polyketide antitumor antibiotic leinamycin in Streptomyces atroolivaceus S-140. 2006 J. Nat. Prod. pmid:16562841
Koeppen AH et al. Lipid labeling after intracerebral injection of radioactive malonic acid. 1980 J. Neurochem. pmid:7411143
Maciel EN et al. Mitochondrial permeability transition in neuronal damage promoted by Ca2+ and respiratory chain complex II inhibition. 2004 J. Neurochem. pmid:15312158
Greene JG and Greenamyre JT Exacerbation of NMDA, AMPA, and L-glutamate excitotoxicity by the succinate dehydrogenase inhibitor malonate. 1995 J. Neurochem. pmid:7536810
Maragos WF and Silverstein FS Inhibition of nitric oxide synthase activity attenuates striatal malonate lesions in rats. 1995 J. Neurochem. pmid:7536812
Mitzen EJ and Koeppen AH Malonate, malonyl-coenzyme A, and acetyl-coenzyme A in developing rat brain. 1984 J. Neurochem. pmid:6429279
Zeevalk GD et al. Energy stress-induced dopamine loss in glutathione peroxidase-overexpressing transgenic mice and in glutathione-depleted mesencephalic cultures. 1997 J. Neurochem. pmid:8978755
Connop BP et al. Malonate-induced degeneration of basal forebrain cholinergic neurons: attenuation by lamotrigine, MK-801, and 7-nitroindazole. 1997 J. Neurochem. pmid:9048766
Ferger B et al. Malonate-induced generation of reactive oxygen species in rat striatum depends on dopamine release but not on NMDA receptor activation. 1999 J. Neurochem. pmid:10461928
Xia XG et al. Dopamine mediates striatal malonate toxicity via dopamine transporter-dependent generation of reactive oxygen species and D2 but not D1 receptor activation. 2001 J. Neurochem. pmid:11595758
Hansson O et al. Partial resistance to malonate-induced striatal cell death in transgenic mouse models of Huntington's disease is dependent on age and CAG repeat length. 2001 J. Neurochem. pmid:11520890
Demougeot C et al. N-Acetylaspartate, a marker of both cellular dysfunction and neuronal loss: its relevance to studies of acute brain injury. 2001 J. Neurochem. pmid:11299303
Nixdorf WL et al. Enhancement of 3,4-methylenedioxymethamphetamine neurotoxicity by the energy inhibitor malonate. 2001 J. Neurochem. pmid:11299327
Ehrhart J and Zeevalk GD Hydrogen peroxide removal and glutathione mixed disulfide formation during metabolic inhibition in mesencephalic cultures. 2001 J. Neurochem. pmid:11413233
Koeppen AH and Riley KM Effect of free malonate on the utilization of glutamate by rat brain mitochondria. 1987 J. Neurochem. pmid:2881982
Rocha MA et al. Na(+)/H(+) exchanger inhibition modifies dopamine neurotransmission during normal and metabolic stress conditions. 2008 J. Neurochem. pmid:18363831
Beal MF et al. Age-dependent striatal excitotoxic lesions produced by the endogenous mitochondrial inhibitor malonate. 1993 J. Neurochem. pmid:7689641
Klivenyi P et al. Mice deficient in dihydrolipoamide dehydrogenase show increased vulnerability to MPTP, malonate and 3-nitropropionic acid neurotoxicity. 2004 J. Neurochem. pmid:15009635
Ehrhart J and Zeevalk GD Cooperative interaction between ascorbate and glutathione during mitochondrial impairment in mesencephalic cultures. 2003 J. Neurochem. pmid:12950457
Greene JG et al. Inhibition of succinate dehydrogenase by malonic acid produces an "excitotoxic" lesion in rat striatum. 1993 J. Neurochem. pmid:8360680
Vayer P et al. Conversion of gamma-hydroxybutyrate to gamma-aminobutyrate in vitro. 1985 J. Neurochem. pmid:2863327
Pang Z et al. Neuronal loss and cytoskeletal disruption following intrahippocampal administration of the metabolic inhibitor malonate: lack of protection by MK-801. 1996 J. Neurochem. pmid:8592116
Greene JG and Greenamyre JT Manipulation of membrane potential modulates malonate-induced striatal excitotoxicity in vivo. 1996 J. Neurochem. pmid:8592134
