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Asymmetric Reduction and Oxidation of Aromatic Ketones & ALcohols Using W110ASecondary Alcohol Dehydrogenase from Thermoanaerobacter ethanolicus

Results

Chemicals Used Originally

wild-type TESADH: Thermoanaerobacter ethanolicus

  • thermally unstable
  • cannot resolve the phenyl ring-containing substrate

(add structure)

Introducing W110A TESADH

Biocatalytic Process:

Advantages...

  • less hazardous (how it's environmentally friendly)
  • easily produced at low cost
  • can be carried out in mild conditions (not cause other side conditions)
  • less energy consuming

Disadvantages...

  • some enzymes can be thermally unstable
  • limited solubility of the organic substrate in water (leads to larger reaction volumes)

New mutant of the TESADH found: W110A TESADH

  • alanine substituted tryptophan-110 --> accommodates the phenyl ring-containing substrate

(add structure)

The Experiment

General procedure for...

  • Asymmetric reduction of phenyl ring-containing ketones
  • kinetic resolution of phenyl ring-containing racemic alcohols

Determination of Absolute Configuration

ABSTRACT

Purpose of the research:

  • an attempt in establishing enantioselective routes to enantiomerically pure compounds
  • finding the most effective catalyst to produce optically active alcohols
  • observe the new mutant of the wild type TESADH: W110A TESADH

By Win Le, Jenny Dao, Brenda Fandrey, Edi Yapi

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