(2r, 3s)-2-hydroxybutane-1,2,3-tricarboxylate;2-hydroxybutane-1,2,3-tricarboxylate;2-methylcitrate

(2r, 3s)-2-hydroxybutane-1,2,3-tricarboxylate;2-hydroxybutane-1,2,3-tricarboxylate;2-methylcitrate is a lipid of Fatty Acyls (FA) class.

Cross Reference

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

Current reference collection contains 221 references associated with (2r, 3s)-2-hydroxybutane-1,2,3-tricarboxylate;2-hydroxybutane-1,2,3-tricarboxylate;2-methylcitrate in LipidPedia. Due to lack of full text of references or no associated biomedical terms are recognized in our current text-mining method, we cannot extract any biomedical terms related to diseases, pathways, locations, functions, genes, lipids, and animal models from the associated reference collection.

Users can download the reference list at the bottom of this page and read the reference manually to find out biomedical information.


Here are additional resources we collected from PubChem and MeSH for (2r, 3s)-2-hydroxybutane-1,2,3-tricarboxylate;2-hydroxybutane-1,2,3-tricarboxylate;2-methylcitrate

Possible diseases from mapped MeSH terms on references

We collected disease MeSH terms mapped to the references associated with (2r, 3s)-2-hydroxybutane-1,2,3-tricarboxylate;2-hydroxybutane-1,2,3-tricarboxylate;2-methylcitrate

MeSH term MeSH ID Detail
Vision Disorders D014786 10 associated lipids
Metabolism, Inborn Errors D008661 46 associated lipids
Amino Acid Metabolism, Inborn Errors D000592 16 associated lipids
Pregnancy Complications D011248 19 associated lipids
Mitochondrial Diseases D028361 25 associated lipids
Total 5

PubChem Biomolecular Interactions and Pathways

All references with (2r, 3s)-2-hydroxybutane-1,2,3-tricarboxylate;2-hydroxybutane-1,2,3-tricarboxylate;2-methylcitrate

