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6061-96-7,MFCD01074482
Catalog No.:AA00EBRX

6061-96-7 | 2-METHYLCITRIC ACID

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1mg
≥95%
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$80.00   $56.00
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5mg
≥95%
in stock  
$159.00   $111.00
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10mg
≥95%
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$278.00   $194.00
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25mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00EBRX
Chemical Name:
2-METHYLCITRIC ACID
CAS Number:
6061-96-7
Molecular Formula:
C7H10O7
Molecular Weight:
206.1501
MDL Number:
MFCD01074482
SMILES:
OC(=O)CC(C(C(=O)O)C)(C(=O)O)O
Properties
Properties
 
Form:
Solid  
MP:
138-140ºC  
Storage:
2-8℃;Keep in dry area;  

Computed Properties
 
Complexity:
271  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
14  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
5  
Undefined Atom Stereocenter Count:
2  
XLogP3:
-1.4  

Literature

Title: Relationship between vitamin B12 and sensory and motor peripheral nerve function in older adults.

Journal: Journal of the American Geriatrics Society 20120601

Title: Molecular characterization of PrpR, the transcriptional activator of propionate catabolism in Corynebacterium glutamicum.

Journal: Journal of biotechnology 20120531

Title: Living-donor liver transplantation for propionic acidemia.

Journal: Pediatric transplantation 20120501

Title: Genome-wide transcriptional profiling of appressorium development by the rice blast fungus Magnaporthe oryzae.

Journal: PLoS pathogens 20120201

Title: Saturation diving alters folate status and biomarkers of DNA damage and repair.

Journal: PloS one 20120101

Title: Insights into the transposable mobilome of Paracoccus spp. (Alphaproteobacteria).

Journal: PloS one 20120101

Title: Complete genome sequence, lifestyle, and multi-drug resistance of the human pathogen Corynebacterium resistens DSM 45100 isolated from blood samples of a leukemia patient.

Journal: BMC genomics 20120101

Title: Variable carbon catabolism among Salmonella enterica serovar Typhi isolates.

Journal: PloS one 20120101

Title: A novel role of the PrpR as a transcription factor involved in the regulation of methylcitrate pathway in Mycobacterium tuberculosis.

Journal: PloS one 20120101

Title: Complete genome sequence of Allochromatium vinosum DSM 180(T).

Journal: Standards in genomic sciences 20111231

Title: Vitamin B12, cognition, and brain MRI measures: a cross-sectional examination.

Journal: Neurology 20110927

Title: Comparative and functional genomics of Rhodococcus opacus PD630 for biofuels development.

Journal: PLoS genetics 20110901

Title: Differential producibility analysis (DPA) of transcriptomic data with metabolic networks: deconstructing the metabolic response of M. tuberculosis.

Journal: PLoS computational biology 20110601

Title: Transcriptome analysis of Neisseria meningitidis in human whole blood and mutagenesis studies identify virulence factors involved in blood survival.

Journal: PLoS pathogens 20110501

Title: Adeno-associated virus serotype 8 gene transfer rescues a neonatal lethal murine model of propionic acidemia.

Journal: Human gene therapy 20110401

Title: Crystal structure of Salmonella typhimurium 2-methylcitrate synthase: Insights on domain movement and substrate specificity.

Journal: Journal of structural biology 20110401

Title: Development and implementation of an electronic interface for complex clinical laboratory instruments without a vendor-provided data transfer interface.

Journal: Journal of pathology informatics 20110101

Title: New developments in the treatment of hyperammonemia: emerging use of carglumic acid.

Journal: International journal of general medicine 20110101

Title: Genome-scale reconstruction and in silico analysis of the Ralstonia eutropha H16 for polyhydroxyalkanoate synthesis, lithoautotrophic growth, and 2-methyl citric acid production.

Journal: BMC systems biology 20110101

Title: Proteomic analysis reveals that iron availability alters the metabolic status of the pathogenic fungus Paracoccidioides brasiliensis.

Journal: PloS one 20110101

Title: Serum methionine metabolites are risk factors for metastatic prostate cancer progression.

Journal: PloS one 20110101

Title: Comparative genomics of the pathogenic ciliate Ichthyophthirius multifiliis, its free-living relatives and a host species provide insights into adoption of a parasitic lifestyle and prospects for disease control.

Journal: Genome biology 20110101

Title: Death of the TonB Shuttle Hypothesis.

Journal: Frontiers in microbiology 20110101

Title: Comparative genomics of Helicobacter pylori and the human-derived Helicobacter bizzozeronii CIII-1 strain reveal the molecular basis of the zoonotic nature of non-pylori gastric Helicobacter infections in humans.

Journal: BMC genomics 20110101

Title: Determination of total homocysteine, methylmalonic acid, and 2-methylcitric acid in dried blood spots by tandem mass spectrometry.

Journal: Clinical chemistry 20101101

Title: Investigations on the microbial catabolism of the organic sulfur compounds TDP and DTDP in Ralstonia eutropha H16 employing DNA microarrays.

