Biosynthesis of salicylic acid in fungus elicited Catharanthus roseus cells

Feeding experiments using [1- 13C]- d-glucose to Catharanthus roseus (L.) G.Don cell suspension cultures were performed in order to study the salicylic acid (SA) biosynthetic pathway and that of 2,3-dihydroxybenzoic acid (2,3-DHBA) as a comparison. Relatively high- and non-symmetrical enrichment rat...

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Veröffentlicht in:Phytochemistry (Oxford) 2009-03, Vol.70 (4), p.532-539
Hauptverfasser: Mustafa, Natali R., Kim, Hye Kyong, Choi, Young Hae, Erkelens, Cornelis, Lefeber, Alfons W.M., Spijksma, Gerwin, Heijden, Robert van der, Verpoorte, Robert
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container_end_page 539
container_issue 4
container_start_page 532
container_title Phytochemistry (Oxford)
container_volume 70
creator Mustafa, Natali R.
Kim, Hye Kyong
Choi, Young Hae
Erkelens, Cornelis
Lefeber, Alfons W.M.
Spijksma, Gerwin
Heijden, Robert van der
Verpoorte, Robert
description Feeding experiments using [1- 13C]- d-glucose to Catharanthus roseus (L.) G.Don cell suspension cultures were performed in order to study the salicylic acid (SA) biosynthetic pathway and that of 2,3-dihydroxybenzoic acid (2,3-DHBA) as a comparison. Relatively high- and non-symmetrical enrichment ratios at C-2 and C-6, and a lower enrichment ratio at C-7 were observed in both SA and 2,3-DHBA detected by 13C NMR inverse gated spectrometry leading to the conclusion that the isochorismate pathway is responsible for the biosynthesis of both compounds rather than the phenylpropanoid pathway. Feeding experiments using [1- 13C]- d-glucose to Catharanthus roseus (L.) G.Don cell suspension cultures followed by elicitation with Pythium aphanidermatum extract were performed in order to study the salicylic acid (SA) biosynthetic pathway and that of 2,3-dihydroxybenzoic acid (2,3-DHBA) as a comparison. A strongly labeled C-7 and a symmetrical partitioning of the label between C-2 and C-6 would occur if SA was synthesized from phenylalanine. In case of the isochorismate pathway, a relatively lower incorporation at C-7 and a non-symmetrical incorporation at C-2 and C-6 would be obtained. Relatively, high- and non-symmetrical enrichment ratios at C-2 and C-6, and a lower enrichment ratio at C-7 were observed in both SA and 2,3-DHBA detected by 13C NMR inverse gated spectrometry leading to the conclusion that the isochorismate pathway is responsible for the biosynthesis of both compounds. However, different enrichment ratios of the labeled carbons in SA and 2,3-DHBA indicate the use of different isochorismate pools, which means that their biosynthesis is separated in time and/or space.
