Octanol dehydrogenase

OCTANOL DEHYDROGENASE OCTOPINE DEHYDROGENASE PHENYLALANINE DEHYDROGENASE POLY(ADP-RIBOSE) SYNTHETASE (or, SYNTHASE)... 

OCCUPANCY THEORY OF DRUG ACTION OCTAHEDRAL COORDINATION OCTANOL DEHYDROGENASE trans-OCTAPRENYLTRANSTRANSFERASE OCTOPINE DEHYDROGENASE D-Octopine synthase,... 

Caspi and co-workers (56) have reported the synthesis of n-octane containing a chiral methyl group by the displacement of the mesylate of (R)- and (S)-l-[l-3H]octanol with superdeuteride. A unique feature of their approach (56,57) was the chemical conversion of the more readily available tritiated IS alcohol, obtained from the reduction of [l-3H]octanal by horse liver alcohol dehydrogenase, to the more difficult-to-obtain 1/ alcohol by the Mitsunobu reaction. Using the conditions shown in Scheme 10, the (IS)-alcohol was converted to the (l/ )-benzoate which gave the (17 )-alcohol by reductive cleavage with LiAlH4. 

The alcohol dehydrogenase from Lactobacillus brevis was used to catalyze the enantioselective reduction of 2-octanone to (i )-2-octanol on the expense of the reduced cofactor NADPH. The same enzyme is able to regenerate NADPH from... 

Hydrophobic ILs have been considered as a solvent for biocatalytic reactions. It was shown that the reaction of 2-octanone reduction to 2-octanol catalysed by alcohol dehydrogenase is faster when IL BMIM (Cp3S02)2N is present in comparison to organic solvent applied so far (Eckstein et al., 2004). Additional beneficial effects of ILs is reduction of the toxicity towards the cell and possibility of their application in whole-cell biocatalysis (Weuster-Botz, 2007 Pfruender et al,. 2004). This advantageous effect comes from excellent solvent properties of ILs extracting either products or reaction substrates. 

Figure 13 Reaction schemes for the synthesis of (5)-l-phenyl-2-propanol and (5)-2-octanol (ADH, alcohol dehydrogenase CPCR, Candida parapsilosis carbonyl reductase FDH, formate dehydrogenase).

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