A C-terminal aldehyde insect kinin analog enhances inhibition of weight gain and induces significant mortality in Helicoverpa zea larvae
The first reported examples of C-terminal aldehyde analogs of an insect neuropeptide are described. They are hexapeptide insect kinin analogs Boc-VFFPWG-H and Fmoc-RFFPWG-H. Activity observed for these modified analogs in an in vitro insect diuretic assay confirms that the C-terminal aldehyde group...
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| Veröffentlicht in: | Peptides (New York, N.Y. : 1980) N.Y. : 1980), 2003-10, Vol.24 (10), p.1615-1621 |
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| container_title | Peptides (New York, N.Y. : 1980) |
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| creator | Nachman, Ronald J. Coast, Geoffrey M. Douat, Céline Fehrentz, Jean-Alain Kaczmarek, Krzyztoff Zabrocki, Janusz Pryor, Nan W. Martinez, Jean |
| description | The first reported examples of C-terminal aldehyde analogs of an insect neuropeptide are described. They are hexapeptide insect kinin analogs Boc-VFFPWG-H and Fmoc-RFFPWG-H. Activity observed for these modified analogs in an in vitro insect diuretic assay confirms that the C-terminal aldehyde group is tolerated by an insect kinin receptor. The two analogs demonstrate greatly enhanced activity over standard C-terminal amide insect kinins in a larval weight gain inhibition assay in the corn earworm
Helicoverpa zea. Treatment with Boc-VFFPWG-H led to significant increases in larval mortality at doses of 500
pm (45%) and 5
nm (67%). Boc-VFFPWG-H represents a lead analog in the development of novel, environmentally friendly pest insect management agents based on the insect kinin class of neuropeptides. |
| doi_str_mv | 10.1016/j.peptides.2003.06.008 |
| format | Article |
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Helicoverpa zea. Treatment with Boc-VFFPWG-H led to significant increases in larval mortality at doses of 500
pm (45%) and 5
nm (67%). Boc-VFFPWG-H represents a lead analog in the development of novel, environmentally friendly pest insect management agents based on the insect kinin class of neuropeptides.</description><identifier>ISSN: 0196-9781</identifier><identifier>EISSN: 1873-5169</identifier><identifier>DOI: 10.1016/j.peptides.2003.06.008</identifier><identifier>PMID: 14706541</identifier><identifier>CODEN: PPTDD5</identifier><language>eng</language><publisher>New York, NY: Elsevier Inc</publisher><subject>Aldehydes - chemistry ; Aldehydes - pharmacology ; Amino Acid Sequence ; Animals ; Biological and medical sciences ; Biological Assay ; Chemical Sciences ; Corn earworm ; Cricket ; Diuresis ; Fundamental and applied biological sciences. Psychology ; Gryllidae ; Helicoverpa zea ; Injections ; Insect neuropeptide ; Insect Proteins - chemistry ; Insect Proteins - metabolism ; Insect Proteins - pharmacology ; kinin receptor ; Kinins - chemistry ; Kinins - pharmacology ; Larva - drug effects ; Larva - growth & development ; Larva - physiology ; Lepidoptera - drug effects ; Lepidoptera - growth & development ; Lepidoptera - physiology ; Malpighian Tubules - drug effects ; Malpighian Tubules - metabolism ; Neuropeptides - chemistry ; Neuropeptides - pharmacology ; Noctuidae ; Organic chemistry ; Pest management ; Survival Rate ; Vertebrates: endocrinology ; Weight Gain - drug effects</subject><ispartof>Peptides (New York, N.Y. : 1980), 2003-10, Vol.24 (10), p.1615-1621</ispartof><rights>2003 Elsevier Inc.</rights><rights>2004 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-c459t-41c9f433d87d62928199569f5c09b55d238be3f1e5a13a97c2b462c5aac0629b3</citedby><cites>FETCH-LOGICAL-c459t-41c9f433d87d62928199569f5c09b55d238be3f1e5a13a97c2b462c5aac0629b3</cites><orcidid>0000-0003-2678-1047 ; 0000-0002-6064-3118</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0196978103003103$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>230,309,310,314,776,780,785,786,881,3537,23909,23910,25118,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=15457992$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/14706541$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink><backlink>$$Uhttps://hal.science/hal-00358763$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Nachman, Ronald J.</creatorcontrib><creatorcontrib>Coast, Geoffrey M.</creatorcontrib><creatorcontrib>Douat, Céline</creatorcontrib><creatorcontrib>Fehrentz, Jean-Alain</creatorcontrib><creatorcontrib>Kaczmarek, Krzyztoff</creatorcontrib><creatorcontrib>Zabrocki, Janusz</creatorcontrib><creatorcontrib>Pryor, Nan W.