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Authors Title Published Journal PubMed Link
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Wilson KA et al. Inter-relations between 3-hydroxypropionate and propionate metabolism in rat liver: relevance to disorders of propionyl-CoA metabolism. 2017 Am. J. Physiol. Endocrinol. Metab. pmid:28634175
Lee SK and Keasling JD A propionate-inducible expression system for enteric bacteria. 2005 Appl. Environ. Microbiol. pmid:16269719
Brämer CO et al. Identification of the 2-methylcitrate pathway involved in the catabolism of propionate in the polyhydroxyalkanoate-producing strain Burkholderia sacchari IPT101(T) and analysis of a mutant accumulating a copolyester with higher 3-hydroxyvalerate content. 2002 Appl. Environ. Microbiol. pmid:11772636
Peplinski K et al. Investigations on the microbial catabolism of the organic sulfur compounds TDP and DTDP in Ralstonia eutropha H16 employing DNA microarrays. 2010 Appl. Microbiol. Biotechnol. pmid:20924576
Horswill AR and Escalante-Semerena JC In vitro conversion of propionate to pyruvate by Salmonella enterica enzymes: 2-methylcitrate dehydratase (PrpD) and aconitase Enzymes catalyze the conversion of 2-methylcitrate to 2-methylisocitrate. 2001 Biochemistry pmid:11294638
Park JM et al. Genome-scale reconstruction and in silico analysis of the Ralstonia eutropha H16 for polyhydroxyalkanoate synthesis, lithoautotrophic growth, and 2-methyl citric acid production. 2011 BMC Syst Biol pmid:21711532
Pereira EM et al. Disruption of the 2-methylcitric acid cycle and evaluation of poly-3-hydroxybutyrate-co-3-hydroxyvalerate biosynthesis suggest alternate catabolic pathways of propionate in Burkholderia sacchari. 2009 Can. J. Microbiol. pmid:19767840
Imataka G et al. Novel c.2216T > C (p.I739T) mutation in exon 13 and c.1481T > A (p.L494X) mutation in exon 8 of MUT gene in a female with methylmalonic acidemia. 2013 Cell Biochem. Biophys. pmid:23479330
Zhang Y et al. Prenatal diagnosis of methylmalonic aciduria by analysis of organic acids and total homocysteine in amniotic fluid. 2008 Chin. Med. J. pmid:18298912
Turgeon CT et al. Determination of total homocysteine, methylmalonic acid, and 2-methylcitric acid in dried blood spots by tandem mass spectrometry. 2010 Clin. Chem. pmid:20807894
Lee SH et al. Roles of the glyoxylate and methylcitrate cycles in sexual development and virulence in the cereal pathogen Gibberella zeae. 2009 Eukaryotic Cell pmid:19525419
Scalabrino G et al. Enhanced levels of biochemical markers for cobalamin deficiency in totally gastrectomized rats: uncoupling of the enhancement from the severity of spongy vacuolation in spinal cord. 1997 Exp. Neurol. pmid:9168827
Henning BF et al. Long-term effects of vitamin B(12), folate, and vitamin B(6) supplements in elderly people with normal serum vitamin B(12) concentrations. 2001 Jan-Feb Gerontology pmid:11244289
Campbell CD et al. Two newborns with nutritional vitamin B12 deficiency: challenges in newborn screening for vitamin B12 deficiency. 2005 Haematologica pmid:16464760
Guenzel AJ et al. Long-term sex-biased correction of circulating propionic acidemia disease markers by adeno-associated virus vectors. 2015 Hum. Gene Ther. pmid:25654275
Chandler RJ et al. Adeno-associated virus serotype 8 gene transfer rescues a neonatal lethal murine model of propionic acidemia. 2011 Hum. Gene Ther. pmid:20950151
Rocco CJ and Escalante-Semerena JC In Salmonella enterica, 2-methylcitrate blocks gluconeogenesis. 2010 J. Bacteriol. pmid:19948794
Grimek TL and Escalante-Semerena JC The acnD genes of Shewenella oneidensis and Vibrio cholerae encode a new Fe/S-dependent 2-methylcitrate dehydratase enzyme that requires prpF function in vivo. 2004 J. Bacteriol. pmid:14702315
Claes WA et al. Identification of two prpDBC gene clusters in Corynebacterium glutamicum and their involvement in propionate degradation via the 2-methylcitrate cycle. 2002 J. Bacteriol. pmid:11976302
Horswill AR and Escalante-Semerena JC Salmonella typhimurium LT2 catabolizes propionate via the 2-methylcitric acid cycle. 1999 J. Bacteriol. pmid:10482501
London RE et al. Carbon-13 nuclear magnetic resonance study of metabolism of propionate by Escherichia coli. 1999 J. Bacteriol. pmid:10348870
Horswill AR et al. Studies of propionate toxicity in Salmonella enterica identify 2-methylcitrate as a potent inhibitor of cell growth. 2001 J. Biol. Chem. pmid:11376009
Okun JG et al. Neurodegeneration in methylmalonic aciduria involves inhibition of complex II and the tricarboxylic acid cycle, and synergistically acting excitotoxicity. 2002 J. Biol. Chem. pmid:11847233
Peters H et al. A knock-out mouse model for methylmalonic aciduria resulting in neonatal lethality. 2003 J. Biol. Chem. pmid:14555645
Kölker S et al. Methylmalonic acid, a biochemical hallmark of methylmalonic acidurias but no inhibitor of mitochondrial respiratory chain. 2003 J. Biol. Chem. pmid:12972416
Plassmeier J et al. Investigation of central carbon metabolism and the 2-methylcitrate cycle in Corynebacterium glutamicum by metabolic profiling using gas chromatography-mass spectrometry. 2007 J. Biotechnol. pmid:17586079
Plassmeier J et al. Molecular characterization of PrpR, the transcriptional activator of propionate catabolism in Corynebacterium glutamicum. 2012 J. Biotechnol. pmid:21933687
Krawczyk H and Gradowska W 1H NMR spectra of methylcitric acid in urine. 2007 J. Inherit. Metab. Dis. pmid:17295121
Amaral AU et al. 2-Methylcitric acid impairs glutamate metabolism and induces permeability transition in brain mitochondria. 2016 J. Neurochem. pmid:26800654
Zwart SR et al. Vision changes after spaceflight are related to alterations in folate- and vitamin B-12-dependent one-carbon metabolism. 2012 J. Nutr. pmid:22298570
Chittori S et al. Crystal structure of Salmonella typhimurium 2-methylcitrate synthase: Insights on domain movement and substrate specificity. 2011 J. Struct. Biol. pmid:20970504
Naurath HJ et al. Effects of vitamin B12, folate, and vitamin B6 supplements in elderly people with normal serum vitamin concentrations. 1995 Lancet pmid:7603218
Allen RH et al. Elevation of 2-methylcitric acid I and II levels in serum, urine, and cerebrospinal fluid of patients with cobalamin deficiency. 1993 Metab. Clin. Exp. pmid:8345822
Ewering C et al. Metabolic engineering of strains of Ralstonia eutropha and Pseudomonas putida for biotechnological production of 2-methylcitric acid. 2006 Metab. Eng. pmid:16876450
Pronk JT et al. Propionate metabolism in Saccharomyces cerevisiae: implications for the metabolon hypothesis. 1994 Microbiology (Reading, Engl.) pmid:7912143

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