Structure and characterization of the crown gall opines heliopine, vitopine and ridéopine
The structures of heliopine (=vitopine) and ridéopine have been elucidated. The crown gall opines heliopine from tumors induced by octopine type Agrobacterium tumefaciens strains A6, A136(pTiB6-806), E9, A652 and 1590-1 and vitopine from tumor induced by grapevine strains S4 and T2 are identical to...
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| Veröffentlicht in: | Phytochemistry (Oxford) 2001-09, Vol.58 (1), p.137-142 |
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| creator | Chilton, William Scott Petit, Annik Chilton, Mary-Dell Dessaux, Yves |
| description | The structures of heliopine (=vitopine) and ridéopine have been elucidated.
The crown gall opines heliopine from tumors induced by octopine type
Agrobacterium tumefaciens strains A6, A136(pTiB6-806), E9, A652 and 1590-1 and vitopine from tumor induced by grapevine strains S4 and T2 are identical to synthetic
N
2-(1′
R-carboxyethyl)-
l-glutamine. Tumors produced by strains S4 and T2 do not contain octopine or lysopine, but they do contain heliopine and the new opine ridéopine identified as
N-(4′-aminobutyl)-
d-glutamic acid. Grapevine strains S4 and T2 grow normally on tumor heliopine or synthetic heliopine and on tumor and synthetic ridéopine as well as on ridéopine lactam as sole carbon source. While octopine strains A6 and A136(pTiB6-806) do not grow on heliopine, mutant colonies do appear after a few weeks. Heliopine catabolism by octopine strains is not induced by octopine. |
| doi_str_mv | 10.1016/S0031-9422(01)00166-2 |
| format | Article |
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The crown gall opines heliopine from tumors induced by octopine type
Agrobacterium tumefaciens strains A6, A136(pTiB6-806), E9, A652 and 1590-1 and vitopine from tumor induced by grapevine strains S4 and T2 are identical to synthetic
N
2-(1′
R-carboxyethyl)-
l-glutamine. Tumors produced by strains S4 and T2 do not contain octopine or lysopine, but they do contain heliopine and the new opine ridéopine identified as
N-(4′-aminobutyl)-
d-glutamic acid. Grapevine strains S4 and T2 grow normally on tumor heliopine or synthetic heliopine and on tumor and synthetic ridéopine as well as on ridéopine lactam as sole carbon source. While octopine strains A6 and A136(pTiB6-806) do not grow on heliopine, mutant colonies do appear after a few weeks. Heliopine catabolism by octopine strains is not induced by octopine.</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/S0031-9422(01)00166-2</identifier><identifier>PMID: 11524123</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Agrobacterium tumefaciens ; Agrobacterium tumefaciens - pathogenicity ; Bacterial plant pathogens ; Biological and medical sciences ; Crown gall ; Fundamental and applied biological sciences. Psychology ; Glutamine ; Glutamine - analogs & derivatives ; Glutamine - chemistry ; Glutamine - pharmacology ; Grapevine strains ; Helianthus ; Helianthus - microbiology ; Heliopine ; Life Sciences ; Magnetic Resonance Spectroscopy ; Magnetic Resonance Spectroscopy - methods ; Molecular Conformation ; Molecular Structure ; N 2-(1′ R-Carboxyethyl)- l-glutamine ; N-(4′-Aminobutyl)- d-glutamic acid ; Opines ; Phytopathology. Animal pests. Plant and forest protection ; Plant Diseases ; Plant Diseases - microbiology ; Plant Tumors ; Plant Tumors - chemically induced ; Plant Tumors - microbiology ; Plasmids ; Rhizobium radiobacter ; Ridéopine ; Systematics. Structure, properties and multiplication. Genetics ; Vegetal Biology ; Vitis ; Vitis - microbiology ; Vitis - physiology ; Vitopine</subject><ispartof>Phytochemistry (Oxford), 2001-09, Vol.58 (1), p.137-142</ispartof><rights>2001 Elsevier Science Ltd</rights><rights>2001 INIST-CNRS</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c449t-509992c2183ad4b7e35f87b9400c4d643519765e6082a9a8ad18d8966e2a9a323</citedby><cites>FETCH-LOGICAL-c449t-509992c2183ad4b7e35f87b9400c4d643519765e6082a9a8ad18d8966e2a9a323</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0031942201001662$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>230,314,776,780,881,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=1124352$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11524123$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink><backlink>$$Uhttps://hal.science/hal-00148880$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Chilton, William Scott</creatorcontrib><creatorcontrib>Petit, Annik</creatorcontrib><creatorcontrib>Chilton, Mary-Dell</creatorcontrib><creatorcontrib>Dessaux, Yves</creatorcontrib><title>Structure and characterization of the crown gall opines heliopine, vitopine and ridéopine</title><title>Phytochemistry (Oxford)</title><addtitle>Phytochemistry</addtitle><description>The structures of heliopine (=vitopine) and ridéopine have been elucidated.
