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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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SMILES string

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

assay

98%

optical activity

[α]20/D −23°, c = 3 in H2O

mp

108-110 °C (lit.)

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
Ivan A Berg et al.
FEMS microbiology letters, 216(1), 49-54 (2002-11-09)
Itaconate is known as a potent inhibitor of isocitrate lyase. Unexpectedly, itaconate was a strong inhibitor of acetate and propionate assimilation in isocitrate lyase-negative purple non-sulfur bacterium Rhodospirillum rubrum. It was shown that in cell extracts of R. rubrum itaconate
Xueyang Feng et al.
The Journal of biological chemistry, 285(50), 39544-39550 (2010-10-13)
The photosynthetic green sulfur bacterium Chlorobaculum tepidum assimilates CO(2) and organic carbon sources (acetate or pyruvate) during mixotrophic growth conditions through a unique carbon and energy metabolism. Using a (13)C-labeling approach, this study examined biosynthetic pathways and flux distributions in
L V Filatova et al.
Mikrobiologiia, 74(3), 313-318 (2005-08-27)
The mechanism of acetate assimilation in the purple nonsulfur bacterium Rhodobacter sphaeroides, which lacks the glyoxylate pathway, is studied. It is found that the growth of this bacterium in batch and continuous cultures and the assimilation of acetate in cell

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