| A bifunctional delta-fatty acyl acetylenase/desaturase from the moss Ceratodon purpureus. A new member of the cytochrome b5 superfamily. | |
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MedLine Citation:
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PMID: 10848999 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Many plant genes have been cloned that encode regioselective desaturases catalyzing the formation of cis-unsaturated fatty acids. However, very few genes have been cloned that encode enzymes catalyzing the formation of the functional groups found in unusual fatty acids (e.g. hydroxy, epoxy or acetylenic fatty acids). Here, we describe the characterization of an acetylenase from the moss Ceratodon purpureus with a regioselectivity differing from the previously described Delta12-acetylenase. The gene encoding this protein, together with a Delta6-desaturase, was cloned by a PCR-based approach with primers derived from conserved regions in Delta5-, Delta6-fatty-acid desaturases and Delta8-sphingolipid desaturases. The proteins that are encoded by the two cloned cDNAs are likely to consist of a N-terminal extension of unknown function, a cytochrome b5-domain, and a C-terminal domain that is similar to acyl lipid desaturases with characteristic histidine boxes. The proteins were highly homologous in sequence to the Delta6-desaturase from the moss Physcomitrella patens. When these two cDNAs were expressed in Saccharomyces cerevisiae, both transgenic yeast cultures desaturated Delta9-unsaturated C16- and C18-fatty acids by inserting an additional Delta6cis-double bond. One of these transgenic yeast clones was also able to introduce a Delta6-triple bond into gamma-linolenic and stearidonic acid. This resulted in the formation of 9,12,15-(Z,Z,Z)-octadecatrien-6-ynoic acid, the main fatty acid found in C. pupureus. These results demonstrate that the Delta6-acetylenase from C. pupureus is a bifunctional enzyme, which can introduce a Delta6cis-double bond into 9,12,(15)-C18-polyenoic acids as well as converting a Delta6cis-double bond to a Delta6-triple bond. |
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Authors:
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P Sperling; M Lee; T Girke; U Zähringer; S Stymne; E Heinz |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: European journal of biochemistry / FEBS Volume: 267 ISSN: 0014-2956 ISO Abbreviation: Eur. J. Biochem. Publication Date: 2000 Jun |
Date Detail:
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Created Date: 2000-08-17 Completed Date: 2000-08-17 Revised Date: 2009-11-19 |
Medline Journal Info:
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Nlm Unique ID: 0107600 Medline TA: Eur J Biochem Country: GERMANY |
Other Details:
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Languages: eng Pagination: 3801-11 Citation Subset: IM |
Affiliation:
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Institut für Allgemeine Botanik, Universität Hamburg, Germany. |
| Data Bank Information | |
Bank Name/Acc. No.:
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GENBANK/AJ250734; AJ250735 |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Amino Acid Sequence Bryopsida / enzymology*, genetics Cloning, Molecular Cytochromes b5 / metabolism Fatty Acid Desaturases / genetics*, metabolism* Fatty Acids / analysis, metabolism Fatty Acids, Omega-3 / metabolism Gas Chromatography-Mass Spectrometry Linolenic Acids / metabolism Linoleoyl-CoA Desaturase Magnetic Resonance Spectroscopy Molecular Sequence Data Polymerase Chain Reaction Saccharomyces cerevisiae / genetics Sequence Homology, Amino Acid Substrate Specificity |
| Chemical | |
Reg. No./Substance:
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0/Fatty Acids; 0/Fatty Acids, Omega-3; 0/Linolenic Acids; 111174-40-4/stearidonic acid; 61481-30-9/dicranin; 9035-39-6/Cytochromes b5; EC 1.14.19.-/Fatty Acid Desaturases; EC 1.14.19.3/Linoleoyl-CoA Desaturase |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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