Substrate specificity of acyl-Delta(6)-desaturases from Continental versus Macaronesian Echium species

Echium (Boraginaceae) species from the Macaronesian islands exhibit an unusually high level of gamma-linolenic acid (18:3n-6; GLA) and relatively low content of octadecatetraenoic acid (18:4n-3; OTA) in the seed, while the amounts of both fatty acids in their Continental (European) relatives are rat...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Phytochemistry (Oxford) 2006-03, Vol.67 (6), p.540-544
Hauptverfasser: García-Maroto, Federico, Mañas-Fernández, Aurora, Garrido-Cárdenas, José A, Alonso, Diego López
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 544
container_issue 6
container_start_page 540
container_title Phytochemistry (Oxford)
container_volume 67
creator García-Maroto, Federico
Mañas-Fernández, Aurora
Garrido-Cárdenas, José A
Alonso, Diego López
description Echium (Boraginaceae) species from the Macaronesian islands exhibit an unusually high level of gamma-linolenic acid (18:3n-6; GLA) and relatively low content of octadecatetraenoic acid (18:4n-3; OTA) in the seed, while the amounts of both fatty acids in their Continental (European) relatives are rather similar. We have tested the hypothesis of whether a different specificity of the acyl-Delta(6)-desaturases (D6DES) towards their respective usual substrates, linoleic acid (18:2n-6; LA) for GLA and alpha-linolenic acid (18:3n-3; ALA) for OTA, was partly responsible for this composition pattern. To this aim we have expressed in yeast the coding sequences of the D6DES genes for the Continental species Echium sabulicola, and the Macaronesian Echium gentianoides. When the yeast cultures are supplemented with the two fatty acid substrates (LA and ALA), a similar utilization of both compounds was found for the D6DES of E. sabulicola, while a preference for LA over ALA was observed for the enzyme of E. gentianoides. This substrate preference must contribute to the increased accumulation of GLA in the seeds of the Macaronesian Echium species. Comparison among the amino acid sequences of these desaturases and other related enzymes, allowed us the discussion about the possible involvement of some specific positions in the determination of substrate specificity.
doi_str_mv 10.1016/j.phytochem.2005.12.005
format Article
fullrecord <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_proquest_miscellaneous_67679982</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>67679982</sourcerecordid><originalsourceid>FETCH-LOGICAL-p209t-a608de734a9a88725aaab40d8a114631e5dc205ba7c416e312749632006aa9753</originalsourceid><addsrcrecordid>eNo1kEtLxDAUhbNQnHH0L2hWoovWJG3Sdinj-IARF-q63ElvmQx9mZsK_fcWRlcHDh8fnMPYtRSxFNLcH-JhP4Xe7rGNlRA6liqe44QthUhkVKRKLdg50UHMrTbmjC2kSbWW0ixZ_THuKHgIyGlA62pnXZh4X3OwUxM9YhPg1txFFRKE0QMh8dr3LV_3XXAddgEa_oOeRuJvYMH3HZKDjm_s3o3tUYp0wU5raAgv_3LFvp42n-uXaPv-_Lp-2EaDEkWIwIi8wixJoYA8z5QGgF0qqhykTE0iUVdWCb2DzKbSYCJVlhYmmVcbgCLTyYrdHL2D779HpFC2jiw2DXTYj1SazGRFkasZvPoDx12LVTl414Kfyv9nkl_nr2d7</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>67679982</pqid></control><display><type>article</type><title>Substrate specificity of acyl-Delta(6)-desaturases from Continental versus Macaronesian Echium species</title><source>MEDLINE</source><source>ScienceDirect Journals (5 years ago - present)</source><creator>García-Maroto, Federico ; Mañas-Fernández, Aurora ; Garrido-Cárdenas, José A ; Alonso, Diego López</creator><creatorcontrib>García-Maroto, Federico ; Mañas-Fernández, Aurora ; Garrido-Cárdenas, José A ; Alonso, Diego López</creatorcontrib><description>Echium (Boraginaceae) species from the Macaronesian islands exhibit an unusually high level of gamma-linolenic acid (18:3n-6; GLA) and relatively low content of octadecatetraenoic acid (18:4n-3; OTA) in the seed, while the amounts of both fatty acids in their Continental (European) relatives are rather similar. We have tested the hypothesis of whether a different specificity of the acyl-Delta(6)-desaturases (D6DES) towards their respective usual substrates, linoleic acid (18:2n-6; LA) for GLA and alpha-linolenic acid (18:3n-3; ALA) for OTA, was partly responsible for this composition pattern. To this aim we have expressed in yeast the coding sequences of the D6DES genes for the Continental species Echium sabulicola, and the Macaronesian Echium gentianoides. When the yeast cultures are supplemented with the two fatty acid substrates (LA and ALA), a similar utilization of both compounds was found for the D6DES of E. sabulicola, while a preference for LA over ALA was observed for the enzyme of E. gentianoides. This substrate preference must contribute to the increased accumulation of GLA in the seeds of the Macaronesian Echium species. Comparison among the amino acid sequences of these desaturases and other related enzymes, allowed us the discussion about the possible involvement of some specific positions in the determination of substrate specificity.