doi_str_mv 10.1016/j.phytochem.2009.01.009
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G.Don cell suspension cultures were performed in order to study the salicylic acid (SA) biosynthetic pathway and that of 2,3-dihydroxybenzoic acid (2,3-DHBA) as a comparison. Relatively high- and non-symmetrical enrichment ratios at C-2 and C-6, and a lower enrichment ratio at C-7 were observed in both SA and 2,3-DHBA detected by 13C NMR inverse gated spectrometry leading to the conclusion that the isochorismate pathway is responsible for the biosynthesis of both compounds rather than the phenylpropanoid pathway. Feeding experiments using [1- 13C]- d-glucose to Catharanthus roseus (L.) G.Don cell suspension cultures followed by elicitation with Pythium aphanidermatum extract were performed in order to study the salicylic acid (SA) biosynthetic pathway and that of 2,3-dihydroxybenzoic acid (2,3-DHBA) as a comparison. A strongly labeled C-7 and a symmetrical partitioning of the label between C-2 and C-6 would occur if SA was synthesized from phenylalanine. 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G.Don cell suspension cultures were performed in order to study the salicylic acid (SA) biosynthetic pathway and that of 2,3-dihydroxybenzoic acid (2,3-DHBA) as a comparison. Relatively high- and non-symmetrical enrichment ratios at C-2 and C-6, and a lower enrichment ratio at C-7 were observed in both SA and 2,3-DHBA detected by 13C NMR inverse gated spectrometry leading to the conclusion that the isochorismate pathway is responsible for the biosynthesis of both compounds rather than the phenylpropanoid pathway. Feeding experiments using [1- 13C]- d-glucose to Catharanthus roseus (L.) G.Don cell suspension cultures followed by elicitation with Pythium aphanidermatum extract were performed in order to study the salicylic acid (SA) biosynthetic pathway and that of 2,3-dihydroxybenzoic acid (2,3-DHBA) as a comparison. A strongly labeled C-7 and a symmetrical partitioning of the label between C-2 and C-6 would occur if SA was synthesized from phenylalanine. 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Psychology</subject><subject>General pharmacology</subject><subject>Hydroxybenzoates - chemistry</subject><subject>Hydroxybenzoates - metabolism</subject><subject>Isochorismate pathway</subject><subject>isochorismate pyruvate-lyase</subject><subject>isochorismate synthase</subject><subject>Medical sciences</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>phenylalanine ammonia-lyase</subject><subject>Phenylalanine pathway</subject><subject>Plant physiology and development</subject><subject>Pythium - physiology</subject><subject>Pythium aphanidermatum</subject><subject>salicylic acid</subject><subject>Salicylic Acid - chemistry</subject><subject>Salicylic Acid - metabolism</subject><subject>Salicylic acid biosynthesis</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkE-P0zAQxS0EYsvCV2BzgVvCjB3b8XGp-CdW4gB7tlxnsnWVJiVOVuq3Z6pWy3EP1rOefuN5fkLcIFQIaD7tqsP2OI9xS_tKArgKsGJ5IVbYWFUqC_BSrAAUlq6W8kq8yXkHAFob81pcoZMaZdOsxM_PaczHYd5STrkYuyKHPsUjnyLE1BZpKLpleFhyQeylmdpiHeZtmALPsDuNmVgi9X1-K151oc_07qLX4v7rlz_r7-Xdr28_1rd3ZdQS5hIlIAYTG7XRteuMCl1nNTuNNnoDtiZpteKkpN3G1ta1rlYWI9-wdZLUtfh4fvcwjX8XyrPfp3xKEAYal-yNBQNg3LOgBN00qCyD9gxG_k-eqPOHKe3DdPQI_lS43_mnwv2pcA_oWXjy_WXFstlT-3_u0jADHy5AyDH0HRcXU37iJNaotT5FuDlzXRh9eJiYuf_NTSnejlI5ycTtmSDu9jHR5HNMNERq00Rx9u2Yno37D_X4qvs</recordid><startdate>20090301</startdate><enddate>20090301</enddate><creator>Mustafa, Natali R.</creator><creator>Kim, Hye Kyong</creator><creator>Choi, Young Hae</creator><creator>Erkelens, Cornelis</creator><creator>Lefeber, Alfons W.M.