tailieunhanh - Báo cáo khoa học: An immunomodulator used to protect young in the pouch of the Tammar wallaby, Macropus eugenii

Eugenin [pGluGlnAspTyr(SO3)ValPheMetHisProPhe-NH2] has been isolated from the pouches of female Tammar wallabies (Macropus eugenii) carrying young in the early lactation period. The sequence of eugenin has been determined using a combination of positive and negative ion electrospray mass spectrometry. This compound bears some structural resemblance to the mammalian neuropeptide cholecystokinin 8 [AspTyr(SO3)MetGlyTrpMetAspPhe-NH2] and to the amphibian caerulein peptides [caerulein: pGluGlnAspTyr(SO3)ThrGlyTrpMetAspPhe-NH2] | ềFEBS Journal Eugenin An immunomodulator used to protect young in the pouch of the Tammar wallaby Macropus eugenii Russell V. Baudinette1 z Pinmanee Boontheung2 Ian F. Musgrave3 Paul A. Wabnitz2 Vita M. Maselli2 Jayne Skinner1 Paul F. Alewood4 Craig S. Brinkworth2 and John H. Bowie2 1 Department of EnvironmentalBiology The University of Adelaide South Australia 2 Department of Chemistry The University of Adelaide South Australia 3 Department of Clinicaland ExperimentalPharmacology The University of Adelaide South Australia 4 Institute for Molecular Bioscience The University of Queensland Brisbane Queensland Australia Keywords eugenin immunomodulator lactating female Tammar wallaby Macropus eugenii Correspondence J. H. Bowie Department of Chemistry The University of Adelaide South Australia 5005 Fax 61 08 83034358 Tel 61 08 83035767 E-mail Author deceased Received 30 August 2004 revised 18 October 2004 accepted 16 November 2004 doi Eugenin pGluGlnAspTyr SO3 ValPheMetHisProPhe-NH2 has been isolated from the pouches of female Tammar wallabies Macropus eugenii carrying young in the early lactation period. The sequence of eugenin has been determined using a combination of positive and negative ion electrospray mass spectrometry. This compound bears some structural resemblance to the mammalian neuropeptide cholecystokinin 8 AspTyr SO3 MetGlyTrpMetAspPhe-NH2 and to the amphibian caerulein peptides caerulein pGluGlnAspTyr SO3 ThrGlyTrpMetAspPhe-NH2 . Eugenin has been synthesized by a route which causes only minor hydrolysis of the sulfate group when the peptide is removed from the resin support. Biological activity tests with eugenin indicate that it contracts smooth muscle at a concentration of 10 9 M and enhances the proliferation of splenocytes at 10 7 M probably via activation of CCK2 receptors. The activity of eugenin on splenocytes suggests that it is an immunomodulator peptide which plays a role in the .