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Chemistry of the sternal gland secretion of the Mediterranean centipede Himantarium gabrielis (Linnaeus, 1767) (Chilopoda: Geophilomorpha: Himantariidae)
dc.creator | Vujisić, Ljubodrag V. | |
dc.creator | Vučković, Ivan M. | |
dc.creator | Makarov, Slobodan E. | |
dc.creator | Ilić, Bojan S. | |
dc.creator | Antić, Dragan Ž. | |
dc.creator | Jadranin, Milka | |
dc.creator | Todorović, Nina | |
dc.creator | Mrkić, Ivan | |
dc.creator | Vajs, Vlatka | |
dc.creator | Lučić, Luka | |
dc.creator | Ćurčić, Božidar P. M. | |
dc.creator | Mitić, Bojan M. | |
dc.date.accessioned | 2018-11-22T00:23:51Z | |
dc.date.available | 2018-11-22T00:23:51Z | |
dc.date.issued | 2013 | |
dc.identifier.issn | 0028-1042 | |
dc.identifier.uri | https://cherry.chem.bg.ac.rs/handle/123456789/1394 | |
dc.description.abstract | The geophilomorph centipede, Himantarium gabrielis, when disturbed, discharges a viscous and proteinaceous secretion from the sternal glands. This exudate was found by gas chromatography-mass spectrometry, liquid chromatography-high resolution mass spectrometry, liquid chromatography-mass spectrometry-mass spectrometry and NMR analyses to be composed of hydrogen cyanide, benzaldehyde, benzoyl nitrile, benzyl nitrile, mandelonitrile, mandelonitrile benzoate, 3,7,6O-trimethylguanine (himantarine), farnesyl 2,3-dihydrofarnesoate and farnesyl farnesoate. This is the first report on the presence of benzyl nitrile and mandelonitrile benzoate in secreted substances from centipedes. Farnesyl 2,3-dihydrofarnesoate is a new compound, while himantarine and farnesyl farnesoate were not known as natural products. A post-secretion release of hydrogen cyanide by reaction of mandelonitrile and benzoyl nitrile was observed by NMR, and hydrogen cyanide signals were completely assigned. In addition, a protein component of the secretion was analysed by electrophoresis which revealed the presence of a major 55 kDa protein. Analyses of the defensive exudates of other geophilomorph families should produce further chemical surprises. | en |
dc.publisher | Springer, New York | |
dc.relation | info:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172053/RS// | |
dc.relation | info:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/173038/RS// | |
dc.rights | restrictedAccess | |
dc.source | Naturwissenschaften | |
dc.subject | Chemical deterrents | en |
dc.subject | Geophilomorphs | en |
dc.subject | Viscid proteinaceous secretion | en |
dc.subject | Himantarine | en |
dc.subject | Farnesyl 2,3-dihydrofarnesoate | en |
dc.subject | Montenegro | en |
dc.title | Chemistry of the sternal gland secretion of the Mediterranean centipede Himantarium gabrielis (Linnaeus, 1767) (Chilopoda: Geophilomorpha: Himantariidae) | en |
dc.type | article | |
dc.rights.license | ARR | |
dcterms.abstract | Вујисић, Љубодраг; Вуцковиц, Иван М.; Макаров, Слободан Е.; Јадранин, Милка Б.; Тодоровиц, Нина М.; Вајс, Влатка Е.; Луциц, Лука Р.; Цурциц, Бозидар П. М.; Митиц, Бојан М.; Aнтиц, Драган З.; Илиц, Бојан С.; Мркић, Иван; | |
dc.citation.volume | 100 | |
dc.citation.issue | 9 | |
dc.citation.spage | 861 | |
dc.citation.epage | 870 | |
dc.identifier.wos | 000323670800006 | |
dc.identifier.doi | 10.1007/s00114-013-1086-6 | |
dc.citation.other | 100(9): 861-870 | |
dc.citation.rank | M21 | |
dc.identifier.pmid | 23907296 | |
dc.type.version | publishedVersion | en |
dc.identifier.scopus | 2-s2.0-84883453390 |