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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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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
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
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
Bing Wu et al.
Microbiology (Reading, England), 156(Pt 2), 596-602 (2009-10-31)
Cyanothece sp. ATCC 51142 is an aerobic N(2)-fixing and hydrogen-producing cyanobacterium. Isotopomer analysis of its amino acids revealed an identical labelling profile for leucine and isoleucine when Cyanothece 51142 was grown mixotrophically using 2-(13)C-labelled glycerol as the main carbon source.
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

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