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Demonstration of the chiral inversion of ibuprofen by Verticillium lecanii in non‐growing cultures
Author(s) -
Thomason M.J.,
RhysWilliams W.,
Hutt A.J.,
Lloyd A.W.,
Hanlon G.W.
Publication year - 1996
Publication title -
letters in applied microbiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.698
H-Index - 110
eISSN - 1472-765X
pISSN - 0266-8254
DOI - 10.1111/j.1472-765x.1996.tb01349.x
Subject(s) - pharmacy , library science , history , political science , law , computer science
Racemic ibuprofen has previously been shown to undergo metabolism by Verticillium lecanii to yield (S)‐2‐[4‐(2‐hydroxy‐2‐methylpropyl)phenyl] propionic acid which is enriched in the (S)‐enantiomer. However, it had not been possible to elucidate whether ibuprofen or the metabolite was inverted. This paper describes the incubation of ibuprofen in non‐growing cultures of V. lecanii , the results of which indicate that racemic ibuprofen is converted into a 70 : 30 (S : R) enantiomeric mixture after 6 d incubation in the absence of any metabolism. This suggests that V. lecanii could be a useful model for the investigation of the mechanism of mammalian chiral inversion of iburprofen.