Methylmalonic acid

From Wikipedia, the free encyclopedia
Jump to: navigation, search
Methylmalonic acid
Methylmalonic acid.svg
IUPAC name
methylmalonic acid
Other names
2-methylpropanedioic acid
516-05-2 YesY
ChemSpider 473 N
EC number 208-219-5
Jmol-3D images Image
KEGG C02170 N
MeSH Methylmalonic+acid
PubChem 487
Molar mass 118.09 g·mol−1
Acidity (pKa) pKa1 = 3,07[1]
pKa2 = 5,76[1]
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N verify (what isYesY/N?)
Infobox references

Methylmalonic acid (MMA) is a dicarboxylic acid that is a C-methylated derivative of malonate.

The coenzyme A linked form of methylmalonic acid, methylmalonyl-CoA, is converted into succinyl-CoA by methylmalonyl-CoA mutase, in a reaction that requires vitamin B12 as a cofactor. In this way, it enters the Krebs cycle, and is thus part of one of the anaplerotic reactions.


Increased methylmalonic acid levels may indicate a vitamin B12 deficiency. However, it is sensitive (those with the disease almost always test positive) but not specific (those that test positive do not always have the disease). MMA is elevated in 90-98% of patients with B12 deficiency. It has lower specificity as 20-25% of patients over the age of 70 have elevated levels of MMA, but 25-33% of them do not have B12 deficiency. For this reason, MMA test is not routinely recommended in the elderly.[2]

An excess is associated with methylmalonic acidemia.

MMA concentrations in blood are measured by Gas chromatographic Mass spectrometry and the expected values of MMA in healthy people are between 73-271 nmol/L. [3]

See also[edit]


  1. ^ a b Dissociation Constants Of Organic Acids and Bases (600 compounds)
  2. ^ B12 Deficiiency and Dizziness
  3. ^