Name | Methylmalonic acid |
Synonyms | isosuccinicacid Isosuccinic acid Methylmalonicacid methyl-malonicaci Methylmalonic acid methylpropanedioate 2-methylmalonicacid 2-Methylmalonic acid Malonic acid, methyl- methylpropanedioic acid 2-methylpropanedioic acid 1,1-ethanedicarboxylicacid 1,1-Ethanedicarboxylic acid 3-methoxy-3-oxopropanoic acid Methyl (Ethoxy Methylene) Cyanoacetate |
CAS | 516-05-2 |
EINECS | 208-219-5 |
InChI | InChI=1/C4H6O4/c1-2(3(5)6)4(7)8/h2H,1H3,(H,5,6)(H,7,8)/p-2 |
Molecular Formula | C4H6O4 |
Molar Mass | 118.09 |
Density | 1.45 |
Melting Point | 128-130 °C (lit.) |
Boling Point | 272.71°C (rough estimate) |
Flash Point | 2℃ |
Water Solubility | soluble |
Solubility | DMSO (Slightly), Methanol (Slightly) |
Vapor Presure | 2.44E-05mmHg at 25°C |
Appearance | Crystalline Powder |
Specific Gravity | 1.455 |
Color | White |
BRN | 1756084 |
pKa | 3.07, 5.76(at 25℃) |
PH | 3.23(1 mM solution);2.6(10 mM solution);2.05(100 mM solution) |
Storage Condition | Sealed in dry,Room Temperature |
Refractive Index | 1.4304 (estimate) |
MDL | MFCD00002656 |
Physical and Chemical Properties | Character crystals. melting point 129~130 ℃ relative density 1.455g/cm3 soluble in water, soluble in alcohol and ether. |
Use | For Organic synthesis |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R36 - Irritating to the eyes R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R11 - Highly Flammable |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. S16 - Keep away from sources of ignition. |
UN IDs | UN 1648 3 / PGII |
WGK Germany | 3 |
RTECS | OO1400000 |
HS Code | 29171900 |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
Introduction | Methylmalonic acid (Methylmalonic acid,MMA) is a dicarboxylic acid, a methylated derivative of malonic acid, isomer of succinic acid (succinic acid). In organisms, methylmalonic acid and coenzyme A are combined into methylmalonyl-CoA through thioester bonds, and then isomerized into succinyl-CoA through methylmalonyl-CoA mutase (Vitamin B12 is a coenzyme), which enters the tricarboxylic acid cycle in this way, which is one of the organic body's back-up reactions. |
Biological properties | The concentration of methylmalonic acid in the blood is usually measured by gas chromatography or mass spectrometry, and it is 73-271 in healthy people nmol/L. Methylmalonic acidemia is one of the most common diseases in congenital abnormal organic acid metabolism and belongs to autosomal recessive genetic disease. The common clinical symptoms of the disease are drowsiness, growth retardation, paraphrase vomiting, dehydration, dyspnea, hypotonia, and rare symptoms include mental retardation, liver and coma. Since the disease was first reported in 1967, scholars at home and abroad have used different methods to carry out qualitative and quantitative analysis of MMA in patients' body fluids in order to provide technical services for clinical diagnosis. |
content determination | a method for detecting methylmalonic acid content in blood with strong specificity, high accuracy and sensitivity and short analysis time is as follows: step 1: remove the standard substance and the internal standard solution with a pipette, and mix evenly with a vortex instrument; At the same time, the sample to be measured and the internal standard solution are swirled and mixed evenly; Step 2: add a matrix solution (4% bovine serum protein solution or blank serum solution) to the above mixed solution, and vortex and mix evenly; Step 3: Add a small polar ether with PH<7 for extraction, fully mix and centrifuge at high speed; Step 4: Take part of the supernatant and dry it with nitrogen on a nitrogen blower; Step 5: Add a derivative reagent (saturated acidic alcohol solution), vortex and mix, seal, and heat at 65°C, 20min derivation; Step 6: Heat and blow dry the solvent again after the derivation is completed; Step 7: Add a mobile phase complex solution for re-dissolution (alcohol aqueous solution or acetonitrile aqueous solution containing 1-5 ‰ ammonium formate or ammonium acetate, alcohol aqueous solution or acetonitrile The volume percentage concentration of alcohol or acetonitrile in the aqueous solution is 20-80%), and fully mix; Step 8: After ultrasonic extraction for a period of time, fully mix and centrifuge at high speed; Step 9: the supernatant solution was taken, injected by a liquid phase autosampler, separated by liquid chromatography column, analyzed by mass spectrometry, and finally quantitatively analyzed the content of methylmalonic acid (MMA) in blood or urine. |
Biological activity | Methylmalonate (MMA, Isosuccinic Acid, NSC 25201) is a dicarboxylic acid, which can be derived from methylmalonyl-Coenzyme A. |
use | for organic synthesis |