Selective dealkylation of alkyl polycyclic aromatic hydrocarbons towards innovative upgrading process of practical heavy oil

2021 ◽  
Author(s):  
Fumiya Nakano ◽  
Tomohide Goma ◽  
Satoshi Suganuma ◽  
Etsushi Tsuji ◽  
Naonobu Katada
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Pore Size ◽  
Aromatic Hydrocarbons ◽  
Heavy Oil ◽  
Acid Sites ◽  
Polycyclic Aromatics ◽  
Large Pore ◽  
Polycyclic Aromatic ◽  
Long Chain ◽  
Large Pore Size

A silica-monolayer loaded on alumina with weak Brønsted acid sites and large pore size can selectively dealkylate alkyl polycyclic aromatics to long-chain alkanes and polycyclic aromatics for production of chemicals and fuel.

scholarly journals CYP63A2, a Catalytically Versatile Fungal P450 Monooxygenase Capable of Oxidizing Higher-Molecular-Weight Polycyclic Aromatic Hydrocarbons, Alkylphenols, and Alkanes

2013 ◽  
Vol 79 (8) ◽  
pp. 2692-2702 ◽  
Author(s):  
Khajamohiddin Syed ◽  
Aleksey Porollo ◽  
Ying Wai Lam ◽  
Paul E. Grimmett ◽  
Jagjit S. Yadav
Keyword(s):  
Molecular Weight ◽  
Polycyclic Aromatic Hydrocarbons ◽  
Substrate Specificity ◽  
Crude Oil ◽  
Aromatic Hydrocarbons ◽  
Aliphatic Hydrocarbon ◽  
Ligand Docking ◽  
P450 Monooxygenase ◽  
Polycyclic Aromatic ◽  
Long Chain

ABSTRACTCytochrome P450 monooxygenases (P450s) are known to oxidize hydrocarbons, albeit with limited substrate specificity across classes of these compounds. Here we report a P450 monooxygenase (CYP63A2) from the model ligninolytic white rot fungusPhanerochaete chrysosporiumthat was found to possess a broad oxidizing capability toward structurally diverse hydrocarbons belonging to mutagenic/carcinogenic fused-ring higher-molecular-weight polycyclic aromatic hydrocarbons (HMW-PAHs), endocrine-disrupting long-chain alkylphenols (APs), and crude oil aliphatic hydrocarbonn-alkanes. A homology-based three-dimensional (3D) model revealed the presence of an extraordinarily large active-site cavity in CYP63A2 compared to the mammalian PAH-oxidizing (CYP3A4, CYP1A2, and CYP1B1) and bacterial aliphatic-hydrocarbon-oxidizing (CYP101D and CYP102A1) P450s. This structural feature in conjunction with ligand docking simulations suggested potential versatility of the enzyme. Experimental characterization using recombinantly expressed CYP63A2 revealed its ability to oxidize HMW-PAHs of various ring sizes, including 4 rings (pyrene and fluoranthene), 5 rings [benzo(a)pyrene], and 6 rings [benzo(ghi)perylene], with the highest enzymatic activity being toward the 5-ring PAH followed by the 4-ring and 6-ring PAHs, in that order. Recombinant CYP63A2 activity yielded monohydroxylated PAH metabolites. The enzyme was found to also act as an alkane ω-hydroxylase that oxidizedn-alkanes with various chain lengths (C9to C12and C15to C19), as well as alkyl side chains (C3to C9) in alkylphenols (APs). CYP63A2 showed preferential oxidation of long-chain APs and alkanes. To our knowledge, this is the first P450 identified from any of the biological kingdoms that possesses such broad substrate specificity toward structurally diverse xenobiotics (PAHs, APs, and alkanes), making it a potent enzyme biocatalyst candidate to handle mixed pollution (e.g., crude oil spills).

scholarly journals Insights into carbon-nanotube-assisted electrooxidation of polycyclic aromatic hydrocarbons for mediated bioelectrocatalysis

2021 ◽  
Author(s):  
Paulo Henrique Maciel Buzzetti ◽  
Pierre-Yves Blanchard ◽  
Emerson Marcelo Girotto ◽  
Yuta Nishina ◽  
Serge Cosnier ◽  
...  
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Carbon Nanotube ◽  
Aromatic Hydrocarbons ◽  
Polycyclic Aromatics ◽  
Π Stacking ◽  
Polycyclic Aromatic ◽  
Mediated Bioelectrocatalysis

A series of polycyclic aromatics, naphthalene, phenanthrene, perylene, pyrene, 1-pyrenebutyric acid N-hydroxysuccinimide ester (pyrene NHS) and coronene, were immobilized via π stacking on carbon nanotube (CNT) electrodes and electro-oxidized in...

On the formation of phosphorous polycyclic aromatics hydrocarbons (PAPHs) in astrophysical environments

2019 ◽  
Vol 21 (15) ◽  
pp. 8015-8021 ◽  
Author(s):  
Marco Fioroni ◽  
Robert E. Savage ◽  
Nathan J. DeYonker
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Aromatic Hydrocarbons ◽  
Polycyclic Aromatics ◽  
Polycyclic Aromatic

CP radical astrochemistry. An important molecule in the synthesis of phosphorous polycyclic aromatic hydrocarbons (PAPH).

Separation and identification of monomethylated polycyclic aromatic hydrocarbons in heavy oil

1990 ◽  
Vol 498 ◽  
pp. 25-33 ◽  
Author(s):  
Sadao Matsuzawa ◽  
Philippe Garrigues ◽  
Osamu Setokuchi ◽  
Masaru Sato ◽  
Tadato Yamamoto ◽  
...  
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Aromatic Hydrocarbons ◽  
Heavy Oil ◽  
Polycyclic Aromatic

Thermodynamics of mixtures formed by polycyclic aromatic hydrocarbons with long chain alkanes

1995 ◽  
Vol 110 (1-2) ◽  
pp. 283-297 ◽  
Author(s):  
A. Aoulmi ◽  
M. Bouroukba ◽  
R. Solimando ◽  
M. Rogalski
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Aromatic Hydrocarbons ◽  
Polycyclic Aromatic ◽  
Thermodynamics Of Mixtures ◽  
Long Chain

scholarly journals Degradation by a Pyrene-Assimilating Bacterium of Polycyclic Aromatic Hydrocarbons in Heavy oil Leaked from a Wrecked Tanker

1998 ◽  
Vol 47 (12) ◽  
pp. 1351-1354,1362
Author(s):  
Shigeru MINEKI ◽  
Fumio SUGAWARA ◽  
Masaru MATSUO ◽  
Iwao UCHIYAMA ◽  
Sumio GOTO
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Aromatic Hydrocarbons ◽  
Heavy Oil ◽  
Polycyclic Aromatic

In vitro and in silico AHR assays for assessing the risk of heavy oil-derived polycyclic aromatic hydrocarbons in fish

2019 ◽  
Vol 181 ◽  
pp. 214-223 ◽  
Author(s):  
Su-Min Bak ◽  
Haruhiko Nakata ◽  
Dong-Hee Koh ◽  
Jean Yoo ◽  
Hisato Iwata ◽  
...  
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Aromatic Hydrocarbons ◽  
Heavy Oil ◽  
In Silico ◽  
Polycyclic Aromatic
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