glutaconyl-CoA
{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 438003154
| ImageFile=Glutaconyl-coenzyme A.png
| ImageSize=250px
| IUPACName=(3E)-5-[(2-
| SystematicName=(9R,20E)-1-[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]-3,5,9-trihydroxy-8,8-dimethyl-3,5,10,14,19-pentaoxo-2,4,6-trioxa-18-thia-11,15-diaza-3λ5,5λ5-diphosphatricos-20-en-23-oic acid
| OtherNames=Glutaconyl-coenzyme A
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo=6712-05-6
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 281DQF1ZC5
| PubChem = 9543050
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 7822023
| SMILES = O=C(O)C/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n2cnc1c(ncnc12)N)[C@H](O)[C@@H]3OP(=O)(O)O
| InChI = 1/C26H40N7O19P3S/c1-26(2,21(39)24(40)29-7-6-15(34)28-8-9-56-17(37)5-3-4-16(35)36)11-49-55(46,47)52-54(44,45)48-10-14-20(51-53(41,42)43)19(38)25(50-14)33-13-32-18-22(27)30-12-31-23(18)33/h3,5,12-14,19-21,25,38-39H,4,6-11H2,1-2H3,(H,28,34)(H,29,40)(H,35,36)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/b5-3+/t14-,19-,20-,21+,25-/m1/s1
| InChIKey = URTLOTISFJPPOU-DEGQQWIJBS
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C26H40N7O19P3S/c1-26(2,21(39)24(40)29-7-6-15(34)28-8-9-56-17(37)5-3-4-16(35)36)11-49-55(46,47)52-54(44,45)48-10-14-20(51-53(41,42)43)19(38)25(50-14)33-13-32-18-22(27)30-12-31-23(18)33/h3,5,12-14,19-21,25,38-39H,4,6-11H2,1-2H3,(H,28,34)(H,29,40)(H,35,36)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/b5-3+/t14-,19-,20-,21+,25-/m1/s1
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = URTLOTISFJPPOU-DEGQQWIJSA-N
| MeSHName=glutaconyl-coenzyme+A
}}
|Section2={{Chembox Properties
| Formula=C26H40N7O19P3S
| MolarMass=879.62 g/mol
| Appearance=
| Density=
| MeltingPt=
| BoilingPt=
| Solubility=
}}
|Section3={{Chembox Hazards
| MainHazards=
| FlashPt=
| AutoignitionPt =
}}
}}
Glutaconyl-CoA is an intermediate in the metabolism of lysine.{{Cite web |title=Glutaryl-CoA Dehydrogenase - an overview |url=https://www.sciencedirect.com/topics/neuroscience/glutaryl-coa-dehydrogenase |access-date=2022-10-18 |website=www.sciencedirect.com}} It is an organic compound containing a coenzyme substructure, which classifies it as a fatty ester lipid molecule. Being a lipid makes the molecule hydrophobic, which makes it insoluble in water. The molecule has a molecular formula of {{chem2|C26H40N7O19P3S}}, and a molecular weight 879.62 grams per mole.{{Cite web |title=Human Metabolome Database: Showing metabocard for Glutaconyl-CoA (HMDB0001290) |url=https://hmdb.ca/metabolites/HMDB0001290 |access-date=2022-10-18 |website=hmdb.ca}}
Glutaconyl-CoA is postulated to be the main toxin in glutaric aciduria type 1.{{Cite journal |last1=Lehnert |first1=Willy |last2=Sass |first2=Jörn Oliver |date=2005-01-01 |title=Glutaconyl-CoA is the main toxic agent in glutaryl-CoA dehydrogenase deficiency (glutaric aciduria type I) |url=https://www.sciencedirect.com/science/article/pii/S0306987705001246 |journal=Medical Hypotheses |volume=65 |issue=2 |pages=330–333 |doi=10.1016/j.mehy.2005.02.021 |pmid=15922108 |issn=0306-9877|url-access=subscription }} In certain fermentative bacteria, glutaconyl-CoA decarboxylation is catalyzed by a Na+-dependent decarboxylase ({{EnzExplorer|7.2.4.5}}) and is coupled with Na+ ion translocation, which creates a sodium-motive force as an alternate energy source for these organisms.{{Cite journal |last1=Kress |first1=Daniel |last2=Brügel |first2=Daniela |last3=Schall |first3=Iris |last4=Linder |first4=Dietmar |last5=Buckel |first5=Wolfgang |last6=Essen |first6=Lars-Oliver |date=October 2009 |title=An Asymmetric Model for Na+-translocating Glutaconyl-CoA Decarboxylases |journal=Journal of Biological Chemistry |volume=284 |issue=41 |pages=28401–28409 |doi=10.1074/jbc.m109.037762 |doi-access=free |issn=0021-9258 |pmc=2788889 |pmid=19654317}}