Targeted Amino Acid Substitutions in a Trichoderma Peptaibol Confer Activity against Fungal Plant Pathogens and Protect Host Tissues from Botrytis cinerea Infection.
Identifieur interne : 000023 ( Main/Exploration ); précédent : 000022; suivant : 000024Targeted Amino Acid Substitutions in a Trichoderma Peptaibol Confer Activity against Fungal Plant Pathogens and Protect Host Tissues from Botrytis cinerea Infection.
Auteurs : Marta De Zotti [Italie] ; Luca Sella [Italie] ; Angela Bolzonello [Italie] ; Laura Gabbatore [Italie] ; Cristina Peggion [Italie] ; Alessandro Bortolotto [Italie] ; Ibrahim Elmaghraby [Italie, Égypte] ; Silvio Tundo [Italie] ; Francesco Favaron [Italie]Source :
- International journal of molecular sciences [ 1422-0067 ] ; 2020.
Abstract
Fungal species belonging to the Trichoderma genus are commonly used as biocontrol agents against several crop pathogens. Among their secondary metabolites, peptaibols are helical, antimicrobial peptides, which are structurally stable even under extreme pH and temperature conditions. The promise of peptaibols as agrochemicals is, however, hampered by poor water solubility, which inhibits efficient delivery for practical use in crop protection. Using a versatile synthetic strategy, based on green chemistry procedures, we produced water-soluble analogs of the short-length peptaibol trichogin. Although natural trichogin was inactive against the tested fungal plant pathogens (Botrytis cinerea, Bipolaris sorokiniana, Fusarium graminearum, and Penicillium expansum), three analogs completely inhibited fungal growth at low micromolar concentrations. The most effective peptides significantly reduced disease symptoms by B. cinerea on common bean and grapevine leaves and ripe grape berries without visible phytotoxic effects. An in-depth conformational analysis featuring a 3D-structure-activity relationship study indicated that the relative spatial position of cationic residues is crucial for increasing peptide fungicidal activity.
DOI: 10.3390/ijms21207521
PubMed: 33053906
PubMed Central: PMC7589190
Affiliations:
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xml:lang="en">Targeted Amino Acid Substitutions in a <i>Trichoderma</i> Peptaibol Confer Activity against Fungal Plant Pathogens and Protect Host Tissues from <i>Botrytis cinerea</i> Infection.</title><author><name sortKey="De Zotti, Marta" sort="De Zotti, Marta" uniqKey="De Zotti M" first="Marta" last="De Zotti">Marta De Zotti</name><affiliation wicri:level="1"><nlm:affiliation>Department of Chemistry, University of Padova, Via Marzolo 1, 35131 Padova, Italy.</nlm:affiliation><country xml:lang="fr">Italie</country><wicri:regionArea>Department of Chemistry, University of Padova, Via Marzolo 1, 35131 Padova</wicri:regionArea><wicri:noRegion>35131 Padova</wicri:noRegion></affiliation></author><author><name sortKey="Sella, Luca" sort="Sella, Luca" uniqKey="Sella L" first="Luca" last="Sella">Luca Sella</name><affiliation wicri:level="1"><nlm:affiliation>Department of Land, Environment, Agriculture and Forestry, University of Padova, Viale dell'Università 16, 35020 Legnaro (Padova), Italy.</nlm:affiliation><country xml:lang="fr">Italie</country><wicri:regionArea>Department of Land, Environment, Agriculture and Forestry, University of Padova, Viale dell'Università 16, 35020 Legnaro (Padova)</wicri:regionArea><wicri:noRegion>35020 Legnaro (Padova)</wicri:noRegion></affiliation></author><author><name sortKey="Bolzonello, Angela" sort="Bolzonello, Angela" uniqKey="Bolzonello A" first="Angela" last="Bolzonello">Angela Bolzonello</name><affiliation wicri:level="1"><nlm:affiliation>Department of Land, Environment, Agriculture and Forestry, University of Padova, Viale dell'Università 16, 35020 Legnaro (Padova), Italy.