Affiliation:
1. Institut für Organische Chemie, Universität Göttingen, 37077 Göttingen,1 and
2. Institut für Mikrobiologie, Universität Stuttgart, 70550 Stuttgart,2 Germany
Abstract
ABSTRACT
Streptomyces coelicolor
1A and
Pseudomonas citronellolis
were able to degrade synthetic high-molecular-weight poly(
cis
-1,4-isoprene) and vulcanized natural rubber. Growth on the polymers was poor but significantly greater than that of the nondegrading strain
Streptomyces lividans
1326 (control). Measurement of the molecular weight distribution of the polymer before and after degradation showed a time-dependent increase in low-molecular-weight polymer molecules for
S. coelicolor
1A and
P. citronellolis
, whereas the molecular weight distribution for the control (
S. lividans
1326) remained almost constant. Three degradation products were isolated from the culture fluid of
S. coelicolor
1A grown on vulcanized rubber and were identified as (
6Z
)-2,6-dimethyl-10-oxo-undec-6-enoic acid, (
5Z
)-6-methyl-undec-5-ene-2,9-dione, and (
5Z
,
9Z
)-6,10-dimethyl-pentadec-5,9-diene-2,13-dione. An oxidative pathway from poly(
cis
-1,4-isoprene) to methyl-branched diketones is proposed. It includes (i) oxidation of an aldehyde intermediate to a carboxylic acid, (ii) one cycle of β-oxidation, (iii) oxidation of the conjugated double bond resulting in a β-keto acid, and (iv) decarboxylation.
Publisher
American Society for Microbiology
Subject
Ecology,Applied Microbiology and Biotechnology,Food Science,Biotechnology
Cited by
79 articles.
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