All Photos(1)
Synonym(s):
(R)-2-Hydroxy-2-methylsuccinic acid lithium salt, D-(−)-2-Methylmalic acid lithium salt
Empirical Formula (Hill Notation):
C5H8O5 · xLi+
CAS Number:
Molecular Weight:
148.11 (free acid basis)
Beilstein:
1723818
UNSPSC Code:
12352204
NACRES:
NA.32
Recommended Products
Quality Level
Assay
≥95.0% (GC)
4-9% (Lithium, ICP)
form
powder or crystals
optical activity
[α]/D -19.0±2.0°, c = 0.5 in 1 M HCl
storage temp.
2-8°C
SMILES string
C[C@@](O)(CC(O)=O)C(O)=O
InChI
1S/C5H8O5/c1-5(10,4(8)9)2-3(6)7/h10H,2H2,1H3,(H,6,7)(H,8,9)/t5-/m1/s1
InChI key
XFTRTWQBIOMVPK-RXMQYKEDSA-N
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Biochem/physiol Actions
Citramalate is a biochemical intermediate known to be involved in several aspects of bacterial metabolism, including, among others, the anaerobic metabolism of glutamate via the methylaspartate pathway of Clostridium tetanomorphum.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Ilana Chefetz et al.
Cell reports, 26(11), 3061-3075 (2019-03-14)
Ovarian cancer is typified by the development of chemotherapy resistance. Chemotherapy resistance is associated with high aldehyde dehydrogenase (ALDH) enzymatic activity, increased cancer "stemness," and expression of the stem cell marker CD133. As such, ALDH activity has been proposed as a
I du Preez et al.
Tuberculosis (Edinburgh, Scotland), 93(3), 330-337 (2013-03-13)
In this study, a metabolomics research approach was used to identify new tuberculosis (TB) markers from sputum, in an attempt to better characterise the disease as well as the metabolic response of the host to Mycobacterium tuberculosis infection. After GCxGC-TOFMS
W Buckel et al.
Journal of bacteriology, 117(3), 1248-1260 (1974-03-01)
Two pathways are involved in the fermentation of glutamate to acetate, butyrate, carbon dioxide, and ammonia-the methylaspartate and the hydroxyglutarate pathways which are used by Clostridium tetanomorphum and Peptococcus aerogenes, respectively. Although these pathways give rise to the same products
Hai Xu et al.
Journal of bacteriology, 186(16), 5400-5409 (2004-08-05)
Three leuA-like protein-coding sequences were identified in Leptospira interrogans. One of these, the cimA gene, was shown to encode citramalate synthase (EC 4.1.3.-). The other two encoded alpha-isopropylmalate synthase (EC 4.1.3.12). Expressed in Escherichia coli, the citramalate synthase was purified
Silke Friedmann et al.
Journal of bacteriology, 188(18), 6460-6468 (2006-09-06)
The phototrophic bacterium Chloroflexus aurantiacus uses the 3-hydroxypropionate cycle for autotrophic CO(2) fixation. This cycle starts with acetyl-coenzyme A (CoA) and produces glyoxylate. Glyoxylate is an unconventional cell carbon precursor that needs special enzymes for assimilation. Glyoxylate is combined with
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