Succinyl-coenzyme A

Base Information

• Chemical Name: Succinyl-coenzyme A
• CAS No.: 604-98-8
• Molecular Formula: C25H40N7O19P3S
• Molecular Weight: 867.615
• European Community (EC) Number: 210-079-5
• UNII: BSI27HW5EQ
• DSSTox Substance ID: DTXSID40975809
• Nikkaji Number: J514.350K
• Wikipedia: Succinyl-CoA
• Wikidata: Q419560
• Metabolomics Workbench ID: 50056
• Mol file: 604-98-8.mol

Synonyms:coenzyme A, S-(hydrogen butanedioate);coenzyme A, succinyl-;succinyl-CoA;succinyl-coenzyme A

Chemical Property of Succinyl-coenzyme A

Chemical Property:

• Density: 1.91g/cm³
• XLogP3: -6.2
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 24
• Rotatable Bond Count: 23
• Exact Mass: 867.13125424
• Heavy Atom Count: 55
• Complexity: 1510

Purity/Quality:

99% ^*data from raw 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)CCC(=O)O)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)CCC(=O)O)O

Technology Process of Succinyl-coenzyme A

There total 7 articles about Succinyl-coenzyme A 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:

succinic acid anhydride (108-30-5) + coenzyme A (85-61-0) → succinyl-coenzyme A (604-98-8)

Guidance literature:

DOI:10.1021/ja01106a522

Reference yield:

succinic acid anhydride (108-30-5) + coenzyme A lithium salt (18439-24-2,29972-94-9,69412-18-6) → succinyl-coenzyme A (604-98-8)

Guidance literature:

In water; acetone;

DOI:10.1002/anie.200501670

Reference yield:

(2RS)-methylmalonyl-CoA (1264-45-5,10251-08-8,73173-91-8,73173-92-9) → succinyl-coenzyme A (604-98-8)

Guidance literature:

With methylmalonyl-CoA mutase Y₈₉F; at 37 ℃; Further Variations:; Reagents; Enzyme kinetics;

DOI:10.1021/ja029420+

upstream raw materials:

succinic acid anhydride

coenzyme A

(2RS)-methylmalonyl-CoA

coenzyme A lithium salt

Downstream raw materials:

acetylcoenzyme A

S-propionyl-coenzyme-A

glutaryl-CoA

S-(hydrogen malonyl)coenzyme A

Refernces

Synthesis of 1-[3,5-bis-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,4, 6-hihydroxyphenyl]ethanone : An intermediate of potential usefulness for synthesis of bis-C-glucosyl flavonoids

10.1016/S0008-6215(96)00280-7

The research aimed to synthesize 1-[3,5-bis-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,4,6-trihydroxyphenyl]ethanone, an intermediate compound that is potentially useful for the synthesis of bis-C-glucosyl flavonoids. The study focused on the bis-glycosylation of 3,5-dibenzyloxyphenol with 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl fluoride in a two-step sequence, resulting in the bis-glucosylated product, 3,5-dibenzyloxy-2,6-bis-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)phenol. The subsequent steps involved hydrogenolytic debenzylation and acetylation to yield the undeca-O-acetyl derivative, which was then subjected to Friedel-Crafts acylation with borontrifluoride-acetic acid to obtain the 4-C-acetyl target compound. The research concluded that this methodology is now available for the synthesis of bis-C-glycosyl compounds, and further syntheses of bis-C-glycosyl flavonoids are in progress.