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Chemical and biological characterization of four new linear cationic α-helical peptides from the venoms of two solitary eumenine wasps
Four novel peptides were isolated from the venoms of the solitary eumenine wasps Eumenes rubrofemoratus and Eumenes fraterculus. Their sequences were determined by MALDI-TOF/TOF (matrix assisted laser desorption/ionization time-of-flight mass spectrometry) analysis, Edman degradation and solid-phase...
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| Published in: | Toxicon (Oxford) 2011-06, Vol.57 (7-8), p.1081-1092 |
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| creator | Rangel, Marisa dos Santos Cabrera, Marcia Perez Kazuma, Kohei Ando, Kenji Wang, Xiaoyu Kato, Manabu Nihei, Ken-ichi Hirata, Izaura Yoshico Cross, Tyra J. Garcia, Angélica Nunes Faquim-Mauro, Eliana L. Franzolin, Marcia Regina Fuchino, Hiroyuki Mori-Yasumoto, Kanami Sekita, Setsuko Kadowaki, Makoto Satake, Motoyoshi Konno, Katsuhiro |
| description | Four novel peptides were isolated from the venoms of the solitary eumenine wasps Eumenes rubrofemoratus and Eumenes fraterculus. Their sequences were determined by MALDI-TOF/TOF (matrix assisted laser desorption/ionization time-of-flight mass spectrometry) analysis, Edman degradation and solid-phase synthesis. Two of them, eumenitin-R (LNLKGLIKKVASLLN) and eumenitin-F (LNLKGLFKKVASLLT), are highly homologous to eumenitin, an antimicrobial peptide from a solitary eumenine wasp, whereas the other two, EMP-ER (FDIMGLIKKVAGAL-NH2) and EMP-EF (FDVMGIIKKIAGAL-NH2), are similar to eumenine mastoparan-AF (EMP-AF), a mast cell degranulating peptide from a solitary eumenine wasp. These sequences have the characteristic features of linear cationic cytolytic peptides; rich in hydrophobic and basic amino acids with no disulfide bond, and accordingly, they can be predicted to adopt an amphipathic α-helix secondary structure. In fact, the CD (circular dichroism) spectra of these peptides showed significant α-helical conformation content in the presence of TFE (trifluoroethanol), SDS (sodium dodecylsulfate) and asolectin vesicles. In the biological evaluation, all the peptides exhibited a significant broad-spectrum antimicrobial activity, and moderate mast cell degranulation and leishmanicidal activities, but showed virtually no hemolytic activity.
► Four novel peptides were isolated from the venoms of the solitary eumenine wasps. ► The sequences have the characteristic features of linear cationic α-helical peptides. ► All the peptides exhibited antimicrobial, mast cell degranulation and leishmanicidal activities, but virtually no hemolytic activity. |
| doi_str_mv | 10.1016/j.toxicon.2011.04.014 |
| format | article |
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► Four novel peptides were isolated from the venoms of the solitary eumenine wasps. ► The sequences have the characteristic features of linear cationic α-helical peptides. ► All the peptides exhibited antimicrobial, mast cell degranulation and leishmanicidal activities, but virtually no hemolytic activity.</description><identifier>ISSN: 0041-0101</identifier><identifier>EISSN: 1879-3150</identifier><identifier>DOI: 10.1016/j.toxicon.2011.04.014</identifier><identifier>PMID: 21549739</identifier><identifier>CODEN: TOXIA6</identifier><language>eng</language><publisher>Kidlington: Elsevier Ltd</publisher><subject>Amino Acid Sequence ; amino acids ; Amphipathic α-helix structure ; Animal poisons toxicology. Antivenoms ; Animals ; Anti-Bacterial Agents - chemistry ; Anti-Bacterial Agents - pharmacology ; anti-infective properties ; Antimicrobial activity ; antimicrobial peptides ; Biological and medical sciences ; Cations - chemistry ; Circular Dichroism ; desorption ; disulfide bonds ; Eumenes ; hemolysis ; hydrophobicity ; Hymenoptera ; ionization ; Linear cationic α-helical peptide ; Mass Spectrometry ; Medical sciences ; Molecular Sequence Data ; Peptides - chemistry ; Peptides - isolation & purification ; Peptides - pharmacology ; Protein Structure, Secondary ; sodium dodecyl sulfate ; Solitary wasp ; Toxicology ; venoms ; Venoms - chemistry ; Venoms - pharmacology ; Wasps - chemistry ; Wasps - metabolism</subject><ispartof>Toxicon (Oxford), 2011-06, Vol.57 (7-8), p.1081-1092</ispartof><rights>2011 Elsevier Ltd</rights><rights>2015 INIST-CNRS</rights><rights>Copyright © 2011 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c497t-bfa065d033b2e0ec6b4083effea2f928b5dd94952f73dc4f84c8acb1e7865a543</citedby><cites>FETCH-LOGICAL-c497t-bfa065d033b2e0ec6b4083effea2f928b5dd94952f73dc4f84c8acb1e7865a543</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,786,790,27957,27958</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=24275637$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/21549739$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Rangel, Marisa</creatorcontrib><creatorcontrib>dos Santos Cabrera, Marcia Perez</creatorcontrib><creatorcontrib>Kazuma, Kohei</creatorcontrib><creatorcontrib>Ando, Kenji</creatorcontrib><creatorcontrib>Wang, Xiaoyu</creatorcontrib><creatorcontrib>Kato, Manabu</creatorcontrib><creatorcontrib>Nihei, Ken-ichi</creatorcontrib><creatorcontrib>Hirata, Izaura Yoshico</creatorcontrib><creatorcontrib>Cross, Tyra J.</creatorcontrib><creatorcontrib>Garcia, Angélica Nunes</creatorcontrib><creatorcontrib>Faquim-Mauro, Eliana L.</creatorcontrib><creatorcontrib>Franzolin, Marcia Regina</creatorcontrib><creatorcontrib>Fuchino, Hiroyuki</creatorcontrib><creatorcontrib>Mori-Yasumoto, Kanami</creatorcontrib><creatorcontrib>Sekita, Setsuko</creatorcontrib><creatorcontrib>Kadowaki, Makoto</creatorcontrib><creatorcontrib>Satake, Motoyoshi</creatorcontrib><creatorcontrib>Konno, Katsuhiro</creatorcontrib><title>Chemical and biological characterization of four new linear cationic α-helical peptides from the venoms of two solitary eumenine wasps</title><title>Toxicon (Oxford)</title><addtitle>Toxicon</addtitle><description>Four novel peptides were isolated from the venoms of the solitary eumenine wasps Eumenes rubrofemoratus and Eumenes fraterculus. Their sequences were determined by MALDI-TOF/TOF (matrix assisted laser desorption/ionization time-of-flight mass spectrometry) analysis, Edman degradation and solid-phase synthesis. Two of them, eumenitin-R (LNLKGLIKKVASLLN) and eumenitin-F (LNLKGLFKKVASLLT), are highly homologous to eumenitin, an antimicrobial peptide from a solitary eumenine wasp, whereas the other two, EMP-ER (FDIMGLIKKVAGAL-NH2) and EMP-EF (FDVMGIIKKIAGAL-NH2), are similar to eumenine mastoparan-AF (EMP-AF), a mast cell degranulating peptide from a solitary eumenine wasp. These sequences have the characteristic features of linear cationic cytolytic peptides; rich in hydrophobic and basic amino acids with no disulfide bond, and accordingly, they can be predicted to adopt an amphipathic α-helix secondary structure. In fact, the CD (circular dichroism) spectra of these peptides showed significant α-helical conformation content in the presence of TFE (trifluoroethanol), SDS (sodium dodecylsulfate) and asolectin vesicles. In the biological evaluation, all the peptides exhibited a significant broad-spectrum antimicrobial activity, and moderate mast cell degranulation and leishmanicidal activities, but showed virtually no hemolytic activity.