Journal: Applied microbiology and biotechnology 20101101

Title: An automated phenotype-driven approach (GeneForce) for refining metabolic and regulatory models.

Journal: PLoS computational biology 20101001

Title: Drug off-target effects predicted using structural analysis in the context of a metabolic network model.

Journal: PLoS computational biology 20100901

Title: Vitamin B12 deficiency in African American and white octogenarians and centenarians in Georgia.

Journal: The journal of nutrition, health & aging 20100501

Title: Preliminary X-ray crystallographic analysis of 2-methylcitrate synthase from Salmonella typhimurium.

Journal: Acta crystallographica. Section F, Structural biology and crystallization communications 20100401

Title: The sex pheromone of the wasp spider Argiope bruennichi.

Journal: Angewandte Chemie (International ed. in English) 20100308

Title: Functioning in situ: gene expression in Methylotenera mobilis in its native environment as assessed through transcriptomics.

Journal: The ISME journal 20100301

Title: Volatile profiling reveals intracellular metabolic changes in Aspergillus parasiticus: veA regulates branched chain amino acid and ethanol metabolism.

Journal: BMC biochemistry 20100101

Title: Quinone-dependent D-lactate dehydrogenase Dld (Cg1027) is essential for growth of Corynebacterium glutamicum on D-lactate.

Journal: BMC microbiology 20100101

Title: Methylcitrate cycle activation during adaptation of Fusarium solani and Fusarium verticillioides to propionyl-CoA-generating carbon sources.

Journal: Microbiology (Reading, England) 20091201

Title: Evidence for catabolic pathway of propionate metabolism in CNS: expression pattern of methylmalonyl-CoA mutase and propionyl-CoA carboxylase alpha-subunit in developing and adult rat brain.

Journal: Neuroscience 20091201

Title: Adaptation to beta-myrcene catabolism in Pseudomonas sp. M1: an expression proteomics analysis.

Journal: Proteomics 20091101

Title: Roles of the glyoxylate and methylcitrate cycles in sexual development and virulence in the cereal pathogen Gibberella zeae.

Journal: Eukaryotic cell 20090801

Title: Microbial inactivation properties of a new antimicrobial/antithrombotic catheter lock solution (citrate/methylene blue/parabens).

Journal: Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20090601

Title: 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.

Journal: Canadian journal of microbiology 20090601

Title: Diverse protein regulations on PHA formation in Ralstonia eutropha on short chain organic acids.

Journal: International journal of biological sciences 20090101

Title: Visualizing post genomics data-sets on customized pathway maps by ProMeTra-aeration-dependent gene expression and metabolism of Corynebacterium glutamicum as an example.

Journal: BMC systems biology 20090101

Title: Functional genomics of pH homeostasis in Corynebacterium glutamicum revealed novel links between pH response, oxidative stress, iron homeostasis and methionine synthesis.

Journal: BMC genomics 20090101

Title: Prenatal diagnosis of propionic acidemia by measuring methylcitric acid in dried amniotic fluid on filter paper using GC/MS.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20080715

Title: Newborn screening for methylmalonic acidurias--optimization by statistical parameter combination.

Journal: Journal of inherited metabolic disease 20080601

Title: Construction and use of new cloning vectors for the rapid isolation of recombinant proteins from Escherichia coli.

Journal: Plasmid 20080501

Title: Prenatal diagnosis of methylmalonic aciduria by analysis of organic acids and total homocysteine in amniotic fluid.

Journal: Chinese medical journal 20080205

Title: Co-ordinated regulation of gluconate catabolism and glucose uptake in Corynebacterium glutamicum by two functionally equivalent transcriptional regulators, GntR1 and GntR2.

Journal: Molecular microbiology 20080101

Title: Investigation of central carbon metabolism and the 2-methylcitrate cycle in Corynebacterium glutamicum by metabolic profiling using gas chromatography-mass spectrometry.

Journal: Journal of biotechnology 20070715

Title: The three-dimensional crystal structure of the PrpF protein of Shewanella oneidensis complexed with trans-aconitate: insights into its biological function.

Journal: Protein science : a publication of the Protein Society 20070701

Title: Characterisation of the 1H and 13C NMR spectra of methylcitric acid.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20070601

Title: 1H NMR spectra of methylcitric acid in urine.

Journal: Journal of inherited metabolic disease 20070401

Title: Metabolic phenotype of methylmalonic acidemia in mice and humans: the role of skeletal muscle.

Journal: BMC medical genetics 20070101

Title: Metabolic engineering of strains of Ralstonia eutropha and Pseudomonas putida for biotechnological production of 2-methylcitric acid.

Journal: Metabolic engineering 20061101

Title: Metabolic changes associated with hyperammonemia in patients with propionic acidemia.

Journal: Molecular genetics and metabolism 20060601

Title: Identification of a transposable genomic island of Paracoccus pantotrophus DSM 11072 by its transposition to a novel entrapment vector pMMB2.

Journal: Microbiology (Reading, England) 20060401

Title: Two newborns with nutritional vitamin B12 deficiency: challenges in newborn screening for vitamin B12 deficiency.

