Farnesyl phosphate

Base Information

• Chemical Name: Farnesyl phosphate
• CAS No.: 15416-91-8
• Molecular Formula: C15H27 O4 P
• Molecular Weight: 302.351
• DSSTox Substance ID: DTXSID101137758
• Nikkaji Number: J684.104J
• Wikidata: Q27162417
• Mol file: 15416-91-8.mol

Synonyms:farnesyl monophosphate

Chemical Property of Farnesyl phosphate

Chemical Property:

• Vapor Pressure: 5.09E-09mmHg at 25°C
• Boiling Point: 441.3°Cat760mmHg
• Flash Point: 220.7°C
• PSA: 76.57000
• Density: 1.072g/cm³
• LogP: 4.51490
• Storage Temp.: ?20°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 302.16469634
• Heavy Atom Count: 20
• Complexity: 412

Purity/Quality:

99% ^*data from raw suppliers

trans,trans-Farnesyl monophosphate ammonium salt ≥95.0% (TLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC(=CCCC(=CCOP(=O)(O)O)C)C)C
• Isomeric SMILES: CC(=CCC/C(=C/CC/C(=C/COP(=O)(O)O)/C)/C)C

Technology Process of Farnesyl phosphate

There total 3 articles about Farnesyl phosphate 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: 89.0%

Farnesol (106-28-5) → (2Z,6E)-3-methyl-7,11-dimethyldodeca-2,6,10-triene monophosphate (15416-91-8)

Guidance literature:

With pyruvate kinase; phosphoenolpyruvic acid; undecaprenol kinase; ATP; 2-amino-2-hydroxymethyl-1,3-propanediol; magnesium chloride; at 37 ℃; for 24h; pH=8; Kinetics; Enzymatic reaction;

DOI:10.1002/anie.201402313

Reference yield:

farnesol (4602-84-0) → Farnesylphosphat (15416-86-1,15416-91-8,64354-62-7)

Guidance literature:

Multistep reaction; (i) H₃PO₄, Et₃N, CCl₃CN, MeCN, (ii) NH₃;

Reference yield:

→ (2Z,6E)-3-methyl-7,11-dimethyldodeca-2,6,10-triene monophosphate (15416-91-8)

Guidance literature:

Farnesoe, Trichloracetonitril, Bis-(triaethylammonium)-phosphat;

DOI:10.1021/bi00764a002

upstream raw materials:

farnesol

Farnesol

Downstream raw materials:

farnesyl pyrophosphate

Refernces

• 1、 Lund, Sean,Courtney, Taylor,Williams, Gavin J.. "Probing the Substrate Promiscuity of Isopentenyl Phosphate Kinase as a Platform for Hemiterpene Analogue Production". . p. 2217 - 2221. Retrieved 2019/08/02.
• 2、 Warren,Jeanloz. "Chemical synthesis of pyrophosphodiesters of carbohydrates and isoprenoid alcohols. Lipid intermediates of bacterial cell wall and antigenic polysaccharide biosynthesis.". . p. 2565 - 2572. Retrieved 2007/10/06.