Selective Epoxidation of Fatty Acids and Fatty Acid Methyl Esters by Fungal Peroxygenases

被引:26
|
作者
Aranda, Carmen [1 ]
Olmedo, Andres [1 ]
Kiebist, Jan [2 ]
Scheibner, Katrin [2 ]
del Rio, Jose C. [1 ]
Martinez, Angel T. [3 ]
Gutierrez, Ana [1 ]
机构
[1] CSIC, Inst Recursos Nat & Agrobiol Sevilla, Reina Mercedes 10, E-41080 Seville, Spain
[2] JenaBios GmbH, Orlaweg 2, D-00743 Jena, Germany
[3] CSIC, Ctr Invest Biol, Ramiro de Maeztu 9, E-28040 Madrid, Spain
关键词
epoxidation; fatty acids; fatty acid methyl esters; fungal peroxygenases; oxidoreductases; COPRINOPSIS-CINEREA; BACILLUS-MEGATERIUM; ALIPHATIC-COMPOUNDS; CYTOCHROME-P450; OXYGENATION; PEROXIDASE; HYDROXYLATION; ALCOHOLS; SYSTEM; OILS;
D O I
10.1002/cctc.201800849
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Recently discovered fungal unspecific peroxygenases from Marasmius rotula and Chaetomium globosum catalyze the epoxidation of unsaturated fatty acids (FA) and FA methyl esters (FAME), unlike the well-known peroxygenases from Agrocybe aegerita and Coprinopsis cinerea. Reactions of a series of unsaturated FA and FAME with cis-configuration revealed high (up to 100%) substrate conversion and selectivity towards epoxidation, although some significant differences were observed between enzymes and substrates with the best results being obtained with the C. globosum enzyme. This and the M. rotula peroxygenase appear as promising biocatalysts for the environmentally-friendly production of reactive FA epoxides given their self-sufficient monooxygenase activity and the high conversion rate and epoxidation selectivity.
引用
收藏
页码:3964 / 3968
页数:5
相关论文
共 50 条
  • [41] Preparation of Fatty Acid Methyl Esters by Selective Methanolysis of Polar Glycerolipids
    Ichihara, Ken'ichi
    Yamaguchi, Chiaki
    Araya, Yumiko
    Sakamoto, Asami
    Yoneda, Kumiko
    LIPIDS, 2010, 45 (04) : 367 - 374
  • [42] THE AMPLIFIED DISTILLATION OF METHYL ESTERS OF FATTY ACIDS
    WEITKAMP, AW
    JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1947, 24 (07) : 236 - 238
  • [43] UNEQUIVOCAL ABSORPTION OF METHYL ESTERS OF FATTY ACIDS
    SALADIN, TA
    NAPIER, EA
    POLLARD, HM
    GASTROENTEROLOGY, 1966, 50 (06) : 866 - &
  • [44] THERMAL OXIDATION OF METHYL ESTERS OF FATTY ACIDS
    RAMANATHAN, V
    SAKURAGI, T
    KUMMEROW, FA
    JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1959, 36 (06) : 244 - 248
  • [45] FATTY ACIDS METHYL ESTERS AND INSECT GROWTH
    MCFARLANE, JE
    COMPARATIVE BIOCHEMISTRY AND PHYSIOLOGY, 1968, 24 (02): : 377 - +
  • [46] A NOTE ON THE PREPARATION OF METHYL ESTERS OF FATTY ACIDS
    YOUNGS, CG
    CRAIG, BM
    JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1951, 28 (12) : 521 - 522
  • [47] EFFICIENT SYNTHESIS OF FATTY MONOGLYCERIDE SULFATES FROM FATTY-ACIDS AND FATTY-ACID METHYL-ESTERS
    AHMED, FU
    JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1990, 67 (01) : 8 - 14
  • [48] Differentiation and determination of fatty acids and fatty acid methyl esters by gas chromatography - vacuum ultraviolet spectroscopy
    Sawicki, Ian
    Fan, Hui
    Carlton, Doug D.
    Walsh, Phillip
    Harrison, Dale
    Schug, Kevin A.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 248
  • [49] Optimizing Reaction Conditions for the Isomerization of Fatty Acids and Fatty Acid Methyl Esters to Their Branch Chain Products
    Reaume, Stephen J.
    Ellis, Naoko
    JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 2011, 88 (05) : 661 - 671
  • [50] Construction of a Library of Fatty Acid Esters of Hydroxy Fatty Acids
    Mountanea, Olga G.
    Batsika, Charikleia S.
    Mantzourani, Christiana
    Kokotos, Christoforos G.
    Kokotos, George
    MOLECULES, 2025, 30 (02):