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Key Documents

369535

Sigma-Aldrich

trans-Glutaconic acid

technical grade, 90%

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About This Item

Linear Formula:
HOOCCH2CH=CHCOOH
CAS Number:
Molecular Weight:
130.10
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

grade

technical grade

assay

90%

form

powder

mp

137-139 °C (lit.)

SMILES string

[H]\C(CC(O)=O)=C(\[H])C(O)=O

InChI

1S/C5H6O4/c6-4(7)2-1-3-5(8)9/h1-2H,3H2,(H,6,7)(H,8,9)/b2-1+

InChI key

XVOUMQNXTGKGMA-OWOJBTEDSA-N

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Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Benjámin Kovács et al.
The journal of physical chemistry. A, 121(18), 3392-3400 (2017-04-20)
Long-range intramolecular vibrational energy redistribution (IVR) driven conformational changes were investigated in a matrix-isolated open-chain, asymmetrical dicarboxylic acid, E-glutaconic acid. Although the analysis was challenging due to the presence of multiple backbone conformers and short lifetimes of the prepared higher
W Buckel et al.
European journal of biochemistry, 118(2), 315-321 (1981-08-01)
1. Glutaconate CoA-transferase catalyses the transfer of CoAS- from acetyl-CoA preferentially to (E)-glutaconate, but glutarate, (R)-2-hydroxyglutarate, acrylate and propionate are also good acceptors. No reaction was observed with (Z)-glutaconate and C4-dicarboxylic acids. 2. The product of the reaction of acetyl-CoA
Ivana Djurdjevic et al.
Applied and environmental microbiology, 77(1), 320-322 (2010-11-03)
The assembly of six genes that encode enzymes from glutamate-fermenting bacteria converted Escherichia coli into a glutaconate producer when grown anaerobically on a complex medium. The new anaerobic pathway starts with 2-oxoglutarate from general metabolism and proceeds via (R)-2-hydroxyglutarate, (R)-2-hydroxyglutaryl-coenzyme
Nerve cell lesions caused by 3-hydroxyglutaric acid: a possible mechanism for neurodegeneration in glutaric acidaemia I.
B Flott-Rahmel et al.
Journal of inherited metabolic disease, 20(3), 387-390 (1997-07-01)
Bettina Gerstner et al.
Pediatric research, 57(6), 771-776 (2005-03-19)
Glutaryl-CoA dehydrogenase deficiency is an inherited metabolic disease characterized by elevated concentrations of glutaric acid (GA) and its metabolites glutaconic acid (GC) and 3-hydroxy-glutaric acid (3-OH-GA). Its hallmarks are striatal and cortical degeneration, which have been linked to excitotoxic neuronal

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