Biotransformation of halophenols using crude cell extracts of Pseudomonas putida F6.
Crude cell extracts of Pseudomonas putida F6 transformed 4-substituted fluoro-, chloro-, bromo- and iodo-phenol without the exogenous addition of cofactors. The rate of substrate consumption decreased with increasing substituent size (F>Cl>Br>I). Biotransformations resulted in greater than 95% utilisation of the halogenated substrate. Product accumulation was observed in incubations with 4-chloro, 4-bromo- and 4-iodo-phenol. These products were identified as the corresponding 4-substituted catechols. Transformation of 4-fluorophenol did not result in the accumulation of the corresponding catechol; however, manipulation of the reaction conditions by incorporation of ascorbic acid culminated in the formation of 4-fluorocatechol. Cell extracts of P. putida F6 also showed activity towards a 3-substituted phenol, namely 3-fluorophenol, resulting in the formation of a single product, 4-fluorocatechol.
Brooks
S J
SJ
Department of Industrial Microbiology, University College Dublin, Belfield Dublin 4, Republic of Ireland.
Doyle
E M
EM
Hewage
C
C
Malthouse
J P G
JP
Duetz
W
W
O' Connor
K E
KE
D001711:Biotransformation; D002396:Catechols / Q000032:analysis*; D002733:Chlorophenols / Q000378:metabolism; D003067:Coenzymes; D007462:Iodobenzenes / Q000378:metabolism; D010636:Phenols / Q000378:metabolism*; D016958:Pseudomonas putida / Q000254:growth & development / Q000378:metabolism*; D013379:Substrate Specificity
D002396:Catechols; D002733:Chlorophenols; D003067:Coenzymes; D007462:Iodobenzenes; D010636:Phenols; C106880:4-fluorophenol; C029107:4-chlorophenol; C050181:4-iodophenol; C032037:4-bromophenol; C085046:3-fluorophenol