9QI9
Crystal structure of styrene monooxygenase RhStyA
Summary for 9QI9
| Entry DOI | 10.2210/pdb9qi9/pdb |
| Descriptor | Styrene monooxygenase, NITRATE ION, 2-(2-METHOXYETHOXY)ETHANOL, ... (4 entities in total) |
| Functional Keywords | styrene monooxygenase engineered, oxidoreductase |
| Biological source | Rhodococcus |
| Total number of polymer chains | 1 |
| Total formula weight | 49419.00 |
| Authors | |
| Primary citation | Conboy, O.,Rushworth, E.Q.,Taylor, C.J.,Levy, C.W.,Ortmayer, M.,Whitehead, G.F.S.,Yen, A.,Romano, C.,Green, A.P.,Procter, D.J. Biocatalytic Activation of Sulfur Heteroaromatics Facilitates Dearomatizing Cross-Couplings to Set Stereogenic Centers or Axes. J.Am.Chem.Soc., 147:43057-43066, 2025 Cited by PubMed Abstract: The enantioselective manipulation of abundant flat (hetero)aromatic building blocks through either dearomatization, to establish new stereocenters, or cross-coupling, to construct a stereogenic axis, is an attractive means to generate three-dimensional molecular architectures. By merging the selectivity of engineered biocatalysts with the versatility of chemical synthesis, we establish a new platform for the metal-free enantioselective manipulation of sulfur-containing heteroaromatics, allowing either point or axial chirality to be set. The key to this approach is our ability to leverage the prochirality of sulfur heteroarenes; biocatalytic oxidation of benzothiophenes "switches on" reactivity and establishes a sulfur stereocenter that directs the stereochemical course of subsequent cross-couplings with non-prefunctionalized partners. Exploiting a previously unexplored mechanism, either point-to-point or point-to-axial chirality transfer from sulfur selectively delivers two different sets of chiral molecules. Enzyme evolution is used to convert a wild-type oxygenase into an efficient and selective engineered -oxygenase capable of furnishing enantiopure benzothiophene -oxides─little-known sulfoxides whose configurational stability we map out. Our integrated chemoenzymatic approach provides a blueprint for unlocking the potential of sulfur chirality, lying dormant in important heterocycles, to direct transformations that deliver diverse enantioenriched products. PubMed: 41187905DOI: 10.1021/jacs.5c16261 PDB entries with the same primary citation |
| Experimental method | X-RAY DIFFRACTION (1.8 Å) |
Structure validation
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