► Four novel peptides were isolated from the venoms of the solitary eumenine wasps. ► The sequences have the characteristic features of linear cationic α-helical peptides. ► All the peptides exhibited antimicrobial, mast cell degranulation and leishmanicidal activities, but virtually no hemolytic activity.</description><subject>Amino Acid Sequence</subject><subject>amino acids</subject><subject>Amphipathic α-helix structure</subject><subject>Animal poisons toxicology. Antivenoms</subject><subject>Animals</subject><subject>Anti-Bacterial Agents - chemistry</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>anti-infective properties</subject><subject>Antimicrobial activity</subject><subject>antimicrobial peptides</subject><subject>Biological and medical sciences</subject><subject>Cations - chemistry</subject><subject>Circular Dichroism</subject><subject>desorption</subject><subject>disulfide bonds</subject><subject>Eumenes</subject><subject>hemolysis</subject><subject>hydrophobicity</subject><subject>Hymenoptera</subject><subject>ionization</subject><subject>Linear cationic α-helical peptide</subject><subject>Mass Spectrometry</subject><subject>Medical sciences</subject><subject>Molecular Sequence Data</subject><subject>Peptides - chemistry</subject><subject>Peptides - isolation & purification</subject><subject>Peptides - pharmacology</subject><subject>Protein Structure, Secondary</subject><subject>sodium dodecyl sulfate</subject><subject>Solitary wasp</subject><subject>Toxicology</subject><subject>venoms</subject><subject>Venoms - chemistry</subject><subject>Venoms - pharmacology</subject><subject>Wasps - chemistry</subject><subject>Wasps - metabolism</subject><issn>0041-0101</issn><issn>1879-3150</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNqFkU2O1DAQhS0EYpqBIwDeIFYJ5djOzwqNWvxJI7GAWVuOU552K7EbO5kGLsB5uAhnwv0DLFlZJX-v6uk9Qp4yKBmw-tW2nMNXZ4IvK2CsBFECE_fIirVNV3Am4T5ZAQhWQMYvyKOUtgDA265-SC4qJkXX8G5Ffqw3ODmjR6r9QHsXxnB7HM1GR21mjO67nl3wNFhqwxKpxz0dnUcdqTn-OEN__Sw2OB51O9zNbsBEbQwTnTdI79CHKR308z7QFEY36_iN4jKhz3voXqddekweWD0mfHJ-L8nN2zef1--L64_vPqyvrguTDc9FbzXUcgDO-woBTd0LaDlai7qyXdX2chg60cnKNnwwwrbCtNr0DJu2lloKfklenvbuYviyYJrV5JLBcdQew5JUB0K0FQieSXkiTQwpRbRqF92UnSsG6lCB2qpzBepQgQKhcgVZ9-x8YeknHP6q_mSegRdnQKecmI3aG5f-caJqZM2bzD0_cVYHpW9jZm4-5UsS8vGuqutMvD4RmBO7cxhVMg69wcFFNLMagvuP2d8aLLTD</recordid><startdate>20110601</startdate><enddate>20110601</enddate><creator>Rangel, Marisa</creator><creator>dos Santos Cabrera, Marcia Perez</creator><creator>Kazuma, Kohei</creator><creator>Ando, Kenji</creator><creator>Wang, Xiaoyu</creator><creator>Kato, Manabu</creator><creator>Nihei, Ken-ichi</creator><creator>Hirata, Izaura Yoshico</creator><creator>Cross, Tyra J.</creator><creator>Garcia, Angélica Nunes</creator><creator>Faquim-Mauro, Eliana L.</creator><creator>Franzolin, Marcia Regina</creator><creator>Fuchino, Hiroyuki</creator><creator>Mori-Yasumoto, Kanami</creator><creator>Sekita, Setsuko</creator><creator>Kadowaki, Makoto</creator><creator>Satake, Motoyoshi</creator><creator>Konno, Katsuhiro</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>6I.