scholarly journals Fatty-Acid Oxygenation by Fungal Peroxygenases: From Computational Simulations to Preparative Regio- and Stereoselective Epoxidation

ACS Catalysis ◽  
2020 ◽  
Vol 10 (22) ◽  
pp. 13584-13595
Author(s):  
Martí Municoy ◽  
Alejandro González-Benjumea ◽  
Juan Carro ◽  
Carmen Aranda ◽  
Dolores Linde ◽  
...  
Keyword(s):  
Fatty Acid ◽  
Computational Simulations ◽  
Stereoselective Epoxidation

scholarly journals Regioselective and Stereoselective Epoxidation of n-3 and n-6 Fatty Acids by Fungal Peroxygenases

Antioxidants ◽  
2021 ◽  
Vol 10 (12) ◽  
pp. 1888
Author(s):  
Alejandro González-Benjumea ◽  
Dolores Linde ◽  
Juan Carro ◽  
René Ullrich ◽  
Martin Hofrichter ◽  
...  
Keyword(s):  
Fatty Acids ◽  
Fatty Acid ◽  
Double Bond ◽  
Chemical Synthesis ◽  
Polyunsaturated Fatty Acids ◽  
Chiral Hplc ◽  
Pharmacological Activities ◽  
Racemic Mixtures ◽  
Synthetic Utility ◽  
Stereoselective Epoxidation

Epoxide metabolites from n-3 and n-6 polyunsaturated fatty acids arouse interest thanks to their physiological and pharmacological activities. Their chemical synthesis has significant drawbacks, and enzymes emerge as an alternative with potentially higher selectivity and greener nature. Conversion of eleven eicosanoid, docosanoid, and other n-3/n-6 fatty acids into mono-epoxides by fungal unspecific peroxygenases (UPOs) is investigated, with emphasis on the Agrocybe aegerita (AaeUPO) and Collariella virescens (rCviUPO) enzymes. GC-MS revealed the strict regioselectivity of the n-3 and n-6 reactions with AaeUPO and rCviUPO, respectively, yielding 91%-quantitative conversion into mono-epoxides at the last double bond. Then, six of these mono-epoxides were obtained at mg-scale, purified and further structurally characterized by 1H, 13C and HMBC NMR. Moreover, chiral HPLC showed that the n-3 epoxides were also formed (by AaeUPO) with total S/R enantioselectivity (ee > 99%) while the n-6 epoxides (from rCviUPO reactions) were formed in nearly racemic mixtures. The high regio- and enantioselectivity of several of these reactions unveils the synthetic utility of fungal peroxygenases in fatty acid epoxidation.

Temperature Dependence of the Critical Electron Dose for Fatty Acid Monolayers

1982 ◽  
Vol 40 ◽  
pp. 78-79
Author(s):  
Kenneth H. Downing ◽  
Robert M. Glaeser
Keyword(s):  
Electron Beam ◽  
Fatty Acid ◽  
Inelastic Scattering ◽  
Temperature Dependence ◽  
Structural Damage ◽  
Direct Result ◽  
Second Step ◽  
Strong Temperature Dependence ◽  
Electron Dose ◽  
Covalent Bonds

The structural damage of molecules irradiated by electrons is generally considered to occur in two steps. The direct result of inelastic scattering events is the disruption of covalent bonds. Following changes in bond structure, movement of the constituent atoms produces permanent distortions of the molecules. Since at least the second step should show a strong temperature dependence, it was to be expected that cooling a specimen should extend its lifetime in the electron beam. This result has been found in a large number of experiments, but the degree to which cooling the specimen enhances its resistance to radiation damage has been found to vary widely with specimen types.

