Coenzyme A, S-octanoate

Base Information

• Chemical Name: Coenzyme A, S-octanoate
• CAS No.: 1264-52-4
• Molecular Formula: C29H50N7O17P3S
• Molecular Weight: 893.74
• Mol file: 1264-52-4.mol

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

Chemical Property of Coenzyme A, S-octanoate

Chemical Property:

• Refractive Index: 1.672
• PSA: 425.34000
• Density: 1.71 g/cm³
• LogP: 3.28700
• Storage Temp.: −20°C
• XLogP3: -2.6
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 22
• Rotatable Bond Count: 26
• Exact Mass: 893.21967532
• Heavy Atom Count: 57
• Complexity: 1480

Purity/Quality:

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

Octanoyl coenzyme A ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCC(=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: CCCCCCCC(=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(O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)O
• Uses: A potassium salt form of Octanoyl Coenzyme A (CAS# 1264-52-4) is an enzyme and an AMACR inhibitor, which is a promising novel drug target for prostate and other cancers.

Technology Process of Coenzyme A, S-octanoate

There total 7 articles about Coenzyme A, S-octanoate 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: 26.0%

sodium methyl octanoyl phosphate + coenzyme A (85-61-0) → octanoyl coenzyme A (1264-52-4)

Guidance literature:

sodium methyl octanoyl phosphate; coenzyme A; With sodium hydroxide; In aq. buffer; at 20 ℃; for 24h; pH=9;

With hydrogenchloride; In aq. buffer; pH=2;

DOI:10.1039/c4ob02079k

Reference yield:

Octanoic acid (124-07-2) + coenzyme A (85-61-0) → octanoyl coenzyme A (1264-52-4)

Guidance literature:

With carboxylic acid:CoA ligase; ATP; magnesium chloride; In water; at 30 ℃; pH=8.1; Further Variations:; Reagents; Enzyme kinetics;

DOI:10.1002/jbt.2570100608

Reference yield:

Octanoic acid (124-07-2) → octanoyl coenzyme A (1264-52-4)

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:

Octanoic acid

coenzyme A

N-octanoyl-imidazole

n-octanoic acid chloride

Downstream raw materials:

4-hydroxy-2-heptylquinoline

N-[2-(4-hydroxyphenyl)ethyl]octanamide

2 heptyl 4 hydroxyquinoline 1 oxide

2-heptyl-quinolin-4(1H)-one

Refernces

• 1、 Oku, Hirosuke,Futamori, Naoya,Masuda, Kenichi,Shimabukuro, Yumiko,Omine, Tomoyo,Iwasaki, Hironori. "Biosynthesis of branched-chain fatty acid in bacilli: FabD (malonyl-CoA:ACP transacylase) is not essential for in vitro biosynthesis of branched-chain fatty acids.". . p. 2106 - 2114. Retrieved 2003.
• 2、 Kato, Dai-Ichiro,Yoshida, Hiromitsu,Takeo, Masahiro,Negoro, Seiji,Ohta, Hiromichi. "Purification and Gene cloning of an enantioselective thioesterification enzyme from Brevibacterium Ketoglutamicum KU1073, a deracemization bacterium of 2-(4-Chlorophenoxy)propanoic acid". . p. 2405 - 2412. Retrieved 2010.
• 3、 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.
• 4、 Philpott, Helena K.,Thomas, Pamela J.,Tew, David,Fuerst, Doug E.,Lovelock, Sarah L.. "A versatile biosynthetic approach to amide bond formation". supporting information. p. 3426 - 3431. Retrieved 2018/08/07.