| Bacterial formation and metabolism of 6-hydroxyhexanoate: evidence of a potential role for omega-oxidation. | |
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MedLine Citation:
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PMID: 6630146 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Alkane-utilizing strains of Pseudomonas spp. were found to omega-oxidize hexanoate, 6-hydroxyhexanoate, and 6-oxohexanoate to adipic acid in 5, 30, and 90% molar yields, respectively, after induction with n-hexane. 6-Hydroxyhexanoate was identified as the immediate product of hexanoate omega-hydroxylation by whole cells and was further oxidized into adipic acid and an unexpected metabolite identified as 2-tetrahydrofuranacetic acid. This same metabolite, together with adipic acid, was also detected when similarly induced cells were incubated with hexanoate or 1,6-hexanediol, but not with 6-oxohexanoate (adipic semialdehyde). Cells grown on hexanoate and incubated with 6-hydroxyhexanoate were also found to accumulate 2-tetrahydrofuranacetic acid, which was not further degraded. Utilization of 6-hydroxyhexanoate for growth was restricted to those organisms also able to utilize adipate. Similar observations were made with 1,6-hexanediol serving as the carbon source and cells obtained from one organism, Pseudomonas aeruginosa PAO, grown either on 1,6-hexanediol or 6-hydroxyhexanoate, were found to be well induced for both 6-oxohexanoate and adipate oxidation. The results indicate that 6-hydroxyhexanoate and 1,6-hexanediol are susceptible to both beta- and omega-oxidative attack; however, the former pathway appears to be of no physiological significance since it generates 2-tetrahydrofuranacetic acid as a nonmetabolizable intermediate, making omega-oxidation via adipate the exclusive pathway for degradation. |
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Authors:
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D A Kunz; P J Weimer |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Journal of bacteriology Volume: 156 ISSN: 0021-9193 ISO Abbreviation: J. Bacteriol. Publication Date: 1983 Nov |
Date Detail:
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Created Date: 1983-12-17 Completed Date: 1983-12-17 Revised Date: 2010-09-10 |
Medline Journal Info:
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Nlm Unique ID: 2985120R Medline TA: J Bacteriol Country: UNITED STATES |
Other Details:
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Languages: eng Pagination: 567-75 Citation Subset: IM |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Caproates
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metabolism* Chromatography, Gas Hexanoic Acids / metabolism* Kinetics Mass Spectrometry Mutation Oxidation-Reduction Pseudomonas / genetics, metabolism* Species Specificity |
| Chemical | |
Reg. No./Substance:
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0/Caproates; 0/Hexanoic Acids; 1191-25-9/6-hydroxyhexanoic acid |
| Comments/Corrections | |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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