Chemistry:Tiglyl-CoA

Tiglyl-CoA
Names
	IUPAC name 3′-O-Phosphonoadenosine 5′-[(3R)-3-hydroxy-2,2-dimethyl-4-({3-[(2-{[(2E)-methylbut-2-enoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-4-oxobutyl dihydrogen diphosphate]
	Systematic IUPAC name O1-{[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methyl} O3-[(3R)-3-hydroxy-2,2-dimethyl-4-({3-[(2-{[(2E)-methylbut-2-enoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-4-oxobutyl] dihydrogen diphosphate
Identifiers
CAS Number	6247-62-7 ;
3D model (JSmol)	Interactive image;
MeSH	tiglyl-coenzyme+A
PubChem CID	6443760;
	SMILES C\C=C(/C)\C(=O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](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 [77 °F], 100 kPa).
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	Infobox references

Tiglyl-CoA is an intermediate in the metabolism of isoleucine.^[1]^[2] It is an inhibitor of N-acetylglutamate synthetase.^[3]

References

↑ 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.
↑ "Showing metabocard for Tiglyl-CoA (HMDB02054)". The Metabolomics Innovation Centre (TMIC). http://www.hmdb.ca/metabolites/HMDB02054.
↑ 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. PMID 500823.

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Names

IUPAC name 3′-O-Phosphonoadenosine 5′-[(3R)-3-hydroxy-2,2-dimethyl-4-({3-[(2-{[(2E)-methylbut-2-enoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-4-oxobutyl dihydrogen diphosphate]
Systematic IUPAC name O¹-{[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methyl} O³-[(3R)-3-hydroxy-2,2-dimethyl-4-({3-[(2-{[(2E)-methylbut-2-enoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-4-oxobutyl] dihydrogen diphosphate
Identifiers
CAS Number	6247-62-7^Y
3D model (JSmol)	Interactive image
MeSH	tiglyl-coenzyme+A
PubChem CID	6443760
SMILES C\C=C(/C)\C(=O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](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 [77 °F], 100 kPa).
Y verify (what is ^YN ?)
Infobox references