Crotonyl-CoA

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Structural formula
Structural formula of crotonyl-CoA
General
Surname Crotonyl-CoA
Molecular formula C 25 H 40 N 7 O 17 P 3 S
External identifiers / databases
CAS number 992-67-6
EC number 213-595-9
ECHA InfoCard 100.012.360
PubChem 5497143
Wikidata Q303169
properties
Molar mass 835.61 g mol −1
safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Crotonyl-coenzyme A , and crotonyl-CoA , the thioester between the crotonic acid and coenzyme A .

Crotonyl-CoA occurs as a metabolite in the breakdown of L - lysine or L - tryptophan . In the course of the breakdown of these amino acids, α-ketoadipate is formed , which is converted into glutaryl- CoA by oxidative decarboxylation . This is broken down by a glutaryl-CoA dehydrogenase to crotonyl-CoA and finally converted into two molecules of acetyl-CoA in further steps .

Crotonyl-CoA is also a metabolite in the fermentation of glucose by some obligate anaerobic bacteria , which ultimately results in butyric acid . This happens, for example, during fermentation to get kombucha . In addition , crotonyl-CoA has been isolated as an intermediate in some microorganisms that assimilate acetate through the so-called ethylmalonyl-CoA pathway . It also occurs as an intermediate in some metabolic pathways for carbon dioxide assimilation , such as in the 3-hydroxypropionate / 4-hydroxybutyrate cycle or the dicarboxylate / 4-hydroxybutyrate cycle .

Individual evidence

  1. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  2. EC  1.3.99.7 human glutaryl-CoA dehydrogenase.
  3. Erb, TJ., Fuchs, G. and Alber, BE. (2009): (2S) -Methylsuccinyl-CoA dehydrogenase closes the ethylmalonyl-CoA pathway for acetyl-CoA assimilation . In: Mol Microbiol . 73 (6); 992-1008; PMID 19703103 ; doi : 10.1111 / j.1365-2958.2009.06837.x .
  4. ^ Berg, IA. et al. (2007): A 3-hydroxypropionate / 4-hydroxybutyrate autotrophic carbon dioxide assimilation pathway in Archaea . In: Science 318 (5857); 1782-1786; PMID 18079405 ; doi : 10.1126 / science.1149976 .
  5. Huber, H. et al . (2008): A dicarboxylate / 4-hydroxybutyrate autotrophic carbon assimilation cycle in the hyperthermophilic Archaeum Ignicoccus hospitalis . In: Proc Natl Acad Sci USA 105 (22); 7851-7856; PMID 18511565 , PMC 2409403 (free full text).

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