</creatorcontrib><creatorcontrib>Martinez, Jean</creatorcontrib><title>A C-terminal aldehyde insect kinin analog enhances inhibition of weight gain and induces significant mortality in Helicoverpa zea larvae</title><title>Peptides (New York, N.Y. : 1980)</title><addtitle>Peptides</addtitle><description>The first reported examples of C-terminal aldehyde analogs of an insect neuropeptide are described. They are hexapeptide insect kinin analogs Boc-VFFPWG-H and Fmoc-RFFPWG-H. Activity observed for these modified analogs in an in vitro insect diuretic assay confirms that the C-terminal aldehyde group is tolerated by an insect kinin receptor. The two analogs demonstrate greatly enhanced activity over standard C-terminal amide insect kinins in a larval weight gain inhibition assay in the corn earworm
Helicoverpa zea. Treatment with Boc-VFFPWG-H led to significant increases in larval mortality at doses of 500
pm (45%) and 5
nm (67%). Boc-VFFPWG-H represents a lead analog in the development of novel, environmentally friendly pest insect management agents based on the insect kinin class of neuropeptides.</description><subject>Aldehydes - chemistry</subject><subject>Aldehydes - pharmacology</subject><subject>Amino Acid Sequence</subject><subject>Animals</subject><subject>Biological and medical sciences</subject><subject>Biological Assay</subject><subject>Chemical Sciences</subject><subject>Corn earworm</subject><subject>Cricket</subject><subject>Diuresis</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Gryllidae</subject><subject>Helicoverpa zea</subject><subject>Injections</subject><subject>Insect neuropeptide</subject><subject>Insect Proteins - chemistry</subject><subject>Insect Proteins - metabolism</subject><subject>Insect Proteins - pharmacology</subject><subject>kinin receptor</subject><subject>Kinins - chemistry</subject><subject>Kinins - pharmacology</subject><subject>Larva - drug effects</subject><subject>Larva - growth & development</subject><subject>Larva - physiology</subject><subject>Lepidoptera - drug effects</subject><subject>Lepidoptera - growth & development</subject><subject>Lepidoptera - physiology</subject><subject>Malpighian Tubules - drug effects</subject><subject>Malpighian Tubules - metabolism</subject><subject>Neuropeptides - chemistry</subject><subject>Neuropeptides - pharmacology</subject><subject>Noctuidae</subject><subject>Organic chemistry</subject><subject>Pest management</subject><subject>Survival Rate</subject><subject>Vertebrates: endocrinology</subject><subject>Weight Gain - drug effects</subject><issn>0196-9781</issn><issn>1873-5169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkcGO0zAQhiMEYsvCK6x8AYlDgp3YTnyjqtgtUiUucLYm9qSdkibFTovKE_DYuLSwxz1Z8v-NPfq_LLsTvBBc6A_bYo_7iTzGouS8KrguOG-eZTPR1FWuhDbPsxkXRuembsRN9irGLedcStO8zG6ErLlWUsyy33O2yCcMOxqgZ9B73Jw8Mhoiuol9p4EGBika1wyHDQwOYwo31NJE48DGjv1EWm8mtoa_pE-pP5ypSOuBOnIwTGw3hgl6mk4pZUvsyY1HDHtgvxBYD-EI-Dp70UEf8c31vM2-3X_6uljmqy8PnxfzVe6kMlMuhTOdrCrf1F6XpmyEMUqbTjluWqV8WTUtVp1ABaICU7uylbp0CsDxxLfVbfb-8u4GersPtINwsiOQXc5X9nyX2lRNraujSOy7C7sP448DxsnuKDrsexhwPERbC5UqLp8GE1RyWcoE6gvowhhjwO7_CoLbs1i7tf_E2rNYy3XaqEmDd9cfDu0O_ePY1WQC3l4BiA76LiRXFB85JVVtTJm4jxcOU8lHwmCjI0xePYWk3PqRntrlDyhUxXU</recordid><startdate>20031001</startdate><enddate>20031001</enddate><creator>Nachman, Ronald J.</creator><creator>Coast, Geoffrey M.</creator><creator>Douat, Céline</creator><creator>Fehrentz, Jean-Alain</creator><creator>Kaczmarek, Krzyztoff</creator><creator>Zabrocki, Janusz</creator><creator>Pryor, Nan W.</creator><creator>Martinez, Jean</creator><general>Elsevier Inc</general><general>Elsevier Science</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>7SS</scope><scope>7X8</scope><scope>1XC</scope><orcidid>https://orcid.org/0000-0003-2678-1047</orcidid><orcidid>https://orcid.org/0000-0002-6064-3118</orcidid></search><sort><creationdate>20031001</creationdate><title>A C-terminal aldehyde insect kinin analog enhances inhibition of weight gain and induces significant mortality in Helicoverpa zea larvae</title><author>Nachman, Ronald J. ; Coast, Geoffrey M. ; Douat, Céline ; Fehrentz, Jean-Alain ; Kaczmarek, Krzyztoff ; Zabrocki, Janusz ; Pryor, Nan W. ; Martinez, Jean</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c459t-41c9f433d87d62928199569f5c09b55d238be3f1e5a13a97c2b462c5aac0629b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>Aldehydes - chemistry</topic><topic>Aldehydes - pharmacology</topic><topic>Amino Acid Sequence</topic><topic>Animals</topic><topic>Biological and medical sciences</topic><topic>Biological Assay</topic><topic>Chemical Sciences</topic><topic>Corn earworm</topic><topic>Cricket</topic><topic>Diuresis</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Gryllidae</topic><topic>Helicoverpa