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Merck
CN

329142

(R)-(−)-Citramalic acid

98%

Synonym(s):

(R)-2-Hydroxy-2-methylbutanedioic acid, (R)-2-Hydroxy-2-methylsuccinic acid, 2-Methylmalic acid, D-(−)-2-Methylmalic acid

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About This Item

Linear Formula:
HO2CCH2C(CH3)(OH)CO2H
CAS Number:
Molecular Weight:
148.11
PubChem Substance ID:
UNSPSC Code:
12352000
MDL number:
Beilstein/REAXYS Number:
1723818
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assay

98%

optical activity

[α]20/D −23°, c = 3 in H2O

mp

108-110 °C (lit.)

SMILES string

C[C@@](O)(CC(O)=O)C(O)=O



Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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W Shaw et al.
Clinical chemistry, 41(8 Pt 1), 1094-1104 (1995-08-01)
A marked increase in analogs of Krebs cycle metabolites was found in the urine of two brothers with autistic features. These metabolites included citramalic, tartaric (3-OH-malic), and 3-oxoglutaric acids and compounds tentatively identified as a citric acid analog and partially
Asfaw Degu et al.
Planta, 234(3), 501-513 (2011-04-30)
Citrate, a major determinant of citrus fruit quality, accumulates early in fruit development and declines towards maturation. The isomerization of citrate to isocitrate, catalyzed by aconitase is a key step in acid metabolism. Inhibition of mitochondrial aconitase activity early in
I A Berg et al.
Mikrobiologiia, 78(1), 22-31 (2009-04-02)
Rhodospirillum rubrum is among the bacteria that can assimilate acetate in the absence of isocitrate lyase, the key enzyme of glyoxylate shunt. Previously we have suggested the functioning of a new anaplerotic cycle of acetate assimilation in this bacterium: citramalate