285 Poster Central Olfaction and Chemical EcologyCHEMICALS RELEASED BY INJURED OR DISTURBEDCONSPECIFICS MEDIATE DEFENSIVE BEHAVIORS VIATHE AESTHETASC PATHWAY IN THE SPINY LOBSTERPANULIRUS ARGUSShabani S. 1 , Kamio M. 1 , Derby C. 1 1 Biology, Georgia State University,Atlanta, GAChemicals released by either injured or disturbed individuals inducefrom conspecifics a repertoire of defensive behaviors similar to whenattacked by predators. This has been demonstrated for many species,including crustaceans such as hermit crabs and crayfish. In this study,we demonstrate that the spiny lobster Panulirus argus also haschemically induced alarm responses, and furthermore demonstrate thesite of release and site of reception of the alarm cues. Alarm cues ofspiny lobsters are present in the blood (hemolymph) of injured animalsand in the urine of lobsters under simulated predatory attack (disturbedanimals). Hemolymph and urine activate defensive behaviors such asmoving away from the odor source, defensive movement of the 2ndantennae, shaking, and moving into a shelter, as well as suppressingfood-evoked searching. The alarm cues are species specific: Caribbeanspiny lobsters (Panulirus argus) show much greater alarm response tohemolymph from P. argus than to hemolymph from California spinylobsters (Panulirus interruptus) or blue crabs (Callinectes sapidus).Removal of the aesthetascs lead to reversal of behaviors towardhemolymph and urine, switching from defensive to attractive behaviors.In conclusion, we have identified the types of defensive behaviorsproduced by, the source of, and site of reception of the alarm cues inspiny lobsters. Future goals include identifying the molecules involved,the cellular specificity of the responsive olfactory neurons, and theecological context of the alarm response. Supported by NSF IBN-0324435, 9876754, 0322773286 Poster Central Olfaction and Chemical EcologyEVIDENCE THAT A VOLATILE MOLECULE, 3-DECANOL, INHERMIT CRAB BLOOD SIGNALS SHELL AVAILABILITY TOCONSPECIFICSRittschof D. 1 , Schmidt G. 2 , Harder T. 2 1 Duke University, Beaufort, NC;2 Institute for Chemistry and Biology of the Marine Environment(ICBM), University of Oldenburg, Oldenburg, GermanyHermit crabs in poor fitting shells are attracted to and obtaingastropod shells at gastropod and hermit crab predation sites. Hermitcrab hemolymph attracts conspecifics within minutes. We hypothesizedthat aquatic hermit crabs might use volatile molecules in hemolymph asdo land hermit crabs (Thacker, 1994, Small and Thacker, 1994).Volatiles from, sea water, hemolymph of hermit crabs Clibanariusvittatus and Pagurus pollicaris and several brachyuran crabs werepurged from a water-hemolymph solution, trapped in seawater andtested for induction of shell-investigation behavior in shell investigationbioassays. Volatiles extracted from crustacean hemolymph byheadspace solid-phase microextraction (SPME) were analysed bycoupled gas-chromatography mass-spectrometry (GC-MS). Twoalcohols, 3-decanol, present in C. vittatus hemolymph, and 2-ethyl-1-hexanol, present in hemolymph of all tested crustacean species, weretested in shell investigation bioassays. 3-decanol stimulated shellinvestigationbehavior in conspecifics, while 2-ethyl-1-hexanol did not.The response of C. vittatus to this volatile water soluble moleuclessupports the hypothesis that detection and response to volatile cuesevolved before the transition of hermit crabs to land.287 Poster Central Olfaction and Chemical EcologyN-ACETYLGLUCOSAMINO-1,5-LACTONE IS A CANDIDATESEX PHEROMONE IN FEMALE BLUE CRABSKamio M. 1 , Kubanek J. 2 , Derby C. 1 1 Biology, Georgia State University,Atlanta, GA; 2 Biology, Georgia Institute of Technology, Atlanta, GAPremolt female blue crabs (Callinectes sapidus) release a sexpheromone in their urine. Males detect this pheromone using antennularsensors, resulting in mating behaviors that include precopulatorydisplay and grabbing and guarding females. Male crabs also release asex pheromone that attracts premolt females. The molecular identity ofthese pheromones remains unknown. The goal of our study is to identifythese molecules using bioassay guided fractionation and analysis ofdifferences in the composition of male and female urine. In search ofsex pheromones, we found differences in the chemical composition ofmale and female urine using NMR spectral analysis (Kamio et al.,AChemS 2004 abstract #239). One compound that is specific to premoltfemales was purified by ultrafiltration and HPLC. NMR spectralanalysis led to the characterization of this candidate female sexpheromone as N-acetylglucosamino-1, 5-lactone (NAGL), which ismore abundant in urine of premolt females than in urine of eitherintermolt, premolt, or postmolt males or intermolt or postmolt females.NAGL, which is an oxidized form of N-acetylglucosamine, has neverbefore been reported as a natural product, although synthetic NAGL hasbeen reported to inhibit chitobiase of bacteria and vertebrates, whichdegrades chitin. Preliminary behavioral experiments demonstrated thatmale crabs can detect NAGL. Further behavioral testing is planned toevaluate the possible role of NAGL and other minor metabolites as sexpheromones. Supported by the NSF Grants IBN-9876754 and IBN-0322773 to the Center for Behavioral Neuroscience and Japan Societyfor the Promotion of Science Postdoctoral Fellowship for ResearchAbroad (to M.K.).288 Poster Central Olfaction and Chemical EcologyISOLATION AND STRUCTURE ELUCIDATION OF THE SEALAMPREY MIGRATORY PHEROMONEDvornikovs V. 1 , Fine J.M. 2 , Hoye T.R. 1 , Jeffrey C.S. 1 , Shao F. 1 , WangJ. 