Metabolites from the biodegradation of 1,6-hexanediol dibenzoate, a potential green plasticizer, by Rhodococcus rhodochrous.
Metabolites from the biodegradation of a potential plasticizer 1,6-hexanediol dibenzoate in the presence of n-hexadecane as a co-substrate by the common soil organism Rhodococcus rhodochrous were identified using GC/MS and Fourier transform mass spectroscopy (FTMS) techniques. Trimethylsilylation of compounds from the biodegradation broth permitted detection of the following metabolites: 1-hexadecyl benzoate, 6-benzoyloxyhexanoic acid, 4-benzoyloxybutanoic acid, 6-benzoyloxyhexan-1-ol and benzoic acid. The presence of these metabolites was confirmed by repeating the biodegradation with 1,6-hexanediol di[(2)H(5)]benzoate, by measurement of their exact masses in FTMS and by comparison with available authentic materials. The results show that biodegradation of 1,6-hexanediol dibenzoate by R. rhodochrous does not lead to the accumulation of persistent metabolites as has been reported for commercial dibenzoate plasticizers.
Pour
Azadeh Kermanshahi
AK
Department of Chemical Engineering, McGill University, 3610 University Street, Montreal, QC, Canada H3A 2B2.
Mamer
Orval A
OA
Cooper
David G
DG
Maric
Milan
M
Nicell
Jim A
JA
D001565:Benzoates / Q000737:chemistry / Q000378:metabolism*; D001673:Biodegradation, Environmental; D005583:Fourier Analysis; D008401:Gas Chromatography-Mass Spectrometry; D055772:Green Chemistry Technology / Q000379:methods; D013058:Mass Spectrometry; D019906:Nuclear Magnetic Resonance, Biomolecular; D010968:Plasticizers / Q000737:chemistry / Q000378:metabolism*; D012240:Rhodococcus / Q000378:metabolism*
C542277:1,6-hexanediol dibenzoate; D001565:Benzoates; D010968:Plasticizers