TY - JOUR
T1 - N-(18-Hydroxylinolenoyl)-l-Glutamine
T2 - A Newly Discovered Analog of Volicitin in Manduca sexta and its Elicitor Activity in Plants
AU - Yoshinaga, Naoko
AU - Ishikawa, Chihiro
AU - Seidl-Adams, Irmgard
AU - Bosak, Elizabeth
AU - Aboshi, Takako
AU - Tumlinson, James H.
AU - Mori, Naoki
N1 - Funding Information:
Acknowledgments This study was partly supported by a Grant-in-aid for Scientific Research (nos. 23880014, 22380068 and 24120006) from the Ministry of Education, Culture, Sports, Science and Technology of Japan. NY was the recipient of Postdoctoral Fellowship for Research Abroad (no. 01212) from the Japan Society for the Promotion of Science for Young Scientists.
PY - 2014/5
Y1 - 2014/5
N2 - Plants attacked by insect herbivores release a blend of volatile organic compounds (VOCs) that serve as chemical cues for host location by parasitic wasps, natural enemies of the herbivores. Volicitin, N-(17-hydroxylinolenoyl)-l-glutamine, is one of the most active VOC elicitors found in herbivore regurgitants. Our previous study revealed that hydroxylation on the 17th position of the linolenic acid moiety of N-linolenoyl-l-glutamine increases by more than three times the elicitor activity in corn plants. Here, we identified N-(18-hydroxylinolenoyl)-l-glutamine (18OH-volicitin) from larval gut contents of tobacco hornworm (THW), Manduca sexta. Eggplant and tobacco, two solanaceous host plants of THW larvae, and corn, a non-host plant, responded differently to this new elicitor. Eggplant and tobacco seedlings emitted twice the amount of VOCs when 18OH-volicitin was applied to damaged leaf surfaces compared to N-linolenoyl-l-glutamine, while both these fatty acid amino acid conjugates (FACs) elicited a similar response in corn seedlings. In both solanaceous plants, there was no significant difference in the elicitor activity of 17OH- and 18OH-volicitin. Interestingly, other lepidopteran species that have 17OH-type volicitin also attack solanaceous plants. These data suggest that plants have developed herbivory-detection systems customized to their herbivorous enemies.
AB - Plants attacked by insect herbivores release a blend of volatile organic compounds (VOCs) that serve as chemical cues for host location by parasitic wasps, natural enemies of the herbivores. Volicitin, N-(17-hydroxylinolenoyl)-l-glutamine, is one of the most active VOC elicitors found in herbivore regurgitants. Our previous study revealed that hydroxylation on the 17th position of the linolenic acid moiety of N-linolenoyl-l-glutamine increases by more than three times the elicitor activity in corn plants. Here, we identified N-(18-hydroxylinolenoyl)-l-glutamine (18OH-volicitin) from larval gut contents of tobacco hornworm (THW), Manduca sexta. Eggplant and tobacco, two solanaceous host plants of THW larvae, and corn, a non-host plant, responded differently to this new elicitor. Eggplant and tobacco seedlings emitted twice the amount of VOCs when 18OH-volicitin was applied to damaged leaf surfaces compared to N-linolenoyl-l-glutamine, while both these fatty acid amino acid conjugates (FACs) elicited a similar response in corn seedlings. In both solanaceous plants, there was no significant difference in the elicitor activity of 17OH- and 18OH-volicitin. Interestingly, other lepidopteran species that have 17OH-type volicitin also attack solanaceous plants. These data suggest that plants have developed herbivory-detection systems customized to their herbivorous enemies.
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U2 - 10.1007/s10886-014-0436-y
DO - 10.1007/s10886-014-0436-y
M3 - Article
C2 - 24817386
AN - SCOPUS:84902210852
SN - 0098-0331
VL - 40
SP - 484
EP - 490
JO - Journal of Chemical Ecology
JF - Journal of Chemical Ecology
IS - 5
ER -