14398-34-6Relevant articles and documents
Characterization of CYP154F1 from Thermobifida fusca YX and Extension of Its Substrate Spectrum by Site-Directed Mutagenesis
Rühlmann, Ansgar,Groth, Georg,Urlacher, Vlada B.
, p. 478 - 485 (2018)
Previous studies on cytochrome P450 monooxygenases (CYP) from family 154 reported their substrate promiscuity and high activity. Hence, herein, the uncharacterized family member CYP154F1 is described. Screening of more than 100 organic compounds revealed
DoE (Design of Experiments) assisted allylic hydroxylation of enones catalysed by a copper-aluminium mixed oxide
Garcia-Cabeza, Ana Leticia,Marin-Barrios, Ruben,Azarken, Redouan,Moreno-Dorado, F. Javier,Ortega, Maria J.,Vidal, Hilario,Gatica, Jose M.,Massanet, Guillermo M.,Guerra, Francisco M.
, p. 8307 - 8314 (2013)
The allylic hydroxylation of enones using dioxygen as the oxidant has been studied. The reaction was first examined in the absence of any catalyst, using β-ionone as a model substrate. Then a new copper-aluminium mixed oxide, Cu-Al Ox, was prepared and ch
Practical synthesis of canthaxanthin
Pi, Shiqing,Xi, Meiyang,Deng, Liping,Xu, Huiting,Feng, Chengjie,Shen, Runpu,Wu, Chunlei
, p. 493 - 497 (2019/11/03)
In this study, a novel route for the total synthesis of canthaxanthin is described. The synthesis is firstly based on an epoxidation of α-ionone with metachloroperbenzoic acid to afford the epoxide, followed by conversion of the epoxide to 3-hydroxyl-β-ionone in the presence of sodium methoxide. Next, 3-hydroxyl-C14-aldehyde was obtained by a Darzens condensation with 4-hydroxyl-β-ionone and methyl chloroacetate, which can be converted to 3-hydroxyl-C15-phophonate via a Wittig–Horner condensation with tetraethyl methylenebisphosphonate. Then, a Wittig–Horner condensation with 3-hydroxyl-C15-phosphonate and C10-trienedial resulted in 4,4′-dihydroxyl-β-carotene, followed by an oxidation afforded the target product canthaxanthin. The overall yield of this route is 37% from α-ionone. The synthetic steps are easily operated and are practical for the large-scale production.
In Vitro Regio- and Stereoselective Oxidation of β-Ionone by Human Liver Microsomes
Marumoto, Shinsuke,Shimizu, Ryoyu,Tanabe, Genzoh,Okuno, Yoshiharu,Miyazawa, Mitsuo
, p. 292 - 299 (2017/02/26)
The metabolism of the norisoprenoid β-ionone was investigated in vitro using human liver microsomes and 11 different recombinant cytochrome P450 enzymes expressed in Trichoplusia ni cells. β-Ionone was found to be oxidized via 4S-hydroxylation by CYP2B6 i
