isovaleryl-CoA

Base Information

• Chemical Name: isovaleryl-CoA
• CAS No.: 6244-91-3
• Molecular Formula: C26H44 N7 O17 P3 S
• Molecular Weight: 851.659
• DSSTox Substance ID: DTXSID50978008
• Nikkaji Number: J675.058C
• Wikipedia: Isovaleryl-CoA
• Wikidata: Q3066403
• Metabolomics Workbench ID: 50104
• Mol file: 6244-91-3.mol

Synonyms:coenzyme A, isovaleryl-;isovaleryl-CoA;isovaleryl-coenzyme A;S-(3-methylbutanoate) coenzyme A

Chemical Property of isovaleryl-CoA

Chemical Property:

• PSA: 477.28000
• Density: 1.8g/cm³
• LogP: -0.42460
• Storage Temp.: -20°C
• XLogP3: -4.3
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 22
• Rotatable Bond Count: 22
• Exact Mass: 851.17272513
• Heavy Atom Count: 54
• Complexity: 1450

Purity/Quality:

98%,99%, ^*data from raw suppliers

Isovaleryl coenzyme A lithium salt hydrate ≥90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)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: CC(C)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
• Recent ClinicalTrials: Day Regimes of CONbercept on CytokinEs of PDR Patients Undergoing Vitrectomy - Trial (CONCEPT)
• Uses: Isovaleryl coenzyme A (IV-CoA ) lithium salt hydrate may be used:as substrate for β-Hydroxy-β-methylbutyric acid synthesis in cell-free extracts from G. reessiiin high-performance liquid chromatography (HPLC) for the characterization of IV-CoA from lymphocytesas a substrate in isovaleryl-CoA dehydrogenase assay

Technology Process of isovaleryl-CoA

There total 6 articles about isovaleryl-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-methylbutyric acid (503-74-2) + coenzyme A (85-61-0) → isovaleryl-CoA (6244-91-3)

Guidance literature:

With 1,4-dithio-L-threitol; recombinant acyl-coenzyme A ligase; ATP; magnesium chloride; In aq. phosphate buffer; at 30 ℃; for 2h; pH=8; Inert atmosphere; Enzymatic reaction;

DOI:10.1021/acs.orglett.0c03600

Reference yield:

1-(1H-imidazol-1-yl)-3-methylbutan-1-one (10364-92-8) + coenzyme A (85-61-0) → isovaleryl-CoA (6244-91-3)

Guidance literature:

In tetrahydrofuran; water; at 20 ℃; for 4h;

DOI:10.1271/bbb.67.2106

Reference yield:

3-methylbutyric acid (503-74-2) → isovaleryl-CoA (6244-91-3)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 0.5 h / 20 °C

2: tetrahydrofuran; H₂O / 4 h / 20 °C

In tetrahydrofuran; water;

DOI:10.1271/bbb.67.2106

upstream raw materials:

coenzyme A

1-(1H-imidazol-1-yl)-3-methylbutan-1-one

3-methylbutyric acid

4-methyl-2-oxopentanoic acid

Downstream raw materials:

N-isovaleryl glycine

coenzyme A

Refernces

• 1、 Zhu, Mengyi,Wang, Lijuan,He, Jing. "Repurposing the 3-Isocyanobutanoic Acid Adenylation Enzyme SfaB for Versatile Amidation and Thioesterification". supporting information. p. 2030 - 2035. Retrieved 2020/11/30.
• 2、 Islam, Mohammad Mainul,Nautiyal, Manisha,Wynn, R. Max,Mobley, James A.,Chuang, David T.,Hutson, Susan M.. "Branched-chain amino acid metabolon: Interaction of glutamate dehydrogenase with the mitochondrial branched-chain aminotransferase (BCATm)". experimental part. p. 265 - 276. Retrieved 2010/12/24.