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Merck
CN

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
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Quality Level

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

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



Global Trade Item Number

SKUGTIN
S115-5MG04061832851426
69369-50MG04061833415801
69369-10MG04061833379974