Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C4H6O4 |
| Molecular Weight | 118.088 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C(O)=O)C(O)=O
InChI
InChIKey=ZIYVHBGGAOATLY-UHFFFAOYSA-N
InChI=1S/C4H6O4/c1-2(3(5)6)4(7)8/h2H,1H3,(H,5,6)(H,7,8)
Methylmalonic acid (MMA) is a C-methylated derivative of malonate. Elevated levels of methylmalonic acid result from inherited defects of enzymes involved in MMA metabolism or inherited or acquired deficiencies of vitamin B12 or its downstream metabolites. MMA is also a specific diagnostic marker for the group of disorders collectively called methylmalonic acidemia.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Cobalamin C deficiency complicated by an atypical glomerulopathy. | 2002-10 |
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| Optimal use of markers for cobalamin and folate status in a psychogeriatric population. | 2002-10 |
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| Cobalamin pseudodeficiency due to a transcobalamin I deficiency. | 2002-09 |
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| Two cases of benign methylmalonic aciduria detected during a pilot study of neonatal urine screening. | 2002-08-25 |
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| Cobalamin disorder Cbl-C presenting with late-onset thrombotic microangiopathy. | 2002-08-01 |
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| Is low-dose oral cobalamin enough to normalize cobalamin function in older people? | 2002-08 |
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| Hyperhomocysteinemia is associated with low plasma pyridoxine levels in children with sickle cell disease. | 2002-07-27 |
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| Transcobalamin II 775G>C polymorphism and indices of vitamin B12 status in healthy older adults. | 2002-07-15 |
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| Metabolic treatment of pregnancy and postdelivery period in a patient with cobalamin A disease. | 2002-07 |
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| Independent effect of vitamin B12 deficiency on hematological status in older Chinese vegetarian women. | 2002-07 |
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| Progressive neurologic disability in methylmalonic acidemia despite transplantation of the liver. | 2002-07 |
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| Serum acylcarnitines and vitamin B12 deficiency. | 2002-07 |
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| Hydroxocobalamin reduces hyperhomocysteinemia in end-stage renal disease. | 2002-07 |
|
| Modern approaches to the investigation of vitamin B12 deficiency. | 2002-06 |
|
| Hyperhomocysteinemia and cobalamin deficiency in young Asian Indians in the United States. | 2002-06 |
|
| Ganglioside alterations in the central nervous system of rats chronically injected with methylmalonic and propionic acids. | 2002-06 |
|
| Early-onset cobalamin C/D deficiency: epilepsy and electroencephalographic features. | 2002-06 |
|
| Inhibition of the mitochondrial respiratory chain complex activities in rat cerebral cortex by methylmalonic acid. | 2002-06 |
|
| Practical management of combined methylmalonicaciduria and homocystinuria. | 2002-05 |
|
| Successful pregnancy in a woman with mut- methylmalonic acidaemia. | 2002-05 |
|
| Genetic and molecular control of folate-homocysteine metabolism in mutant mice. | 2002-05 |
|
| Methylenetetrahydrofolate reductase genotype, vitamin B12, and folate influence plasma homocysteine in hemodialysis patients. | 2002-05 |
|
| Vitamin B(12) deficiency associated with histamine(2)-receptor antagonists and a proton-pump inhibitor. | 2002-05 |
|
| Neurodegeneration in methylmalonic aciduria involves inhibition of complex II and the tricarboxylic acid cycle, and synergistically acting excitotoxicity. | 2002-04-26 |
|
| The loading and initial elongation modules of rifamycin synthetase collaborate to produce mixed aryl ketide products. | 2002-04-23 |
|
| Folate status and the safety profile of antifolates. | 2002-04 |
|
| Unexplained familial benign methylmalonic aciduria. | 2002-04 |
|
| Screening for cobalamin deficiency in geriatric outpatients: prevalence and influence of synthetic cobalamin intake. | 2002-04 |
|
| [Neonatal onset methylmalonic aciduria and homocystinuria:Biochemical and clinical improvement with betaine therapy]. | 2002-04 |
|
| Determination of calpha chemical shift tensor orientation in peptides by dipolar-modulated chemical shift recoupling NMR spectroscopy. | 2002-03-20 |
|
| Abnormal cobalamin-dependent transmethylation in AIDS-associated myelopathy. | 2002-03-12 |
|
| Homocysteine blood level in long-term care residents with oropharyngeal dysphagia: comparison of hand-oral and tube-enteral-fed patients. | 2002-03-02 |
|
| Use of plasma methylmalonic acid in diagnosing vitamin B-12 deficiency in general practice. | 2002-03 |
|
| [Myelopathy due to vitamin B12 deficiency presenting as transverse myelitis]. | 2002-03 |
|
| Reversible myelopathy in a 34-year-old man with vitamin B12 deficiency. | 2002-03 |
|
| Choline and vitamin B12 deficiencies are interrelated in folate-replete long-term total parenteral nutrition patients. | 2002-02-09 |
|
| Vitamin B12 and folate after 5-12 years of continent ileal urostomy (Kock reservoir) in children and adolescents. | 2002-02 |
|
| Branched-chain organic acidurias. | 2002-02 |
|
| Metabolic stroke in methylmalonic acidemia five years after liver transplantation. | 2002-02 |
|
| Methylmalonic acid and clinical practice. | 2002-01-14 |
|
| [Methylmalonic acid in diagnosis of vitamin B12 deficiency]. | 2002-01-10 |
|
| The effect of folic acid supplementation on plasma homocysteine in an elderly population. | 2002-01 |
|
| Lack of association between plasma homocysteine and inflammation in psychogeriatric patients. | 2002 |
|
| Elevated serum methylmalonic acid. How much comes from cobalamin deficiency and how much comes from the kidneys? | 2002 |
|
| The pathogenesis of hydrocephalus in inborn errors of the single carbon transfer pathway. | 2001-12 |
|
| Metabolism of amino acids in cats with severe cobalamin deficiency. | 2001-12 |
|
| [Metabolic complications and neurologic manifestations of vitamin B12 deficiency in children of vegetarian mothers]. | 2001-11-22 |
|
| [Diagnosis and vitamin B12 deficiency]. | 2001-11-10 |
|
| Vitamin B12 metabolism after urinary diversion with a Kock ileal reservoir. | 2001-10 |
|
| Extended form of a retro-inverso peptide stabilized by beta-sheet unidirectional H-bonds: Crystallographic and NMR evidence. | 2001 |
Sample Use Guides
Methylmalonic acid (MMA) is determined by liquid chromatography-tandem mass spectrometry (LC-MS/MS) stable isotope dilution analysis. The specimen (plasma or serum) is mixed with an internal standard (methyl-d3-malonic acid). MMA and d3-MMA are isolated by solid phase extraction. LC-MS/MS is performed using mobile phases and a short C18 column to separate MMA and d3-MMA from the bulk of the specimen matrix.
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CFR |
21 CFR 862.1509
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D008764
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DB04183
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METHYLMALONIC ACID
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8LL8S712J7
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25201
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487
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208-219-5
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300000028085
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DTXSID00199549
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30860
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516-05-2
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SUBSTANCE RECORD
