[1-C-13]-labelled phenanthrene was incubated in a closed bioreactor to stud
y the flux and biotransformation of polycyclic aromatic hydrocarbon (PAH) i
n contaminated soils on a bulk and molecular level. The degradation of extr
actable phenanthrene was observed by GC-MS measurements and the mineralisat
ion was monitored by (CO2)-C-13 production. The transformation of the C-13-
label into nonextractable soil-bound residues was determined by carbon isot
opic measurements. With these data we were able to calculate a carbon budge
t of the C-13-label. Moreover, the chemical structure of non-extractable bo
und residues was characterised by applying selective chemical degradation r
eactions to cleave xenobiotic subunits from the macromolecular organic soil
matrix. The obtained low molecular weight products yielded C-13-labelled c
ompounds which were identified using IRM (isotope ratio monitoring)-GC-MS a
nd structurally characterised with GC-MS. Most of the C-13-labelled product
s obtained by chemical degradation of non-extractable bound residues are we
ll-known metabolites of phenanthrene. Thus, metabolites of [1-C-13]phenanth
rene formed during biodegradation appear to be reactive components which ar
e subsequently involved in the bound residue formation. Hydrolysable amino
acids of the soil residues were significantly labelled with C-13 as confirm
ed by IRM-GC-MS measurements. Therefore, phenanthrene-derived carbon was tr
ansformed by anabolic microbial processes into typical biologically derived
compounds. These substances are likely to be incorporated into humic-like
material after cell death. (C) 2000 Elsevier Science Ltd. All rights reserv
ed.