</creator><creator>Spijksma, Gerwin</creator><creator>Heijden, Robert van der</creator><creator>Verpoorte, Robert</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>FBQ</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>M7N</scope><scope>7X8</scope></search><sort><creationdate>20090301</creationdate><title>Biosynthesis of salicylic acid in fungus elicited Catharanthus roseus cells</title><author>Mustafa, Natali R. ; Kim, Hye Kyong ; Choi, Young Hae ; Erkelens, Cornelis ; Lefeber, Alfons W.M. ; Spijksma, Gerwin ; Heijden, Robert van der ; Verpoorte, Robert</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c520t-12011a6c83b549f63aff751a68565b074e2753556e59b7479d94371c4791d92e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>2,3-Dihydroxybenzoic acid</topic><topic>benozoic acid 2-hydroxylase</topic><topic>biochemical pathways</topic><topic>Biological and medical sciences</topic><topic>Carbon Isotopes</topic><topic>Catharanthus - metabolism</topic><topic>Catharanthus - microbiology</topic><topic>Catharanthus roseus</topic><topic>Catharanthus roseus cell suspension cultures</topic><topic>cell suspension culture</topic><topic>Cells, Cultured</topic><topic>Chemical constitution</topic><topic>cultured cells</topic><topic>Fundamental and applied biological sciences. 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Drug treatments</topic><topic>phenylalanine ammonia-lyase</topic><topic>Phenylalanine pathway</topic><topic>Plant physiology and development</topic><topic>Pythium - physiology</topic><topic>Pythium aphanidermatum</topic><topic>salicylic acid</topic><topic>Salicylic Acid - chemistry</topic><topic>Salicylic Acid - metabolism</topic><topic>Salicylic acid biosynthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mustafa, Natali R.</creatorcontrib><creatorcontrib>Kim, Hye Kyong</creatorcontrib><creatorcontrib>Choi, Young Hae</creatorcontrib><creatorcontrib>Erkelens, Cornelis</creatorcontrib><creatorcontrib>Lefeber, Alfons W.M.</creatorcontrib><creatorcontrib>Spijksma, Gerwin</creatorcontrib><creatorcontrib>Heijden, Robert van der</creatorcontrib><creatorcontrib>Verpoorte, Robert</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>MEDLINE - Academic</collection><jtitle>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mustafa, Natali R.</au><au>Kim, Hye Kyong</au><au>Choi, Young Hae</au><au>Erkelens, Cornelis</au><au>Lefeber, Alfons W.M.</au><au>Spijksma, Gerwin</au><au>Heijden, Robert van der</au><au>Verpoorte, Robert</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Biosynthesis of salicylic acid in fungus elicited Catharanthus roseus cells</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2009-03-01</date><risdate>2009</risdate><volume>70</volume><issue>4</issue><spage>532</spage><epage>539</epage><pages>532-539</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>Feeding experiments using [1- 13C]- d-glucose to Catharanthus roseus (L.) 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In case of the isochorismate pathway, a relatively lower incorporation at C-7 and a non-symmetrical incorporation at C-2 and C-6 would be obtained. Relatively, high- and non-symmetrical enrichment ratios at C-2 and C-6, and a lower enrichment ratio at C-7 were observed in both SA and 2,3-DHBA detected by 13C NMR inverse gated spectrometry leading to the conclusion that the isochorismate pathway is responsible for the biosynthesis of both compounds. However, different enrichment ratios of the labeled carbons in SA and 2,3-DHBA indicate the use of different isochorismate pools, which means that their biosynthesis is separated in time and/or space.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>19251288</pmid><doi>10.1016/j.phytochem.2009.01.009</doi><tpages>8</tpages></addata></record>
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subjects 2,3-Dihydroxybenzoic acid
benozoic acid 2-hydroxylase
biochemical pathways
Biological and medical sciences
Carbon Isotopes
Catharanthus - metabolism
Catharanthus - microbiology
Catharanthus roseus
Catharanthus roseus cell suspension cultures
cell suspension culture
Cells, Cultured
Chemical constitution
cultured cells
Fundamental and applied biological sciences. Psychology
General pharmacology
Hydroxybenzoates - chemistry
Hydroxybenzoates - metabolism
Isochorismate pathway
isochorismate pyruvate-lyase
isochorismate synthase
Medical sciences
Nuclear Magnetic Resonance, Biomolecular
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
phenylalanine ammonia-lyase
Phenylalanine pathway
Plant physiology and development
Pythium - physiology
Pythium aphanidermatum
salicylic acid
Salicylic Acid - chemistry
Salicylic Acid - metabolism
Salicylic acid biosynthesis
title Biosynthesis of salicylic acid in fungus elicited Catharanthus roseus cells
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