</scope><scope>AAFTH</scope><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>7SS</scope><scope>7U7</scope><scope>C1K</scope></search><sort><creationdate>20110601</creationdate><title>Chemical and biological characterization of four new linear cationic α-helical peptides from the venoms of two solitary eumenine wasps</title><author>Rangel, Marisa ; dos Santos Cabrera, Marcia Perez ; Kazuma, Kohei ; Ando, Kenji ; Wang, Xiaoyu ; Kato, Manabu ; Nihei, Ken-ichi ; Hirata, Izaura Yoshico ; Cross, Tyra J. ; Garcia, Angélica Nunes ; Faquim-Mauro, Eliana L. ; Franzolin, Marcia Regina ; Fuchino, Hiroyuki ; Mori-Yasumoto, Kanami ; Sekita, Setsuko ; Kadowaki, Makoto ; Satake, Motoyoshi ; Konno, Katsuhiro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c497t-bfa065d033b2e0ec6b4083effea2f928b5dd94952f73dc4f84c8acb1e7865a543</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Amino Acid Sequence</topic><topic>amino acids</topic><topic>Amphipathic α-helix structure</topic><topic>Animal poisons toxicology. 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Their sequences were determined by MALDI-TOF/TOF (matrix assisted laser desorption/ionization time-of-flight mass spectrometry) analysis, Edman degradation and solid-phase synthesis. Two of them, eumenitin-R (LNLKGLIKKVASLLN) and eumenitin-F (LNLKGLFKKVASLLT), are highly homologous to eumenitin, an antimicrobial peptide from a solitary eumenine wasp, whereas the other two, EMP-ER (FDIMGLIKKVAGAL-NH2) and EMP-EF (FDVMGIIKKIAGAL-NH2), are similar to eumenine mastoparan-AF (EMP-AF), a mast cell degranulating peptide from a solitary eumenine wasp. These sequences have the characteristic features of linear cationic cytolytic peptides; rich in hydrophobic and basic amino acids with no disulfide bond, and accordingly, they can be predicted to adopt an amphipathic α-helix secondary structure. In fact, the CD (circular dichroism) spectra of these peptides showed significant α-helical conformation content in the presence of TFE (trifluoroethanol), SDS (sodium dodecylsulfate) and asolectin vesicles. In the biological evaluation, all the peptides exhibited a significant broad-spectrum antimicrobial activity, and moderate mast cell degranulation and leishmanicidal activities, but showed virtually no hemolytic activity.
► Four novel peptides were isolated from the venoms of the solitary eumenine wasps. ► The sequences have the characteristic features of linear cationic α-helical peptides. ► All the peptides exhibited antimicrobial, mast cell degranulation and leishmanicidal activities, but virtually no hemolytic activity.</abstract><cop>Kidlington</cop><pub>Elsevier Ltd</pub><pmid>21549739</pmid><doi>10.1016/j.toxicon.2011.04.014</doi><tpages>12</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Toxicon (Oxford), 2011-06, Vol.57 (7-8), p.1081-1092 |
| issn | 0041-0101 1879-3150 |
| language | eng |
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| source | ScienceDirect Freedom Collection 2022-2024 |
| subjects | Amino Acid Sequence amino acids Amphipathic α-helix structure Animal poisons toxicology. Antivenoms Animals Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - pharmacology anti-infective properties Antimicrobial activity antimicrobial peptides Biological and medical sciences Cations - chemistry Circular Dichroism desorption disulfide bonds Eumenes hemolysis hydrophobicity Hymenoptera ionization Linear cationic α-helical peptide Mass Spectrometry Medical sciences Molecular Sequence Data Peptides - chemistry Peptides - isolation & purification Peptides - pharmacology Protein Structure, Secondary sodium dodecyl sulfate Solitary wasp Toxicology venoms Venoms - chemistry Venoms - pharmacology Wasps - chemistry Wasps - metabolism |
| title | Chemical and biological characterization of four new linear cationic α-helical peptides from the venoms of two solitary eumenine wasps |
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