Catalytic oxidation of concentrated orange oil phase by synthetic metallic complexes biomimetic to MMO enzyme.
BACKGROUND
This paper reports the catalytic oxidation of the concentrated orange oil phase using the complexes [Fe(III)(BMPP)Cl(micro-O)Fe(III)Cl(3)], [Cu(II)(BTMEA)(2)Cl]Cl and [Co(II)(BMPP)]Cl(2) biomimetic to methane monooxygenase enzyme as catalysts and hydrogen peroxide as oxidant.


RESULTS
The reaction products of oil oxidation, mainly nootkatone, were identified by gas chromatography/mass spectrometry. A screening of catalysts was performed through a full 2(3) experimental design, varying the temperature from 30 to 70 degrees C, the catalyst concentration from 7.0 x 10(-4) to 1.5 x 10(-3) mol L(-1) and the oxidant/substrate molar ratio from 1:1 to 3:1. The results of reaction kinetics employing the most promising catalysts showed that conversions to nootkatone of up to 8% were achieved after 16 h at 70 degrees C.


CONCLUSIONS
The results obtained in this study in terms of nootkatone production should be considered encouraging, since a real, industrially collected, raw material, instead of pure valencene, was employed in the reaction experiments, with a final content about ten times that present in the original concentrated oil.
Fernandes
Ilizandra A
IA
Department of Food Engineering, URI-Campus de Erechim, Av. Sete de Setembro 1621, Erechim, RS, Brazil.
Esmelindro
Maria Carolina
MC
Corazza
Marcos L
ML
Franceschi
Elton
E
Treichel
Helen
H
de Oliveira
Debora
D
Frizzo
Caren D
CD
Oliveira
J Vladimir
JV
D040761:Biomimetic Materials / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D056831:Coordination Complexes / Q000138:chemical synthesis / Q000737:chemistry*; D008401:Gas Chromatography-Mass Spectrometry; D006358:Hot Temperature; D006861:Hydrogen Peroxide / Q000737:chemistry; D007700:Kinetics; D008667:Metalloproteins / Q000737:chemistry*; D009994:Osmolar Concentration; D016877:Oxidants / Q000737:chemistry; D010084:Oxidation-Reduction; D010105:Oxygenases / Q000737:chemistry* / Q000378:metabolism; D010938:Plant Oils / Q000737:chemistry*; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes / Q000032:analysis / Q000138:chemical synthesis / Q000737:chemistry
D056831:Coordination Complexes; D008667:Metalloproteins; D016877:Oxidants; D010938:Plant Oils; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes; C506706:valencene; C087245:orange oil; D006861:Hydrogen Peroxide; D010105:Oxygenases; C021555:methane monooxygenase; C050302:nootkatone