phenylacetyl-CoA

Base Information

• Chemical Name: phenylacetyl-CoA
• CAS No.: 7532-39-0
• Molecular Formula: C29H42N7O17P3S
• Molecular Weight: 885.676
• UNII: CNJ7ZS9RVB
• DSSTox Substance ID: DTXSID80996770
• Nikkaji Number: J1.007.678A
• Wikipedia: Phenylacetyl-CoA
• Wikidata: Q27098087
• Metabolomics Workbench ID: 38912
• Mol file: 7532-39-0.mol

Synonyms:coenzyme A, phenylacetyl;phenylacetyl-CoA;phenylacetyl-coenzyme A

Chemical Property of phenylacetyl-CoA

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 418.36000
• Density: 1.79g/cm³
• LogP: 1.27040
• XLogP3: -4
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 22
• Rotatable Bond Count: 22
• Exact Mass: 885.15707506
• Heavy Atom Count: 57
• Complexity: 1530

Purity/Quality:

95% ^*data from raw suppliers

PhenylacetylCoA ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCSC(=O)CC4=CC=CC=C4)O
• Isomeric SMILES: CC(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)[C@H](C(=O)NCCC(=O)NCCSC(=O)CC4=CC=CC=C4)O
• Uses: Phenylacetyl CoA is a derivative of Coenzyme A (C636400). Phenylacetyl CoA is utilized by the Bacillus Subtillis enzyme Sfp to transfer acyl phosphopantetheinyl moieties into the carrier protein substrate during the production of lipoheptapeptide antibiotic surfactin.

Technology Process of phenylacetyl-CoA

There total 4 articles about phenylacetyl-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:

ethyl phenylacetyl carbonate (21260-92-4) + coenzyme A disodium salt → phenylacetyl-CoA (7532-39-0)

Guidance literature:

With sodium hydrogencarbonate; In water; tert-butyl alcohol; at 23 ℃; for 0.5h;

DOI:10.1021/np900524d

Reference yield:

sodium phenylphyruvate (114-76-1) + coenzyme A (85-61-0) → phenylacetyl-CoA (7532-39-0)

Guidance literature:

With recombinant dihydrolipoyl dehydrogenase; recombinant orf1 pyruvate dehydrogenase; recombinant orf2 pyruvate dehydrogenase; thiamine diphosphate; 3-(aminocarbonyl)-1-[5-O-[[1-(6-amino-9H-purin-9-yl)-1-deoxy-β-D-ribofuranos-5-O-yl]phosphonyloxy(oxylato)phosphinyl]-β-L-ribofuranosyl]pyridinium; magnesium chloride; D,L-dithiothreitol; In aq. phosphate buffer; at 30 ℃; for 16h; pH=8; Enzymatic reaction;

DOI:10.1021/acschembio.7b00314

Reference yield:

N-(phenylacetyl)oxysuccinimide (23776-85-4) + coenzyme A (85-61-0) → phenylacetyl-CoA (7532-39-0)

Guidance literature:

N-(phenylacetyl)oxysuccinimide; With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In 1,4-dioxane; water;

coenzyme A; In 1,4-dioxane; water; pH=8; Reagent/catalyst;

DOI:10.1021/acschembio.9b00742

upstream raw materials:

phenylacetic acid

coenzyme A

ethyl phenylacetyl carbonate

sodium phenylphyruvate

Downstream raw materials:

benzyl-SEK₄b

benzyl-SEK₄

5-benzyl-4,7-dihydroxy-coumarin