trans-3-methylglutaconyl-CoA

Base Information

• Chemical Name: trans-3-methylglutaconyl-CoA
• CAS No.: 6247-73-0
• Molecular Formula: C27H42N7O19P3S
• Molecular Weight: 893.64
• Wikidata: Q27089472
• Metabolomics Workbench ID: 50105
• Mol file: 6247-73-0.mol

Synonyms:trans-3-methylglutaconyl-CoA;3'-phosphoadenosine 5'-{3-[(3R)-4-({3-[(2-{[(3E)-4-carboxy-3-methylbut-3-enoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate};3-Methylglutaconyl-Coenzyme A;CHEBI:15488;trans-3-methylglutaconyl-Coenzyme A;LMFA07050388;(Acyl-CoA);[M+H]+;Q27089472;(E)-5-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethylsulfanyl]-3-methyl-5-oxopent-2-enoic acid

Chemical Property of trans-3-methylglutaconyl-CoA

Chemical Property:

• PSA: 462.64000
• LogP: 1.34750
• XLogP3: -5.1
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 24
• Rotatable Bond Count: 23
• Exact Mass: 893.14690430
• Heavy Atom Count: 57
• Complexity: 1620

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

3-MethylGlutaconylCoA(mixtureofregioisomers) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC(=O)O)CC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)O
• Isomeric SMILES: C/C(=C\C(=O)O)/CC(=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=C(N=CN=C32)N)O)OP(=O)(O)O)O
• Uses: 3-Methylglutaconyl CoA is an intermediate produced by dehydration of 3-Hydroxy-3-methylglutaconyl CoA during the production of Isovaleryl CoA metabolite by myxobacteria.

Technology Process of trans-3-methylglutaconyl-CoA

There total 6 articles about trans-3-methylglutaconyl-CoA which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

3-methylpent-2-enedioic acid (372-42-9,15649-56-6,5746-90-7) + acetylcoenzyme A (72-89-9) → S-(4-carboxy-3-methyl-but-2ξ-enoyl)-coenzyme-A (6247-73-0)

Guidance literature:

With glutaconate CoA transferase from Acidaminococcus fermentans; In aq. buffer; at 20 ℃; for 4h; pH=7; Enzymatic reaction;

DOI:10.1002/anie.201207984

Reference yield:

2-methyl-3-butenoyl-CoA (6712-03-4) → S-(4-carboxy-3-methyl-but-2ξ-enoyl)-coenzyme-A (6247-73-0)

Guidance literature:

With methylcrotonoyl-coa-carboxylase;

DOI:10.1016/0006-3002(59)90483-4

Reference yield:

DL-3-hydroxy-3-methylglutaryl coenzyme A (1553-55-5,26926-09-0,35559-63-8) → S-(4-carboxy-3-methyl-but-2ξ-enoyl)-coenzyme-A (6247-73-0)

Guidance literature:

With methylglutaconyl-coa hydratase;

upstream raw materials:

3-methyl-pentenedioic acid anhydride

coenzyme A

2-methyl-3-butenoyl-CoA

DL-3-hydroxy-3-methylglutaryl coenzyme A