zea</topic><topic>Injections</topic><topic>Insect neuropeptide</topic><topic>Insect Proteins - chemistry</topic><topic>Insect Proteins - metabolism</topic><topic>Insect Proteins - pharmacology</topic><topic>kinin receptor</topic><topic>Kinins - chemistry</topic><topic>Kinins - pharmacology</topic><topic>Larva - drug effects</topic><topic>Larva - growth & development</topic><topic>Larva - physiology</topic><topic>Lepidoptera - drug effects</topic><topic>Lepidoptera - growth & development</topic><topic>Lepidoptera - physiology</topic><topic>Malpighian Tubules - drug effects</topic><topic>Malpighian Tubules - metabolism</topic><topic>Neuropeptides - chemistry</topic><topic>Neuropeptides - pharmacology</topic><topic>Noctuidae</topic><topic>Organic chemistry</topic><topic>Pest management</topic><topic>Survival Rate</topic><topic>Vertebrates: endocrinology</topic><topic>Weight Gain - drug effects</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Nachman, Ronald J.</creatorcontrib><creatorcontrib>Coast, Geoffrey M.</creatorcontrib><creatorcontrib>Douat, Céline</creatorcontrib><creatorcontrib>Fehrentz, Jean-Alain</creatorcontrib><creatorcontrib>Kaczmarek, Krzyztoff</creatorcontrib><creatorcontrib>Zabrocki, Janusz</creatorcontrib><creatorcontrib>Pryor, Nan W.</creatorcontrib><creatorcontrib>Martinez, Jean</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>Entomology Abstracts (Full archive)</collection><collection>MEDLINE - Academic</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Peptides (New York, N.Y. : 1980)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Nachman, Ronald J.</au><au>Coast, Geoffrey M.</au><au>Douat, Céline</au><au>Fehrentz, Jean-Alain</au><au>Kaczmarek, Krzyztoff</au><au>Zabrocki, Janusz</au><au>Pryor, Nan W.</au><au>Martinez, Jean</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A C-terminal aldehyde insect kinin analog enhances inhibition of weight gain and induces significant mortality in Helicoverpa zea larvae</atitle><jtitle>Peptides (New York, N.Y. : 1980)</jtitle><addtitle>Peptides</addtitle><date>2003-10-01</date><risdate>2003</risdate><volume>24</volume><issue>10</issue><spage>1615</spage><epage>1621</epage><pages>1615-1621</pages><issn>0196-9781</issn><eissn>1873-5169</eissn><coden>PPTDD5</coden><abstract>The first reported examples of C-terminal aldehyde analogs of an insect neuropeptide are described. They are hexapeptide insect kinin analogs Boc-VFFPWG-H and Fmoc-RFFPWG-H. Activity observed for these modified analogs in an in vitro insect diuretic assay confirms that the C-terminal aldehyde group is tolerated by an insect kinin receptor. The two analogs demonstrate greatly enhanced activity over standard C-terminal amide insect kinins in a larval weight gain inhibition assay in the corn earworm
Helicoverpa zea. Treatment with Boc-VFFPWG-H led to significant increases in larval mortality at doses of 500
pm (45%) and 5
nm (67%). Boc-VFFPWG-H represents a lead analog in the development of novel, environmentally friendly pest insect management agents based on the insect kinin class of neuropeptides.</abstract><cop>New York, NY</cop><pub>Elsevier Inc</pub><pmid>14706541</pmid><doi>10.1016/j.peptides.2003.06.008</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0003-2678-1047</orcidid><orcidid>https://orcid.org/0000-0002-6064-3118</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0196-9781 |
| ispartof | Peptides (New York, N.Y. : 1980), 2003-10, Vol.24 (10), p.1615-1621 |
| issn | 0196-9781 1873-5169 |
| language | eng |
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| source | MEDLINE; ScienceDirect Journals (5 years ago - present) |
| subjects | Aldehydes - chemistry Aldehydes - pharmacology Amino Acid Sequence Animals Biological and medical sciences Biological Assay Chemical Sciences Corn earworm Cricket Diuresis Fundamental and applied biological sciences. Psychology Gryllidae Helicoverpa zea Injections Insect neuropeptide Insect Proteins - chemistry Insect Proteins - metabolism Insect Proteins - pharmacology kinin receptor Kinins - chemistry Kinins - pharmacology Larva - drug effects Larva - growth & development Larva - physiology Lepidoptera - drug effects Lepidoptera - growth & development Lepidoptera - physiology Malpighian Tubules - drug effects Malpighian Tubules - metabolism Neuropeptides - chemistry Neuropeptides - pharmacology Noctuidae Organic chemistry Pest management Survival Rate Vertebrates: endocrinology Weight Gain - drug effects |
| title | A C-terminal aldehyde insect kinin analog enhances inhibition of weight gain and induces significant mortality in Helicoverpa zea larvae |
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