</nlm:affiliation><country xml:lang="fr">Italie</country><wicri:regionArea>Department of Land, Environment, Agriculture and Forestry, University of Padova, Viale dell'Università 16, 35020 Legnaro (Padova)</wicri:regionArea><wicri:noRegion>35020 Legnaro (Padova)</wicri:noRegion></affiliation></author><author><name sortKey="Gabbatore, Laura" sort="Gabbatore, Laura" uniqKey="Gabbatore L" first="Laura" last="Gabbatore">Laura Gabbatore</name><affiliation wicri:level="1"><nlm:affiliation>Department of Chemistry, University of Padova, Via Marzolo 1, 35131 Padova, Italy.</nlm:affiliation><country xml:lang="fr">Italie</country><wicri:regionArea>Department of Chemistry, University of Padova, Via Marzolo 1, 35131 Padova</wicri:regionArea><wicri:noRegion>35131 Padova</wicri:noRegion></affiliation></author><author><name sortKey="Peggion, Cristina" sort="Peggion, Cristina" uniqKey="Peggion C" first="Cristina" last="Peggion">Cristina Peggion</name><affiliation wicri:level="1"><nlm:affiliation>Department of Chemistry, University of Padova, Via Marzolo 1, 35131 Padova, Italy.</nlm:affiliation><country xml:lang="fr">Italie</country><wicri:regionArea>Department of Chemistry, University of Padova, Via Marzolo 1, 35131 Padova</wicri:regionArea><wicri:noRegion>35131 Padova</wicri:noRegion></affiliation></author><author><name sortKey="Bortolotto, Alessandro" sort="Bortolotto, Alessandro" uniqKey="Bortolotto A" first="Alessandro" last="Bortolotto">Alessandro Bortolotto</name><affiliation wicri:level="1"><nlm:affiliation>Department of Chemistry, University of Padova, Via Marzolo 1, 35131 Padova, Italy.</nlm:affiliation><country xml:lang="fr">Italie</country><wicri:regionArea>Department of Chemistry, University of Padova, Via Marzolo 1, 35131 Padova</wicri:regionArea><wicri:noRegion>35131 Padova</wicri:noRegion></affiliation><affiliation wicri:level="1"><nlm:affiliation>Department of Land, Environment, Agriculture and Forestry, University of Padova, Viale dell'Università 16, 35020 Legnaro (Padova), Italy.</nlm:affiliation><country xml:lang="fr">Italie</country><wicri:regionArea>Department of Land, Environment, Agriculture and Forestry, University of Padova, Viale dell'Università 16, 35020 Legnaro (Padova)</wicri:regionArea><wicri:noRegion>35020 Legnaro (Padova)</wicri:noRegion></affiliation></author><author><name sortKey="Elmaghraby, Ibrahim" sort="Elmaghraby, Ibrahim" uniqKey="Elmaghraby I" first="Ibrahim" last="Elmaghraby">Ibrahim Elmaghraby</name><affiliation wicri:level="1"><nlm:affiliation>Department of Land, Environment, Agriculture and Forestry, University of Padova, Viale dell'Università 16, 35020 Legnaro (Padova), Italy.</nlm:affiliation><country xml:lang="fr">Italie</country><wicri:regionArea>Department of Land, Environment, Agriculture and Forestry, University of Padova, Viale dell'Università 16, 35020 Legnaro (Padova)</wicri:regionArea><wicri:noRegion>35020 Legnaro (Padova)</wicri:noRegion></affiliation><affiliation wicri:level="1"><nlm:affiliation>Agricultural Research Center, Central Laboratory of Organic Agriculture 9, Cairo Univ. St., Giza 12619, Egypt.</nlm:affiliation><country xml:lang="fr">Égypte</country><wicri:regionArea>Agricultural Research Center, Central Laboratory of Organic Agriculture 9, Cairo Univ. St., Giza 12619</wicri:regionArea><wicri:noRegion>Giza 12619</wicri:noRegion></affiliation></author><author><name sortKey="Tundo, Silvio" sort="Tundo, Silvio" uniqKey="Tundo S" first="Silvio" last="Tundo">Silvio Tundo</name><affiliation wicri:level="1"><nlm:affiliation>Department of Land, Environment, Agriculture and Forestry, University of Padova, Viale dell'Università 16, 35020 Legnaro (Padova), Italy.