Reaction #1731339

Reaction equation

toluene

NADPH

citronellal

citral

→

citronellol

geraniol

Solvents

MTBE

Conditions

Workup

1. 1
   Othercontinued rather linearly over the three hour period
2. 2
   Concentrationthe same final citronellal concentration
3. 3
   Othergeranial and neral, were consumed linearly over time

Procedure

FIG. 4 illustrates the profiles of citral biotransformation by Zymomonas mobilis in the aqueous/toluene and in the aqueous/MTBE two-phase system. For the former the increase of citronellal concentration continued rather linearly over the three hour period. When the concentration of the NADPH regenerating system was doubled, the same final citronellal concentration was achieved. This indicates that the reaction was not limited by the NADPH regenerating system. Concentrations of both citral isomers, geranial and neral, decreased over time. The alcohols nerol, geraniol and citronellol were not detected. For the aqueous/MTBE two-phase system, citronellal formation was observed to slow over time, though both of the citral isomers, geranial and neral, were consumed linearly over time. Of the alcohol by-products, 0.34 mM of geraniol and less than 0.1 mM of citronellol were formed. The molar balance after 3 h indicated a loss of 16% of the initial substrate in the toluene system and 10% in the MTBE system. In comparison, controls without biomass showed no loss of citral or citronellal over 3 hours. However, controls with boiled biomass lost citral and citronellal to a similar extent as observed in the biotransformations.

Source