Controlled oxidation of remote sp3 C-H bonds in artemisinin via p450 catalysts with fine-tuned regio- and stereoselectivity

Journal of the American Chemical Society

Volumn 134, Issue 45, 2012, Pages 18695-18704

  Zhang, Kaidong ^a   Shafer, Brian M ^a   Demars, Matthew D ^a   Stern, Harry A ^a   Fasan, Rudi ^a  

^a UNIVERSITY OF ROCHESTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVE SITE; ANTIMALARIAL DRUG; ARTEMISININ; ARTESUNATE; C-H BOND; CHEMO-ENZYMATIC SYNTHESIS; COMPLEX MOLECULES; COMPLEX SCAFFOLDS; ENANTIOPURE; FLUORINATED DERIVATIVES; HIGH-THROUGHPUT; ISOLATED YIELD; MODEL SUBSTRATES; NATURAL PRODUCTS; ORGANIC CHEMISTRY; OXIDATION CATALYSTS; OXYFUNCTIONALIZATION; REACTIVITY PREDICTION;

CATALYSTS; HYDROXYLATION; MOLECULES; SCAFFOLDS;

STEREOSELECTIVITY;

ARTEMISININ; CARBON; CYTOCHROME P450; HYDROGEN;

ARTICLE; BIOCATALYST; CATALYSIS; CHEMICAL BOND; ENANTIOSELECTIVITY; ENZYME ACTIVE SITE; ENZYME SUBSTRATE; ENZYME SYNTHESIS; HIGH THROUGHPUT SCREENING; HYDROPHOBICITY; HYDROXYLATION; MOLECULAR RECOGNITION; OXIDATION; PREDICTIVE VALUE; PROTEIN EXPRESSION; PROTEIN METABOLISM; SITE DIRECTED MUTAGENESIS; STEREOCHEMISTRY; STRUCTURE ACTIVITY RELATION; SUBSTITUTION REACTION; WILD TYPE;

ARTEMISININS; BIOCATALYSIS; CYTOCHROME P-450 ENZYME SYSTEM; MODELS, MOLECULAR; MOLECULAR CONFORMATION; MUTAGENESIS, SITE-DIRECTED; OXIDATION-REDUCTION; PEPTIDE MAPPING; STEREOISOMERISM;

EID: 84869463474     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja3073462     Document Type: Article

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