Effect of light intensity on the ultrastructure of the filamentous cyanobacterium, Anabaena variabilis

1988 ◽  
Vol 46 ◽  
pp. 300-301
Author(s):  
C. S. Bricker ◽  
S. R. Barnum ◽  
B. Huang ◽  
J. G. Jaworskl
Keyword(s):  
Fatty Acid ◽  
Light Intensity ◽  
Acid Content ◽  
Fatty Acid Content ◽  
Anabaena Variabilis ◽  
Chloroplast Envelope ◽  
Major Constituent ◽  
Filamentous Cyanobacterium ◽  
Photosynthetic Membrane ◽  
Effect Of Light

Cyanobacteria are Gram negative prokaryotes that are capable of oxygenic photosynthesis. Although there are many similarities between eukaryotes and cyanobacteria in electron transfer and phosphorylation during photosynthesis, there are two features of the photosynthetic apparatus in cyanobacteria which distinguishes them from plants. Cyanobacteria contain phycobiliproteins organized in phycobilisomes on the surface of photosynthetic membrane. Another difference is in the organization of the photosynthetic membranes. Instead of stacked thylakolds within a chloroplast envelope membrane, as seen In eukaryotes, IntracytopIasmlc membranes generally are arranged in three to six concentric layers. Environmental factors such as temperature, nutrition and light fluency can significantly affect the physiology and morphology of cells. The effect of light Intensity shifts on the ultrastructure of Internal membrane in Anabaena variabilis grown under controlled environmental conditions was examined. Since a major constituent of cyanobacterial thylakolds are lipids, the fatty acid content also was measured and correlated with uItrastructural changes. The regulation of fatty acid synthesis in cyanobacteria ultimately can be studied if the fatty acid content can be manipulated.

The effects of low-ratio n-6/n-3 PUFA on biomarkers of inflammation: a systematic review and meta-analysis

2021 ◽  
Author(s):  
Yali Wei ◽  
Yan Meng ◽  
Na Li ◽  
Qian Wang ◽  
Liyong Chen
Keyword(s):  
Systematic Review ◽  
Fatty Acid ◽  
Polyunsaturated Fatty Acid ◽  
Meta Analysis ◽  
Chain Polyunsaturated Fatty Acid ◽  
Inflammation Markers ◽  
Pufa Supplementation ◽  
Long Chain

The purpose of the systematic review and meta-analysis was to determine if low-ratio n-6/n-3 long-chain polyunsaturated fatty acid (PUFA) supplementation affects serum inflammation markers based on current studies.

Temperature-dependent translational regulation of the ER omega-3 fatty acid desaturase gene in wheat root tips

2000 ◽  
Vol 24 (6) ◽  
pp. 805-813 ◽  
Author(s):  
Gorou Horiguchi ◽  
Takuichi Fuse ◽  
Naoto Kawakami ◽  
Hiroaki Kodama ◽  
Koh Iba
Keyword(s):  
Fatty Acid ◽  
Translational Regulation ◽  
Fatty Acid Desaturase ◽  
Wheat Root ◽  
Omega 3 ◽  
Root Tips ◽  
Temperature Dependent ◽  
Desaturase Gene ◽  
Omega 3 Fatty Acid ◽  
Fatty Acid Desaturase Gene

Fatty acid ketodienes and fatty acid ketotrienes: Michael addition acceptors that accumulate in wounded and diseased Arabidopsis leaves

2000 ◽  
Vol 24 (4) ◽  
pp. 467-476 ◽  
Author(s):  
Sabine Vollenweider ◽  
Hans Weber ◽  
Stephanie Stolz ◽  
Aurore Chetelat ◽  
Edward E. Farmer
Keyword(s):  
Fatty Acid ◽  
Michael Addition

Essential fatty acid deficiency

1978 ◽  
Vol 114 (5) ◽  
pp. 800c-801 ◽  
Author(s):  
A. L. Schroeter
Keyword(s):  
Fatty Acid ◽  
Essential Fatty Acid ◽  
Essential Fatty Acid Deficiency ◽  
Acid Deficiency ◽  
Fatty Acid Deficiency

Satiation in humans is modulated by fatty acid chain length

2001 ◽  
Vol 120 (5) ◽  
pp. A710-A710
Author(s):  
S LAL ◽  
J MCLAUGHLIN ◽  
O NIAZ ◽  
G DOCKRAY ◽  
A VARRO ◽  
...  
Keyword(s):  
Fatty Acid ◽  
Chain Length ◽  
Fatty Acid Chain Length ◽  
Fatty Acid Chain
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