4'-Phosphopantetheine

Base Information

• Chemical Name: 4'-Phosphopantetheine
• CAS No.: 2226-71-3
• Deprecated CAS: 13147-30-3
• Molecular Formula: C11H23 N2 O7 P S
• Molecular Weight: 358.353
• UNII: NM39WU8OFM
• DSSTox Substance ID: DTXSID30897420
• Nikkaji Number: J819.703B
• Wikipedia: Phosphopantetheine
• Wikidata: Q6590391
• Metabolomics Workbench ID: 49992
• Mol file: 2226-71-3.mol

Synonyms:4'-phosphopantetheine;pantetheine-4'-phosphate;phosphopantetheine;PSH-4'-P

Chemical Property of 4'-Phosphopantetheine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 200.78000
• Density: 1.381g/cm³
• LogP: 0.71570
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 10
• Exact Mass: 358.09635925
• Heavy Atom Count: 22
• Complexity: 427

Purity/Quality:

99%, ^*data from raw suppliers

4'-PHOSPHOPANTETHEINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(COP(=O)(O)O)C(C(=O)NCCC(=O)NCCS)O
• Isomeric SMILES: CC(C)(COP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCS)O

Technology Process of 4'-Phosphopantetheine

There total 6 articles about 4'-Phosphopantetheine 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:

D-pantethine (138148-35-3,141630-68-4,16816-67-4,303-05-9) → D‐pantetheine 4'‐phosphate (2226-71-3,105974-69-4,13147-30-3,137044-41-8)

Guidance literature:

Multistep reaction; (i) ClPO(OCH₂Ph)2, benzene, (ii) aq. AcOH, (iii) Na, liq. NH₃;

DOI:10.1021/ja01464a036

Reference yield:

pantetheine (55512-69-1,84256-02-0,496-65-1) → D‐pantetheine 4'‐phosphate (2226-71-3,105974-69-4,13147-30-3,137044-41-8)

Guidance literature:

With pyruvate kinase; E_. coli coenzyme AA; ATP; magnesium chloride; In various solvent(s); at 20 ℃; pH=6.0; Kinetics;

DOI:10.1039/b512735a

Reference yield:

D-pantethine (138148-35-3,141630-68-4,16816-67-4,303-05-9) → D‐pantetheine 4'‐phosphate (2226-71-3,105974-69-4,13147-30-3,137044-41-8)

Guidance literature:

With pyridine; at -40 ℃; Behandeln des Reaktionsprodukts mit Natrium und fluessigem NH₃;

DOI:10.1039/jr9530001610

upstream raw materials:

D-pantethine

Cysteamine

pantetheine

(R)-Pantolacton

Downstream raw materials:

3′-dephospho-coenzyme A

Refernces

• 1、 Mouterde, Louis M. M.,Stewart, Jon D.. "An Efficient Chemoenzymatic Synthesis of Coenzyme A and Its Disulfide". . p. 954 - 959. Retrieved 2016/06/13.
• 2、 Nagase. "Investigations on pantothenic acid and its related compounds. IV. Chemical studies. 3. Syntheses of D-pantetheine 4'-phosphate and N-D-pantothenoyl-L-cysteine 4'-phosphate.". . p. 648 - 654. Retrieved 2007/10/12.