</nlm:affiliation><country xml:lang="fr">Italie</country><wicri:regionArea>Department of Land, Environment, Agriculture and Forestry, University of Padova, Viale dell'Università 16, 35020 Legnaro (Padova)</wicri:regionArea><wicri:noRegion>35020 Legnaro (Padova)</wicri:noRegion></affiliation></author><author><name sortKey="Favaron, Francesco" sort="Favaron, Francesco" uniqKey="Favaron F" first="Francesco" last="Favaron">Francesco Favaron</name><affiliation wicri:level="1"><nlm:affiliation>Department of Land, Environment, Agriculture and Forestry, University of Padova, Viale dell'Università 16, 35020 Legnaro (Padova), Italy.</nlm:affiliation><country xml:lang="fr">Italie</country><wicri:regionArea>Department of Land, Environment, Agriculture and Forestry, University of Padova, Viale dell'Università 16, 35020 Legnaro (Padova)</wicri:regionArea><wicri:noRegion>35020 Legnaro (Padova)</wicri:noRegion></affiliation></author></analytic><series><title level="j">International journal of molecular sciences</title><idno type="eISSN">1422-0067</idno><imprint><date when="2020" type="published">2020</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Fungal species belonging to the <i>Trichoderma</i> genus are commonly used as biocontrol agents against several crop pathogens. Among their secondary metabolites, peptaibols are helical, antimicrobial peptides, which are structurally stable even under extreme pH and temperature conditions. The promise of peptaibols as agrochemicals is, however, hampered by poor water solubility, which inhibits efficient delivery for practical use in crop protection. Using a versatile synthetic strategy, based on green chemistry procedures, we produced water-soluble analogs of the short-length peptaibol trichogin. Although natural trichogin was inactive against the tested fungal plant pathogens (<i>Botrytis cinerea</i>, <i>Bipolaris sorokiniana</i>, <i>Fusarium graminearum</i>, and <i>Penicillium expansum</i>), three analogs completely inhibited fungal growth at low micromolar concentrations. The most effective peptides significantly reduced disease symptoms by <i>B. cinerea</i> on common bean and grapevine leaves and ripe grape berries without visible phytotoxic effects. An in-depth conformational analysis featuring a 3D-structure-activity relationship study indicated that the relative spatial position of cationic residues is crucial for increasing peptide fungicidal activity.</div></front></TEI><pubmed><MedlineCitation Status="In-Process" Owner="NLM"><PMID Version="1">33053906</PMID><DateRevised><Year>2020</Year><Month>10</Month><Day>30</Day></DateRevised><Article PubModel="Electronic"><Journal><ISSN IssnType="Electronic">1422-0067</ISSN><JournalIssue CitedMedium="Internet"><Volume>21</Volume><Issue>20</Issue><PubDate><Year>2020</Year><Month>Oct</Month><Day>12</Day></PubDate></JournalIssue><Title>International journal of molecular sciences</Title><ISOAbbreviation>Int J Mol Sci</ISOAbbreviation></Journal><ArticleTitle>Targeted Amino Acid Substitutions in a <i>Trichoderma</i> Peptaibol Confer Activity against Fungal Plant Pathogens and Protect Host Tissues from <i>Botrytis cinerea</i> Infection.</ArticleTitle><ELocationID EIdType="pii" ValidYN="Y">E7521</ELocationID><ELocationID EIdType="doi" ValidYN="Y">10.3390/ijms21207521</ELocationID><Abstract><AbstractText>Fungal species belonging to the <i>Trichoderma</i> genus are commonly used as biocontrol agents against several crop pathogens. Among their secondary metabolites, peptaibols are helical, antimicrobial peptides, which are structurally stable even under extreme pH and temperature conditions. The promise of peptaibols as agrochemicals is, however, hampered by poor water solubility, which inhibits efficient delivery for practical use in crop protection. Using a versatile synthetic strategy, based on green chemistry procedures, we produced water-soluble analogs of the short-length peptaibol trichogin. Although