Environmental Engineering Reference
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5
6
7
8
4
3
O 2
O 2
2
9
10
1
OH
Pyrene
OH
OH
O 2
OH
O 2
OH
COOH
O
COOH
COOH
9-Hydroxy-perinaphthylidiene
pyruvate (product E)
hermal decomposition
in GC analysis
CO 2
OH
CH 2
OH COOH
O
O
10-Hydroxy-1-Phenanthoric
Acid (product Ga)
(product G)
hermal decomposition
in GC analysis
Figure 7.5 Proposed pathway for the cometabolism of pyrene by S. paucimobilis strain
EPA 505.
grow on pyrene. In the Sphingomonas species, however, the specificity of the
enzymes involved in the cleavage of either a three-carbon fragment
(meta-cleavage) or a two-carbon fragment (ortho-cleavage) is apparently too
narrow to allow further metabolism of the pyrene products.
It is interesting to speculate that this may be true of Sphingomonas species
in general because, at the present time, there are no known Sphingomonas
species that are able to grow on pyrene. Mycobacterium strains, on the other
hand, can be readily isolated for their ability to grow on pyrene. In prelim-
inary studies, we have observed transient pyrene degradation products from
selected Mycobacterium strains that have the same spectral characteristics as
the substituted perinaphthalene product produced by EPA 505. If this is the
case, then initial degradation of pyrene may be similar in both Mycobacterium
and Sphingomonas species. Recent evidence demonstrates that nah -like genes
can be found in Mycobacterium and Rhodococcus species (Hamann et al., 1999).
However, the Mycobacterium strains clearly have the ability to further metab-
olize the intermediates produced from a naphthalene-like attack on pyrene.
This was verified by the work of Rehmann et al. (1998) and Heitkamp et al.
(1988a, 1988b), who observed further degradation products. Why Sphingomo-
nas strains have not acquired the necessary enzymes for this transformation
 
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