Schulz JB et al. Striatal malonate lesions are attenuated in neuronal nitric oxide synthase knockout mice. 1996 J. Neurochem. pmid:8667023
Moy LY et al. Role for dopamine in malonate-induced damage in vivo in striatum and in vitro in mesencephalic cultures. 2000 J. Neurochem. pmid:10737624
Hassel B et al. Cerebral dicarboxylate transport and metabolism studied with isotopically labelled fumarate, malate and malonate. 2002 J. Neurochem. pmid:12124442
Andreassen OA et al. Malonate and 3-nitropropionic acid neurotoxicity are reduced in transgenic mice expressing a caspase-1 dominant-negative mutant. 2000 J. Neurochem. pmid:10899963
Kaal EC et al. Chronic mitochondrial inhibition induces selective motoneuron death in vitro: a new model for amyotrophic lateral sclerosis. 2000 J. Neurochem. pmid:10693948
Alfinito PD et al. Adenosinergic protection of dopaminergic and GABAergic neurons against mitochondrial inhibition through receptors located in the substantia nigra and striatum, respectively. 2003 J. Neurosci. pmid:14645494
Huang QY et al. Adenosine A2A receptors in bone marrow-derived cells but not in forebrain neurons are important contributors to 3-nitropropionic acid-induced striatal damage as revealed by cell-type-selective inactivation. 2006 J. Neurosci. pmid:17079665
Klivenyi P et al. Mice deficient in cellular glutathione peroxidase show increased vulnerability to malonate, 3-nitropropionic acid, and 1-methyl-4-phenyl-1,2,5,6-tetrahydropyridine. 2000 J. Neurosci. pmid:10627575
Matthews RT et al. Neuroprotective effects of creatine and cyclocreatine in animal models of Huntington's disease. 1998 J. Neurosci. pmid:9412496
Huber R et al. Graded reoxygenation with chemical inhibition of oxidative phosphorylation improves posthypoxic recovery in murine hippocampal slices. 2004 J. Neurosci. Res. pmid:14743458
Stokes AH et al. Attenuation of malonate toxicity in primary mesencephalic cultures using the GABA transport blocker, NO-711. 2001 J. Neurosci. Res. pmid:11276050
Mattson MP et al. Brain injury and tumor necrosis factors induce calbindin D-28k in astrocytes: evidence for a cytoprotective response. 1995 J. Neurosci. Res. pmid:8583504
Zhang D et al. Synthesis of indenes by the transition metal-mediated carboannulation of alkynes. 2007 J. Org. Chem. pmid:17194107
Mao Z et al. Water-compatible iminium activation: highly enantioselective organocatalytic Michael addition of malonates to α,β-unsaturated enones. 2010 J. Org. Chem. pmid:20936828
Volonterio A and Zanda M Multicomponent, one-pot sequential synthesis of 1,3,5- and 1,3,5,5-substituted barbiturates. 2008 J. Org. Chem. pmid:18754580
Orellana A et al. A Diels-Alder-based total synthesis of (-)-kainic acid. 2012 J. Org. Chem. pmid:22551444
Duan S et al. Lewis acid-catalyzed diastereoselective hydroarylation of benzylidene malonic esters. 2009 J. Org. Chem. pmid:19518152
Kokubo K et al. Synthesis and regiochemistry of [60]fullerenyl 2-methylmalonate bisadducts and their facile electron-accepting properties. 2010 J. Org. Chem. pmid:20524640
Blaquiere N et al. Decarboxylative ketone aldol reactions: development and mechanistic evaluation under metal-free conditions. 2009 J. Org. Chem. pmid:20560569
Fan R et al. Tandem Knoevenagel-Michael addition of aryl sulfonimines with diethyl malonate for synthesis of arylidene dimalonates. 2007 J. Org. Chem. pmid:17585824
Yi C et al. An efficient and facile synthesis of highly substituted 2,6-dicyanoanilines. 2008 J. Org. Chem. pmid:18341285
Malik G et al. Aziridines from intramolecular alkene aziridination of sulfamates: reactivity toward carbon nucleophiles. application to the synthesis of spisulosine and its fluoro analogue. 2011 J. Org. Chem. pmid:21812488