natural trichogin was inactive against the tested fungal plant pathogens (<i>Botrytis cinerea</i>, <i>Bipolaris sorokiniana</i>, <i>Fusarium graminearum</i>, and <i>Penicillium expansum</i>), three analogs completely inhibited fungal growth at low micromolar concentrations. The most effective peptides significantly reduced disease symptoms by <i>B. cinerea</i> on common bean and grapevine leaves and ripe grape berries without visible phytotoxic effects. An in-depth conformational analysis featuring a 3D-structure-activity relationship study indicated that the relative spatial position of cationic residues is crucial for increasing peptide fungicidal activity.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>De Zotti</LastName><ForeName>Marta</ForeName><Initials>M</Initials><Identifier Source="ORCID">0000-0002-3302-6499</Identifier><AffiliationInfo><Affiliation>Department of Chemistry, University of Padova, Via Marzolo 1, 35131 Padova, Italy.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Sella</LastName><ForeName>Luca</ForeName><Initials>L</Initials><Identifier Source="ORCID">0000-0003-4798-5874</Identifier><AffiliationInfo><Affiliation>Department of Land, Environment, Agriculture and Forestry, University of Padova, Viale dell'Università 16, 35020 Legnaro (Padova), Italy.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Bolzonello</LastName><ForeName>Angela</ForeName><Initials>A</Initials><AffiliationInfo><Affiliation>Department of Land, Environment, Agriculture and Forestry, University of Padova, Viale dell'Università 16, 35020 Legnaro (Padova), Italy.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Gabbatore</LastName><ForeName>Laura</ForeName><Initials>L</Initials><AffiliationInfo><Affiliation>Department of Chemistry, University of Padova, Via Marzolo 1, 35131 Padova, Italy.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Peggion</LastName><ForeName>Cristina</ForeName><Initials>C</Initials><AffiliationInfo><Affiliation>Department of Chemistry, University of Padova, Via Marzolo 1, 35131 Padova, Italy.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Bortolotto</LastName><ForeName>Alessandro</ForeName><Initials>A</Initials><AffiliationInfo><Affiliation>Department of Chemistry, University of Padova, Via Marzolo 1, 35131 Padova, Italy.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>Department of Land, Environment, Agriculture and Forestry, University of Padova, Viale dell'Università 16, 35020 Legnaro (Padova), Italy.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Elmaghraby</LastName><ForeName>Ibrahim</ForeName><Initials>I</Initials><Identifier Source="ORCID">0000-0002-2728-9751</Identifier><AffiliationInfo><Affiliation>Department of Land, Environment, Agriculture and Forestry, University of Padova, Viale dell'Università 16, 35020 Legnaro (Padova), Italy.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>Agricultural Research Center, Central Laboratory of Organic Agriculture 9, Cairo Univ. St., Giza 12619, Egypt.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Tundo</LastName><ForeName>Silvio</ForeName><Initials>S</Initials><Identifier Source="ORCID">0000-0002-3638-7345</Identifier><AffiliationInfo><Affiliation>Department of Land, Environment, Agriculture and Forestry, University of Padova, Viale dell'Università 16, 35020 Legnaro (Padova), Italy.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Favaron</LastName><ForeName>Francesco</ForeName><Initials>F</Initials><Identifier Source="ORCID">0000-0002-9167-8823</Identifier><AffiliationInfo><Affiliation>Department of Land, Environment, Agriculture and Forestry, University of Padova, Viale dell'Università 16, 35020 Legnaro (Padova), Italy.