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Article title

Biocatalytic deracemization: An efficient one-pot
synthesis of (R)-α-methyl-4-pyridinemethanol
using whole cells of Candida parapsilosis

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A single-step synthesis of (R)-α-methyl-
4-pyridinemethanol from (RS)-α-methyl-4-
pyridinemethanol by stereoinversion using whole cells
of Candida parapsilosis is reported. Among the various
strains of Candida species examined, C. parapsilosis
demonstrated to have the best oxidoreductase system
for stereoinversion of (RS)-α-methyl-4-pyridinemethanol.
The effect of various physicochemical parameters on the
stereoinversion process, were studied. Under optimized
conditions approximately 97% enantiomeric excess of
(R)-α-methyl-4-pyridinemethanol (eeR) was obtained with
99% yield was obtained. The optimized parameters were
determined to be a substrate concentration of 5 mM, pH
8.0, 30°C incubation temperature, and a reaction time
of 48 h. The reactions were also carried out in different
organic solvents, and maximum stereoinversion was
obtained in 1,4-dioxane with 78.4% eeR and 74.7% yield,
which are lower than those in phosphate buffer. This
whole cell catalysis for the preparation of (R)-α-methyl-4-
pyridinemethanol is an example of a green, enantiopure
synthesis of secondary alcohols.

Physical description
10 - 9 - 2015
15 - 5 - 2015
20 - 7 - 2015
  • Department of Pharmaceutical
    Technology, National Institute of Pharmaceutical Education and
    Research, Sector-67, S. A. S. Nagar-160062, Punjab, India
  • Department of Pharmaceutical
    Technology, National Institute of Pharmaceutical Education and
    Research, Sector-67, S. A. S. Nagar-160062, Punjab, India
  • Department of Pharmaceutical
    Technology, National Institute of Pharmaceutical Education and
    Research, Sector-67, S. A. S. Nagar-160062, Punjab, India
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