The crown gall opines heliopine from tumors induced by octopine type
Agrobacterium tumefaciens strains A6, A136(pTiB6-806), E9, A652 and 1590-1 and vitopine from tumor induced by grapevine strains S4 and T2 are identical to synthetic
N
2-(1′
R-carboxyethyl)-
l-glutamine. Tumors produced by strains S4 and T2 do not contain octopine or lysopine, but they do contain heliopine and the new opine ridéopine identified as
N-(4′-aminobutyl)-
d-glutamic acid. Grapevine strains S4 and T2 grow normally on tumor heliopine or synthetic heliopine and on tumor and synthetic ridéopine as well as on ridéopine lactam as sole carbon source. While octopine strains A6 and A136(pTiB6-806) do not grow on heliopine, mutant colonies do appear after a few weeks. Heliopine catabolism by octopine strains is not induced by octopine.</description><subject>Agrobacterium tumefaciens</subject><subject>Agrobacterium tumefaciens - pathogenicity</subject><subject>Bacterial plant pathogens</subject><subject>Biological and medical sciences</subject><subject>Crown gall</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Glutamine</subject><subject>Glutamine - analogs & derivatives</subject><subject>Glutamine - chemistry</subject><subject>Glutamine - pharmacology</subject><subject>Grapevine strains</subject><subject>Helianthus</subject><subject>Helianthus - microbiology</subject><subject>Heliopine</subject><subject>Life Sciences</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Magnetic Resonance Spectroscopy - methods</subject><subject>Molecular Conformation</subject><subject>Molecular Structure</subject><subject>N 2-(1′ R-Carboxyethyl)- l-glutamine</subject><subject>N-(4′-Aminobutyl)- d-glutamic acid</subject><subject>Opines</subject><subject>Phytopathology. Animal pests. Plant and forest protection</subject><subject>Plant Diseases</subject><subject>Plant Diseases - microbiology</subject><subject>Plant Tumors</subject><subject>Plant Tumors - chemically induced</subject><subject>Plant Tumors - microbiology</subject><subject>Plasmids</subject><subject>Rhizobium radiobacter</subject><subject>Ridéopine</subject><subject>Systematics. Structure, properties and multiplication. Genetics</subject><subject>Vegetal Biology</subject><subject>Vitis</subject><subject>Vitis - microbiology</subject><subject>Vitis - physiology</subject><subject>Vitopine</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2001</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkc-O1DAMxiMEYoeFRwDlgBArUXD-NE1OaLUCFmkkDgsXLlEmcZmgTjsk6SB4I56DF6PtjBZunGJbv3y2PxPymMFLBky9ugEQrDKS8-fALmAqqYrfISumG1GJBuAuWd0iZ-RBzl8BoK6Vuk_OGKu5ZFysyOebkkZfxoTU9YH6rUvOF0zxpytx6OnQ0rJF6tPwvadfXNfRYR97zHSLXVzCF_QQyxItCimG37-W9CG517ou46PTe04-vX3z8eq6Wn949_7qcl15KU2pajDGcM-ZFi7ITYOibnWzMRLAy6CkqJlpVI0KNHfGaReYDtoohXMquDgnF0fdrevsPsWdSz_s4KK9vlzbuTaZI7XWcGAT--zI7tPwbcRc7C5mj13nehzGbBvGBDRmBusjOG2ec8L2VpmBnQ9glwPY2V0LzC4HsPMwT04Nxs0Ow99fJ8cn4OkJcNm7rk2u9zH_w_Fp41nn9RHDyblDxGSzj9h7DDGhLzYM8T-T_AFEZKDd</recordid><startdate>20010901</startdate><enddate>20010901</enddate><creator>Chilton, William Scott</creator><creator>Petit, Annik</creator><creator>Chilton, Mary-Dell</creator><creator>Dessaux, Yves</creator><general>Elsevier Ltd</general><general>Elsevier</general><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>7X8</scope><scope>1XC</scope></search><sort><creationdate>20010901</creationdate><title>Structure and characterization of the crown gall opines heliopine, vitopine and ridéopine</title><author>Chilton, William Scott ; Petit, Annik ; Chilton, Mary-Dell ; Dessaux, Yves</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c449t-509992c2183ad4b7e35f87b9400c4d643519765e6082a9a8ad18d8966e2a9a323</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2001</creationdate><topic>Agrobacterium tumefaciens</topic><topic>Agrobacterium tumefaciens - pathogenicity</topic><topic>Bacterial plant pathogens</topic><topic>Biological and medical sciences</topic><topic>Crown gall</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Glutamine</topic><topic>Glutamine - analogs & derivatives</topic><topic>Glutamine - chemistry</topic><topic>Glutamine - pharmacology</topic><topic>Grapevine