291749-77-4Relevant academic research and scientific papers
A study of substrate specificity of toluene dioxygenase in processing aromatic compounds containing benzylic and/or remote chiral centers
Bui,Hansen,Stenstrom,Hudlicky,Ribbons
, p. 116 - 124 (2007/10/03)
A series of substituted arenes containing remote chiral centers were screened as substrates for toluene dioxygenase (TDO). The absolute stereochemistry of the new metabolites was determined by chemical and spectroscopic correlation with synthetic standards. There was no evidence for kinetic resolution; enantiomers were indiscriminately processed by the enzyme to diastereomeric pairs, which were separable upon derivatization. Some of these new metabolites are useful as synthons for morphine synthesis. Full experimental details are reported for those new compounds stable to isolation and for derivatives of those that are unstable.
Toluene dioxygenase-mediated oxidation of aromatic substrates with remote chiral centers
Bui, Vu,Hansen, Trond Vidar,Stenstrom, Yngve,Ribbons, Douglas W.,Hudlicky, Tomas
, p. 1669 - 1672 (2007/10/03)
Several aromatic substrates containing remote chiral centers were subjected to toluene and naphthalene dioxygenase expressed in blocked mutants and recombinant organisms yielding cis-diol metabolites with little or no kinetic resolution. Substrates were t
