Enantioselective Allylic Hydroxylation of ω-Alkenoic Acids and Esters by P450 BM3 Monooxygenase

2014 ◽  
Vol 53 (48) ◽  
pp. 13253-13257 ◽  
Author(s):  
Katharina Neufeld ◽  
Birgit Henßen ◽  
Jörg Pietruszka
Keyword(s):  
P450 Bm3 ◽  
Allylic Hydroxylation

The Role of Protein Plasticity in Computational Rationalization Studies on Regioselectivity in Testosterone Hydroxylation by Cytochrome P450 BM3 Mutants

2012 ◽  
Vol 13 (2) ◽  
pp. 155-166 ◽  
Author(s):  
Stephanie B.A. de Beer ◽  
Laura A.H. van Bergen ◽  
Karlijn Keijzer ◽  
Vanina Rea ◽  
Harini Venkataraman ◽  
...  
Keyword(s):  
Cytochrome P450 ◽  
P450 Bm3 ◽  
Cytochrome P450 Bm3 ◽  
Testosterone Hydroxylation

scholarly journals Engineering the biomimetic cofactors of NMNH for cytochrome P450 BM3 based on binding conformation refinement

RSC Advances ◽  
2021 ◽  
Vol 11 (20) ◽  
pp. 12036-12042
Author(s):  
Yao Liu ◽  
Yalong Cong ◽  
Chuanxi Zhang ◽  
Bohuan Fang ◽  
Yue Pan ◽  
...  
Keyword(s):  
Cytochrome P450 ◽  
Rational Design ◽  
Design Strategy ◽  
Efficient Utilization ◽  
P450 Bm3 ◽  
Binding Conformation ◽  
Cytochrome P450 Bm3

A rational design strategy was proposed to improve the efficient utilization of alternative biomimetic cofactor by P450 BM3 enzyme.

Solvent and additive-free selective aerobic allylic hydroxylation of β -pinene catalyzed by metalloporphyrins

2017 ◽  
Vol 28 (3) ◽  
pp. 575-578 ◽  
Author(s):  
Shi-Chao Xu ◽  
Shou-Ji Zhu ◽  
Liang-Wu Bi ◽  
Yu-Xiang Chen ◽  
Jing Wang ◽  
...  
Keyword(s):  
Allylic Hydroxylation

Chemo-, Regio-, and Stereoselective Oxidation of the Monocyclic Diterpenoid β-Cembrenediol by P450 BM3

ACS Catalysis ◽  
2015 ◽  
Vol 5 (3) ◽  
pp. 1772-1780 ◽  
Author(s):  
Priska Le-Huu ◽  
Tanja Heidt ◽  
Birgit Claasen ◽  
Sabine Laschat ◽  
Vlada B. Urlacher
Keyword(s):  
P450 Bm3 ◽  
Stereoselective Oxidation

scholarly journals Reduction of Dioxygen Catalyzed by Pyrene-Wired Heme Domain Cytochrome P450 BM3 Electrodes

2004 ◽  
Vol 126 (33) ◽  
pp. 10218-10219 ◽  
Author(s):  
Andrew K. Udit ◽  
Michael G. Hill ◽  
V. Garrett Bittner ◽  
Frances H. Arnold ◽  
Harry B. Gray
Keyword(s):  
Cytochrome P450 ◽  
P450 Bm3 ◽  
Heme Domain ◽  
Cytochrome P450 Bm3

scholarly journals Correlating the para-Substituent Effects on Ru(II)-Polypyridine Photophysical Properties and on the Corresponding Hybrid P450 BM3 Enzymes Photocatalytic Activity

2017 ◽  
Vol 56 (11) ◽  
pp. 6558-6564 ◽  
Author(s):  
Hadil Shalan ◽  
Alexander Colbert ◽  
Thanh Truc Nguyen ◽  
Mallory Kato ◽  
Lionel Cheruzel
Keyword(s):  
Photocatalytic Activity ◽  
Photophysical Properties ◽  
Substituent Effects ◽  
P450 Bm3

scholarly journals Oxyfunctionalization of α-and β-Pinene by Selected Basidiomycetes

1994 ◽  
Vol 49 (9-10) ◽  
pp. 545-552 ◽  
Author(s):  
Dagmar Busmann
Keyword(s):  
Substrate Concentration ◽  
Fermentation Broth ◽  
Submerged Cultures ◽  
Glucose Content ◽  
Residual Glucose ◽  
Conversion Time ◽  
In Trans ◽  
Regioselective Oxidation ◽  
Allylic Hydroxylation ◽  
Oxygenated Products

Abstract Several strains of basidiom ycetes were examined for their ability to transform α-and β-pinene in agitated submerged cultures. Four major metabolites of α-pinene (verbenol, verbenone, myrtenol, and trans-pinocarveol) and three main metabolites of β-pinene (1,4-cineol, myrtenol, and trans-pinocarveol) were isolated from the fermentation broth. The metabolic pathways included allylic oxidation, oxidative cleavage and further regioselective oxidation. Ganoderma applanatum was found to carry out the stereoselective allylic hydroxylation of α-pinene to verbenol, and of β-pinene to trans-pinocarveol in trans position to the C -C bridge. The optimal conditions of the bioreaction were established with respect to substrate concentration, incubation time and conversion time. Due to growth inhibition caused by elevated substrate concentration, the bioconversion of β-pinene required pre-grown cultures. Generally, mycelial pellet cultures were supplemented with the terpene substrate when a residual glucose content of 50% was reached. Depending on strain this point was reached after about 48 h. An incubation period of two to three days gave best yields. The transient accumulation of oxygenated products apparently reflected different reaction velocities of the successive catabolic steps.

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