</description><identifier>ISSN: 0031-9422</identifier><identifier>DOI: 10.1016/j.phytochem.2005.12.005</identifier><identifier>PMID: 16455116</identifier><language>eng</language><publisher>England</publisher><subject>Amino Acid Sequence ; Echium - classification ; Echium - enzymology ; Echium - genetics ; Fatty Acid Desaturases - chemistry ; Fatty Acid Desaturases - genetics ; Fatty Acid Desaturases - metabolism ; Fatty Acids - chemistry ; Fatty Acids - metabolism ; Molecular Sequence Data ; Plant Oils - chemistry ; Seeds - chemistry ; Sequence Alignment ; Sequence Homology ; Sequence Homology, Amino Acid ; Substrate Specificity</subject><ispartof>Phytochemistry (Oxford), 2006-03, Vol.67 (6), p.540-544</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,27905,27906</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16455116$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>García-Maroto, Federico</creatorcontrib><creatorcontrib>Mañas-Fernández, Aurora</creatorcontrib><creatorcontrib>Garrido-Cárdenas, José A</creatorcontrib><creatorcontrib>Alonso, Diego López</creatorcontrib><title>Substrate specificity of acyl-Delta(6)-desaturases from Continental versus Macaronesian Echium species</title><title>Phytochemistry (Oxford)</title><addtitle>Phytochemistry</addtitle><description>Echium (Boraginaceae) species from the Macaronesian islands exhibit an unusually high level of gamma-linolenic acid (18:3n-6; GLA) and relatively low content of octadecatetraenoic acid (18:4n-3; OTA) in the seed, while the amounts of both fatty acids in their Continental (European) relatives are rather similar. We have tested the hypothesis of whether a different specificity of the acyl-Delta(6)-desaturases (D6DES) towards their respective usual substrates, linoleic acid (18:2n-6; LA) for GLA and alpha-linolenic acid (18:3n-3; ALA) for OTA, was partly responsible for this composition pattern. To this aim we have expressed in yeast the coding sequences of the D6DES genes for the Continental species Echium sabulicola, and the Macaronesian Echium gentianoides. When the yeast cultures are supplemented with the two fatty acid substrates (LA and ALA), a similar utilization of both compounds was found for the D6DES of E. sabulicola, while a preference for LA over ALA was observed for the enzyme of E. gentianoides. This substrate preference must contribute to the increased accumulation of GLA in the seeds of the Macaronesian Echium species. Comparison among the amino acid sequences of these desaturases and other related enzymes, allowed us the discussion about the possible involvement of some specific positions in the determination of substrate specificity.</description><subject>Amino Acid Sequence</subject><subject>Echium - classification</subject><subject>Echium - enzymology</subject><subject>Echium - genetics</subject><subject>Fatty Acid Desaturases - chemistry</subject><subject>Fatty Acid Desaturases - genetics</subject><subject>Fatty Acid Desaturases - metabolism</subject><subject>Fatty Acids - chemistry</subject><subject>Fatty Acids - metabolism</subject><subject>Molecular Sequence Data</subject><subject>Plant Oils - chemistry</subject><subject>Seeds - chemistry</subject><subject>Sequence Alignment</subject><subject>Sequence Homology</subject><subject>Sequence Homology, Amino Acid</subject><subject>Substrate Specificity</subject><issn>0031-9422</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNo1kEtLxDAUhbNQnHH0L2hWoovWJG3Sdinj-IARF-q63ElvmQx9mZsK_fcWRlcHDh8fnMPYtRSxFNLcH-JhP4Xe7rGNlRA6liqe44QthUhkVKRKLdg50UHMrTbmjC2kSbWW0ixZ_THuKHgIyGlA62pnXZh4X3OwUxM9YhPg1txFFRKE0QMh8dr3LV_3XXAddgEa_oOeRuJvYMH3HZKDjm_s3o3tUYp0wU5raAgv_3LFvp42n-uXaPv-_Lp-2EaDEkWIwIi8wixJoYA8z5QGgF0qqhykTE0iUVdWCb2DzKbSYCJVlhYmmVcbgCLTyYrdHL2D779HpFC2jiw2DXTYj1SazGRFkasZvPoDx12LVTl414Kfyv9nkl_nr2d7</recordid><startdate>200603</startdate><enddate>200603</enddate><creator>García-Maroto, Federico</creator><creator>Mañas-Fernández, Aurora</creator><creator>Garrido-Cárdenas, José A</creator><creator>Alonso, Diego López</creator><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>7X8</scope></search><sort><creationdate>200603</creationdate><title>Substrate specificity of acyl-Delta(6)-desaturases from Continental versus Macaronesian Echium species</title><author>García-Maroto, Federico ; Mañas-Fernández, Aurora ; Garrido-Cárdenas, José A ; Alonso, Diego López</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-p209t-a608de734a9a88725aaab40d8a114631e5dc205ba7c416e312749632006aa9753</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Amino Acid Sequence</topic><topic>Echium - classification</topic><topic>Echium - enzymology</topic><topic>Echium - genetics</topic><topic>Fatty Acid Desaturases - chemistry</topic><topic>Fatty Acid Desaturases - genetics</topic><topic>Fatty Acid Desaturases - metabolism</topic><topic>Fatty Acids - chemistry</topic><topic>Fatty Acids - metabolism</topic><topic>Molecular Sequence Data</topic><topic>Plant Oils - chemistry</topic><topic>Seeds - chemistry</topic><topic>Sequence Alignment</topic><topic>Sequence Homology</topic><topic>Sequence Homology, Amino Acid</topic><topic>Substrate Specificity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>García-Maroto, Federico</creatorcontrib><creatorcontrib>Mañas-Fernández, Aurora</creatorcontrib><creatorcontrib>Garrido-Cárdenas, José A</creatorcontrib><creatorcontrib>Alonso, Diego López</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>MEDLINE - Academic</collection><jtitle>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>García-Maroto, Federico</au><au>Mañas-Fernández, Aurora</au><au>Garrido-Cárdenas, José A</au><au>Alonso, Diego López</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Substrate specificity of acyl-Delta(6)-desaturases from Continental versus Macaronesian Echium species</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2006-03</date><risdate>2006</risdate><volume>67</volume><issue>6</issue><spage>540</spage><epage>544</epage><pages>540-544</pages><issn>0031-9422</issn><abstract>Echium (Boraginaceae) species from the Macaronesian islands exhibit an unusually high level of gamma-linolenic acid (18:3n-6; GLA) and relatively low content of octadecatetraenoic acid (18:4n-3; OTA) in the seed, while the amounts of both fatty acids in their Continental (European) relatives are rather similar. We have tested the hypothesis of whether a different specificity of the acyl-Delta(6)-desaturases (D6DES) towards their respective usual substrates, linoleic acid (18:2n-6; LA) for GLA and alpha-linolenic acid (18:3n-3; ALA) for OTA, was partly responsible for this composition pattern. To this aim we have expressed in yeast the coding sequences of the D6DES genes for the Continental species Echium sabulicola, and the Macaronesian Echium gentianoides. When the yeast cultures are supplemented with the two fatty acid substrates (LA and ALA), a similar utilization of both compounds was found for the D6DES of E. sabulicola, while a preference for LA over ALA was observed for the enzyme of E. gentianoides. This substrate preference must contribute to the increased accumulation of GLA in the seeds of the Macaronesian Echium species. Comparison among the amino acid sequences of these desaturases and other related enzymes, allowed us the discussion about the possible involvement of some specific positions in the determination of substrate specificity.</abstract><cop>England</cop><pmid>16455116</pmid><doi>10.1016/j.phytochem.2005.12.005</doi><tpages>5</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0031-9422
ispartof Phytochemistry (Oxford), 2006-03, Vol.67 (6), p.540-544
issn 0031-9422
language eng
recordid cdi_proquest_miscellaneous_67679982
source MEDLINE; ScienceDirect Journals (5 years ago - present)
subjects Amino Acid Sequence
Echium - classification
Echium - enzymology
Echium - genetics
Fatty Acid Desaturases - chemistry
Fatty Acid Desaturases - genetics
Fatty Acid Desaturases - metabolism
Fatty Acids - chemistry
Fatty Acids - metabolism
Molecular Sequence Data
Plant Oils - chemistry
Seeds - chemistry
Sequence Alignment
Sequence Homology
Sequence Homology, Amino Acid
Substrate Specificity
title Substrate specificity of acyl-Delta(6)-desaturases from Continental versus Macaronesian Echium species
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-18T03%3A28%3A04IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Substrate%20specificity%20of%20acyl-Delta(6)-desaturases%20from%20Continental%20versus%20Macaronesian%20Echium%20species&rft.jtitle=Phytochemistry%20(Oxford)&rft.au=Garc%C3%ADa-Maroto,%20Federico&rft.date=2006-03&rft.volume=67&rft.issue=6&rft.spage=540&rft.epage=544&rft.pages=540-544&rft.issn=0031-9422&rft_id=info:doi/10.1016/j.phytochem.2005.12.005&rft_dat=%3Cproquest_pubme%3E67679982%3C/proquest_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=67679982&rft_id=info:pmid/16455116&rfr_iscdi=true