strains</topic><topic>Helianthus</topic><topic>Helianthus - microbiology</topic><topic>Heliopine</topic><topic>Life Sciences</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Magnetic Resonance Spectroscopy - methods</topic><topic>Molecular Conformation</topic><topic>Molecular Structure</topic><topic>N 2-(1′ R-Carboxyethyl)- l-glutamine</topic><topic>N-(4′-Aminobutyl)- d-glutamic acid</topic><topic>Opines</topic><topic>Phytopathology. Animal pests. Plant and forest protection</topic><topic>Plant Diseases</topic><topic>Plant Diseases - microbiology</topic><topic>Plant Tumors</topic><topic>Plant Tumors - chemically induced</topic><topic>Plant Tumors - microbiology</topic><topic>Plasmids</topic><topic>Rhizobium radiobacter</topic><topic>Ridéopine</topic><topic>Systematics. Structure, properties and multiplication. Genetics</topic><topic>Vegetal Biology</topic><topic>Vitis</topic><topic>Vitis - microbiology</topic><topic>Vitis - physiology</topic><topic>Vitopine</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chilton, William Scott</creatorcontrib><creatorcontrib>Petit, Annik</creatorcontrib><creatorcontrib>Chilton, Mary-Dell</creatorcontrib><creatorcontrib>Dessaux, Yves</creatorcontrib><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>MEDLINE - Academic</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chilton, William Scott</au><au>Petit, Annik</au><au>Chilton, Mary-Dell</au><au>Dessaux, Yves</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Structure and characterization of the crown gall opines heliopine, vitopine and ridéopine</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2001-09-01</date><risdate>2001</risdate><volume>58</volume><issue>1</issue><spage>137</spage><epage>142</epage><pages>137-142</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>The structures of heliopine (=vitopine) and ridéopine have been elucidated.
The crown gall opines heliopine from tumors induced by octopine type
Agrobacterium tumefaciens strains A6, A136(pTiB6-806), E9, A652 and 1590-1 and vitopine from tumor induced by grapevine strains S4 and T2 are identical to synthetic
N
2-(1′
R-carboxyethyl)-
l-glutamine. Tumors produced by strains S4 and T2 do not contain octopine or lysopine, but they do contain heliopine and the new opine ridéopine identified as
N-(4′-aminobutyl)-
d-glutamic acid. Grapevine strains S4 and T2 grow normally on tumor heliopine or synthetic heliopine and on tumor and synthetic ridéopine as well as on ridéopine lactam as sole carbon source. While octopine strains A6 and A136(pTiB6-806) do not grow on heliopine, mutant colonies do appear after a few weeks. Heliopine catabolism by octopine strains is not induced by octopine.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>11524123</pmid><doi>10.1016/S0031-9422(01)00166-2</doi><tpages>6</tpages></addata></record> |
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| ispartof | Phytochemistry (Oxford), 2001-09, Vol.58 (1), p.137-142 |
| issn | 0031-9422 1873-3700 |
| language | eng |
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| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | Agrobacterium tumefaciens Agrobacterium tumefaciens - pathogenicity Bacterial plant pathogens Biological and medical sciences Crown gall Fundamental and applied biological sciences. Psychology Glutamine Glutamine - analogs & derivatives Glutamine - chemistry Glutamine - pharmacology Grapevine strains Helianthus Helianthus - microbiology Heliopine Life Sciences Magnetic Resonance Spectroscopy Magnetic Resonance Spectroscopy - methods Molecular Conformation Molecular Structure N 2-(1′ R-Carboxyethyl)- l-glutamine N-(4′-Aminobutyl)- d-glutamic acid Opines Phytopathology. Animal pests. Plant and forest protection Plant Diseases Plant Diseases - microbiology Plant Tumors Plant Tumors - chemically induced Plant Tumors - microbiology Plasmids Rhizobium radiobacter Ridéopine Systematics. Structure, properties and multiplication. Genetics Vegetal Biology Vitis Vitis - microbiology Vitis - physiology Vitopine |
| title | Structure and characterization of the crown gall opines heliopine, vitopine and ridéopine |
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