M. Chartrain et al., Production of cis-1,2-dihydroxy-3-methylcyclohexa-3,5-diene (toluene cis glycol) by Rhodococcus sp MA 7249, J BIOSCI BI, 90(3), 2000, pp. 321-327
An attractive method for producing cis-1,2-dihydroxy-3-methylcyclohexa-3,5-
diene (toluene cis glycol) was developed employing a cis dihydrodiol dehydr
ogenase "deficient" strain of Rhodococcus (MA 7249). The toluene cis glycol
produced was found to have optical rotations of [alpha](D)(25) = + 25.8 (c
0.45, CH3OH) and + 72.8 (c 0.42, CHCl3) which indicated an absolute config
uration of (LT,2R) when compared with previously published values. When cul
tivated in laboratory fermenter in the presence of toluene vapors, MA 7249
reached a toluene cis glycol concentration up to 18 g/l in 110 h. Culture M
A 7249 also accumulated cis (1S,2R) dihydrodiols from dihydronaphthalene, b
iphenyl, chlorobenzene, and styrene.