69369
3-Methylmalic acid
≥95.0% (HPLC)
Synonym(s):
β-Methylmalic acid, (±)-2-Hydroxy-3-methylbutandioic acid, 2-Hydroxy-3-methylsuccinic acid
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About This Item
Empirical Formula (Hill Notation):
C5H8O5
CAS Number:
Molecular Weight:
148.11
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1773280
InChI
1S/C5H8O5/c1-2(4(7)8)3(6)5(9)10/h2-3,6H,1H3,(H,7,8)(H,9,10)
SMILES string
OC(C(C)C(O)C(O)=O)=O
InChI key
NPYQJIHHTGFBLN-UHFFFAOYSA-N
assay
≥95.0% (HPLC)
application(s)
clinical testing
format
neat
storage temp.
2-8°C
Quality Level
Biochem/physiol Actions
Metabolite of C5-branched dibasic acid metabolism, valine, leucine and isoleucine biosynthesis and 2-oxocarboxylic acid metabolism.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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I Roymoulik et al.
Biochemistry, 39(33), 10340-10346 (2000-08-24)
Adenosylcobalamin-dependent enzymes catalyze a variety of chemically difficult isomerizations in which a nonacidic hydrogen on one carbon is interchanged with an electron-withdrawing group on an adjacent carbon. We describe a new isomerization, that of L-2-hydroxyglutarate to L-threo-3-methylmalate, involving the migration
D T Loots
Journal of inherited metabolic disease, 32(3), 403-411 (2009-04-04)
Although a number of abnormal diagnostic metabolites have previously been described in the urine of patients with isovaleric acidaemia (IVA), they do not fully explain the clinical symptoms associated with this disease. On the basis of our current understanding of
Juliane Elisa Welke et al.
Journal of chromatography. A, 1226, 124-139 (2012-01-27)
Wine aroma is an important characteristic and may be related to certain specific parameters, such as raw material and production process. The complexity of Merlot wine aroma was considered suitable for comprehensive two-dimensional gas chromatography (GC×GC), as this technique offers
Sylvia Herter et al.
The Journal of biological chemistry, 277(23), 20277-20283 (2002-04-04)
Phototrophic CO(2) assimilation by the primitive, green eubacterium Chloroflexus aurantiacus has been shown earlier to proceed in a cyclic mode via 3-hydroxypropionate, propionyl-CoA, succinyl-CoA, and malyl-CoA. The metabolic cycle could be closed by cleavage of malyl-CoA affording glyoxylate (the primary
Determination of oxygenated compounds in secondary organic aerosol from isoprene and toluene smog chamber experiments.
Borras, E. and Tortajada-Genaro, L.A.
International Journal of Environmental Analytical Chemistry, 92, 110-124 (2012)
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