:Tiglyl-CoA

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| verifiedrevid = 432413654

| ImageFile=tiglyl-CoA.png

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| IUPACName=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]

| SystematicName=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

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|Section1={{Chembox Identifiers

| CASNo_Ref = {{cascite|correct|??}}

| CASNo=6247-62-7

| PubChem=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

| MeSHName=tiglyl-coenzyme+A

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|Section2={{Chembox Properties

| Formula=C26H42N7O17P3S

| MolarMass=849.63 g/mol

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|Section3={{Chembox Hazards

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Tiglyl-CoA is an intermediate in the metabolism of isoleucine.{{cite journal|title=TIGLYL COENZYME A AND a-METHYLACETOACETYL COENZYME A, INTERMEDIATES IN THE ENZYMATIC DEGRADATION OF ISOLEUCINE|journal=Journal of Biological Chemistry|volume=218|issue=1|pages=391–400|pmid=13278346|year=1956|author1=ROBINSON WG|author2=BACHHAWAT BK|author3=COON MJ|doi=10.1016/S0021-9258(18)65902-2|doi-access=free}}{{Cite web|url=http://www.hmdb.ca/metabolites/HMDB02054|title=Showing metabocard for Tiglyl-CoA (HMDB02054)|publisher=The Metabolomics Innovation Centre (TMIC)}} It is an inhibitor of N-acetylglutamate synthetase.{{cite journal|title=Inhibition by propionyl-coenzyme A of N-acetylglutamate synthetase in rat liver mitochondria. A possible explanation for hyperammonemia in propionic and methylmalonic acidemia|journal=Journal of Clinical Investigation|volume=64|issue=6|pages=1544–1551|doi=10.1172/JCI109614|pmid=500823|pmc=371306|year=1979|last1=Coude|first1=F X|last2=Sweetman|first2=L|last3=Nyhan|first3=W L}}

References

{{Reflist}}

{{Amino acid metabolism intermediates}}

Category:Thioesters of coenzyme A

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