</Affiliation></AffiliationInfo></Author></AuthorList><Language>eng</Language><GrantList CompleteYN="Y"><Grant><GrantID>20173LBZM2</GrantID><Agency>Ministero dell'Istruzione, dell'Università e della Ricerca</Agency><Country></Country></Grant><Grant><GrantID>P-DiSC#04BIRD2019-UNIPD</GrantID><Agency>Università degli Studi di Padova</Agency><Country></Country></Grant><Grant><GrantID>CPDA135891</GrantID><Agency>Università degli Studi di Padova</Agency><Country></Country></Grant><Grant><GrantID>SID-Sella-BIRD2017</GrantID><Agency>Università degli Studi di Padova</Agency><Country></Country></Grant></GrantList><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType></PublicationTypeList><ArticleDate DateType="Electronic"><Year>2020</Year><Month>10</Month><Day>12</Day></ArticleDate></Article><MedlineJournalInfo><Country>Switzerland</Country><MedlineTA>Int J Mol Sci</MedlineTA><NlmUniqueID>101092791</NlmUniqueID><ISSNLinking>1422-0067</ISSNLinking></MedlineJournalInfo><CitationSubset>IM</CitationSubset><KeywordList Owner="NOTNLM"><Keyword MajorTopicYN="N">Botrytis cinerea</Keyword><Keyword MajorTopicYN="N">Trichoderma</Keyword><Keyword MajorTopicYN="N">antifungal activity</Keyword><Keyword MajorTopicYN="N">bioactive peptides</Keyword><Keyword MajorTopicYN="N">green chemistry</Keyword><Keyword MajorTopicYN="N">peptaibol</Keyword></KeywordList></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="received"><Year>2020</Year><Month>09</Month><Day>14</Day></PubMedPubDate><PubMedPubDate PubStatus="revised"><Year>2020</Year><Month>09</Month><Day>28</Day></PubMedPubDate><PubMedPubDate PubStatus="accepted"><Year>2020</Year><Month>10</Month><Day>09</Day></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2020</Year><Month>10</Month><Day>15</Day><Hour>1</Hour><Minute>2</Minute></PubMedPubDate><PubMedPubDate PubStatus="pubmed"><Year>2020</Year><Month>10</Month><Day>16</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate 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IdType="pubmed">32530612</ArticleId></ArticleIdList></Reference></ReferenceList></PubmedData></pubmed><affiliations><list><country><li>Italie</li><li>Égypte</li></country></list><tree><country name="Italie"><noRegion><name sortKey="De Zotti, Marta" sort="De Zotti, Marta" uniqKey="De Zotti M" first="Marta" last="De Zotti">Marta De Zotti</name></noRegion><name sortKey="Bolzonello, Angela" sort="Bolzonello, Angela" uniqKey="Bolzonello A" first="Angela" last="Bolzonello">Angela Bolzonello</name><name sortKey="Bortolotto, Alessandro" sort="Bortolotto, Alessandro" uniqKey="Bortolotto A" first="Alessandro" last="Bortolotto">Alessandro Bortolotto</name><name sortKey="Bortolotto, Alessandro" sort="Bortolotto, Alessandro" uniqKey="Bortolotto A" first="Alessandro" last="Bortolotto">Alessandro Bortolotto</name><name sortKey="Elmaghraby, Ibrahim" sort="Elmaghraby, Ibrahim" uniqKey="Elmaghraby I" first="Ibrahim" last="Elmaghraby">Ibrahim Elmaghraby</name><name sortKey="Favaron, Francesco" sort="Favaron, Francesco" uniqKey="Favaron F" first="Francesco" last="Favaron">Francesco Favaron</name><name sortKey="Gabbatore, Laura" sort="Gabbatore, Laura" uniqKey="Gabbatore L" first="Laura" last="Gabbatore">Laura Gabbatore</name><name sortKey="Peggion, Cristina" sort="Peggion, Cristina" uniqKey="Peggion C" first="Cristina" last="Peggion">Cristina Peggion</name><name sortKey="Sella, Luca" sort="Sella, Luca" uniqKey="Sella L" first="Luca" last="Sella">Luca Sella</name><name sortKey="Tundo, Silvio" sort="Tundo, Silvio" uniqKey="Tundo S" first="Silvio" last="Tundo">Silvio Tundo</name></country><country name="Égypte"><noRegion><name sortKey="Elmaghraby, Ibrahim" sort="Elmaghraby, Ibrahim" uniqKey="Elmaghraby I" first="Ibrahim" last="Elmaghraby">Ibrahim Elmaghraby</name></noRegion></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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