Journal: Haematologica 20051201

Title: Novel and established markers of cobalamin deficiency: complementary or exclusive diagnostic strategies.

Journal: Seminars in vascular medicine 20050501

Title: Biotin deficiency in an infant fed with amino acid formula.

Journal: The Journal of dermatology 20050401

Title: 2-Methylcitrate-dependent activation of the propionate catabolic operon (prpBCDE) of Salmonella enterica by the PrpR protein.

Journal: Microbiology (Reading, England) 20041101

Title: Potential cardiovascular risk factors in chronic kidney disease: AGEs, total homocysteine and metabolites, and the C-reactive protein.

Journal: Kidney international 20040701

Title: Metabolic markers of cobalamin deficiency and cognitive function in normal older adults.

Journal: Journal of the American Geriatrics Society 20040101

Title: Metabolic carbon fluxes and biosynthesis of polyhydroxyalkanoates in Ralstonia eutropha on short chain fatty acids.

Journal: Biotechnology progress 20040101

Title: A knock-out mouse model for methylmalonic aciduria resulting in neonatal lethality.

Journal: The Journal of biological chemistry 20031226

Title: Development of a Corynebacterium glutamicum DNA microarray and validation by genome-wide expression profiling during growth with propionate as carbon source.

Journal: Journal of biotechnology 20031219

Title: Methylmalonic acid, a biochemical hallmark of methylmalonic acidurias but no inhibitor of mitochondrial respiratory chain.

Journal: The Journal of biological chemistry 20031128

Title: Crystal structure of Salmonella typhimurium 2-methylisocitrate lyase (PrpB) and its complex with pyruvate and Mg(2+).

Journal: Biochemical and biophysical research communications 20031107

Title: Serum levels of total homocysteine, homocysteine metabolites and of advanced glycation end-products (AGEs) in patients after renal transplantation.

Journal: Clinical nephrology 20030201

Title: Cloning, expression, purification and preliminary X-ray crystallographic studies of 2-methylisocitrate lyase from Salmonella typhimurium.

Journal: Acta crystallographica. Section D, Biological crystallography 20021201

Title: Rapid and sensitive method for prenatal diagnosis of propionic acidemia using stable isotope dilution gas chromatography-mass spectrometry and urease pretreatment.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20020825

Title: Validated capillary gas chromatographic-mass spectrometric assay to determine 2-methylcitric acid I and II levels in human serum by using a pulsed splitless injection procedure.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20020805

Title: Is low-dose oral cobalamin enough to normalize cobalamin function in older people?

Journal: Journal of the American Geriatrics Society 20020801

Title: Neurodegeneration in methylmalonic aciduria involves inhibition of complex II and the tricarboxylic acid cycle, and synergistically acting excitotoxicity.

Journal: The Journal of biological chemistry 20020426

Title: Screening for cobalamin deficiency in geriatric outpatients: prevalence and influence of synthetic cobalamin intake.

Journal: Journal of the American Geriatrics Society 20020401

Title: Pentaerythritol propoxylate: a new crystallization agent and cryoprotectant induces crystal growth of 2-methylcitrate dehydratase.

Journal: Acta crystallographica. Section D, Biological crystallography 20020201

Title: Rhodothermus marinus: a thermophilic bacterium producing dimeric and hexameric citrate synthase isoenzymes.

Journal: Extremophiles : life under extreme conditions 20020201

Title: AcnC of Escherichia coli is a 2-methylcitrate dehydratase (PrpD) that can use citrate and isocitrate as substrates.

Journal: Microbiology (Reading, England) 20020101

Title: The methylcitric acid pathway in Ralstonia eutropha: new genes identified involved in propionate metabolism.

Journal: Microbiology (Reading, England) 20010801

Title: Studies of propionate toxicity in Salmonella enterica identify 2-methylcitrate as a potent inhibitor of cell growth.

Journal: The Journal of biological chemistry 20010601

Title: 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.

Journal: Biochemistry 20010417

Title: Homocyst(e)ine metabolism in hemodialysis patients treated with vitamins B6, B12 and folate.

Journal: Research in experimental medicine. Zeitschrift fur die gesamte experimentelle Medizin einschliesslich experimenteller Chirurgie 20010301

Title: Homocysteine, its metabolites, and B-group vitamins in renal transplant patients.

Journal: Kidney international. Supplement 20010201

Title: Long-term effects of vitamin B(12), folate, and vitamin B(6) supplements in elderly people with normal serum vitamin B(12) concentrations.

Journal: Gerontology 20010101

Title: Palacios S, et al. Propionyl Coenzyme A Is a Common Intermediate in the 1,2-Propanediol and Propionate Catabolic Pathways Needed for Expression of the prpBCDE Operon during Growth of Salmonella enterica on 1,2-Propanediol. J Bacteriol. 2003 May;185(9):2802-10.

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SDS
Tags:6061-96-7 Molecular Formula|6061-96-7 MDL|6061-96-7 SMILES|6061-96-7 2-METHYLCITRIC ACID