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Tiglyl-CoA

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Tiglyl-CoA
Names
IUPAC name 3′-O-Phosphonoadenosine 5′-sulfanyl}ethyl)amino]-3-oxopropyl}amino)-4-oxobutyl dihydrogen diphosphate]
Systematic IUPAC name O-{methyl} O-sulfanyl}ethyl)amino]-3-oxopropyl}amino)-4-oxobutyl] dihydrogen diphosphate
Identifiers
CAS Number
3D model (JSmol)
MeSH tiglyl-coenzyme+A
PubChem CID
CompTox Dashboard (EPA)
SMILES
  • C\C=C(/C)\C(=O)SCCNC(=O)CCNC(=O)(C(C)(C)COP(=O)(O)OP(=O)(O)OC1(((O1)N2C=NC3=C2N=CN=C3N)O)OP(=O)(O)O)O
Properties
Chemical formula C26H42N7O17P3S
Molar mass 849.63 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

Tiglyl-CoA is an intermediate in the metabolism of isoleucine. It is an inhibitor of N-acetylglutamate synthetase.

References

  1. ROBINSON WG; BACHHAWAT BK; COON MJ (1956). "TIGLYL COENZYME A AND a-METHYLACETOACETYL COENZYME A, INTERMEDIATES IN THE ENZYMATIC DEGRADATION OF ISOLEUCINE". Journal of Biological Chemistry. 218 (1): 391–400. doi:10.1016/S0021-9258(18)65902-2. PMID 13278346.
  2. "Showing metabocard for Tiglyl-CoA (HMDB02054)". The Metabolomics Innovation Centre (TMIC).
  3. Coude, F X; Sweetman, L; Nyhan, W L (1979). "Inhibition by propionyl-coenzyme A of N-acetylglutamate synthetase in rat liver mitochondria. A possible explanation for hyperammonemia in propionic and methylmalonic acidemia". Journal of Clinical Investigation. 64 (6): 1544–1551. doi:10.1172/JCI109614. PMC 371306. PMID 500823.
Amino acid metabolism metabolic intermediates
Kacetyl-CoA
lysine
leucine
tryptophanalanine
G
G→pyruvate
citrate
glycine
serine
G→glutamate
α-ketoglutarate
histidine
proline
arginine
other
G→propionyl-CoA
succinyl-CoA
valine
isoleucine
methionine
threonine
propionyl-CoA
G→fumarate
phenylalaninetyrosine
G→oxaloacetate
Other
Cysteine metabolism


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