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69369

Supelco

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:
608-41-3
Molecular Weight:
148.11
Beilstein/REAXYS Number:
1773280
MDL number:
MFCD19228449
UNSPSC Code:
41116107
PubChem Substance ID:
329761612
NACRES:
NA.24

Quality Level

100

assay

≥95.0% (HPLC)

application(s)

clinical testing

format

neat

storage temp.

2-8°C

SMILES string

OC(C(C)C(O)C(O)=O)=O

InChI

1S/C5H8O5/c1-2(4(7)8)3(6)5(9)10/h2-3,6H,1H3,(H,7,8)(H,9,10)

InChI key

NPYQJIHHTGFBLN-UHFFFAOYSA-N

Biochem/physiol Actions

Metabolite of C5-branched dibasic acid metabolism, valine, leucine and isoleucine biosynthesis and 2-oxocarboxylic acid metabolism.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCBP9394V
BCBP9394

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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
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
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
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
Laura Strittmatter et al.
Human molecular genetics, 23(9), 2313-2323 (2013-12-18)
CLYBL is a human mitochondrial enzyme of unknown function that is found in multiple eukaryotic taxa and conserved to bacteria. The protein is expressed in the mitochondria of all mammalian organs, with highest expression in brown fat and kidney. Approximately
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