1 , Vrieze L.A. 2 , Anderson K.R. 1 , Sorensen P.W. 2 1 Department ofChemistry, University of Minnesota, Minneapolis, MN; 2 Department ofFisheries & Wildlife, University of Minnesota, St. Paul, MNThe sea lamprey (Petromyzon marinus) is one of the most ancientvertebrates and has a well-developed olfactory system. It begins life infreshwater streams, which it then leaves to parasitize other fishes beforeeventually maturing and returning to spawn. Migratory lampreyrecognize suitable spawning streams using a pheromone produced bystream-resident, conspecific larvae. The pheromone contains two newand one known [the lamprey bile acid, petromyzonol sulfate (PS)]active components. Here we report the structure elucidation of the newcompounds and aspects of their biological activity. The most potent,petromyzonamine disulfate (PADS), is a novel disulfated aminosterolstructurally related to squalamine, an antibiotic produced by dogfishshark. Lamprey were attracted to isolated (or synthetic) PADS atconcentrations down to 10 -13 M. The second new component,petromyzosterol disulfate (PSDS, attractive at 10 -12 M), was found to bea sulfated ergostadienetriol derivative. The biological activity of variousmixtures of PADS, PSDS, and PS confirmed that they synergize oneanother and comprise the majority of the cue. Use of syntheticpheromone components is planned for controlling populations in theGreat Lakes, where the sea lamprey is an invasive pest. This multicomponentcue is the first migratory pheromone to be identified in afish. Funded by the Great Lakes Fishery Commission and the NationalInstitutes of Health (GM65597).72
289 Poster Central Olfaction and Chemical EcologyRELEASE, DETECTION, DISCRIMINATION, ANDASSOCIATIVE LEARNING OF CONSPECIFIC BILE ACIDS BYMIGRATORY RAINBOW TROUT (ONCORHYNCHUS MYKISSKAMLOOPS)Thwaits B.F. 1 , Fine J.M. 1 , Sorensen P.W. 1 1 Fisheries, Wildlife, andConservation Biology, University of Minnesota, St. Paul, MNAlthough it is well established that Pacific salmon (Oncorhynchusspp.) locate home streams for spawning using odorous cues they learnas juveniles, the identities of these cues are as yet unknown. It has beenspeculated that odors from both abiotic and biotic stream contents,incuding the odor of juvenile conspecifics (and perhaps other fishes)could be part of imprinted home stream odor. If so, bile acids, a class ofdistinctive steroids released by many fishes (and used as a migratorypheromone by the sea lamprey), could be part of the odor salmonrecognize. Here we tested this possibility using a migratory strain ofrainbow trout (Oncorhynchus mykiss). Chemical analysis revealed thattrout release a distinctive mixture of three bile acids: taurocholic acid,taurochenodeoxycholic acid, and cyprinol sulfate. EOG and multi-unitolfactory nerve recording showed that the trout peripheral olfactorysystem detects these and three other bile acids in dose-dependentmanners down to concentrations of 10 -11 M. Binary mixtureexperiments also showed that these bile acids activate different sets ofolfactory receptors. Finally, ongoing classical conditioning isdemonstrating that trout can learn to discern and remember individualbile acids for extended periods of time. In conclusion, bile acids appearto have all the characteristics required for them to be part of naturalhomestream odor. Supported by Minnesota Sea Grant.290 Poster Central Olfaction and Chemical EcologyPUTATIVE STEROIDAL PHEROMONES: SYNTHESIS SITESAND OLFACTORY EPITHELIAL RESPONSES IN THEROUND GOBY (NEOGOBIUS MELANOSTOMUS)Jasra S.K. 1 , Avci Z. 1 , Corkum L. 2 , Scott A.P. 3 , Li W. 4 , Zielinski B. 51 Biology, University of Windsor, Windsor, Ontario, Canada; 2 Universityof Windsor, Windsor, Ontario, Canada; 3 University of Windsor, Dorset,England, United Kingdom; 4 Fisheries and Wildlife, Michigan StateUniversity, East Lansing, MI; 5 Biological Sciences, University ofWindsor, Windsor, Ontario, CanadaPheromone communication may be important for the reproductivesuccess of the round goby (Neogobius melanostomus), an invasive fishspecies in the Great Lakes. The signaling molecules released byreproductive males to attract gravid females may include steroidalcompounds synthesized by the testes and accessory reproductive glands.Our previous studies have shown that the testes produce steroids thatare potent stimulants of olfactory sensory activity in female roundgobies. In this study, we investigate the role of accessory gonadalglands in the production of steroidal putative pheromones in male roundgobies. The base of each testis is attached to a seminal vesicle, and amesorchial region with a prominent fold is located between the twotestes. A separate glandular mass is at the base of the testes, adjacent tothe common sperm duct. The accessory reproductive glands withsteroidogenic cells were identified, by histological and histochemicalprocedures. Immunocytochemistry against 11 beta-hydroxysteroiddehydrogenase indicates an abundance of steroidogenic Leydig-likecells interstitial to the columnar epithelium in the mesorchial gland, andsparser immunoreactive cells in the seminal vesicles. Incubation of theseminal vesicles with steroidal metabolic precursors, yielded steroidsthat stimulated electro-olfactogram responses when presented atpicomolar concentrations. These results are indicative of a pheromoneproducing function for the accessory gonadal glands in male roundgobies. Supported by NSERC Discovery and Strategic Programs.291 Poster Central Olfaction and Chemical EcologyCRESTED AUKLET ODOR IS INDICATIVE OF A FEATHERORNAMENTChua W. 1 , Hagelin J. 1 , Preti G. 2 , Wysocki L. 2 1 Biology, SwarthmoreCollege, Swarthmore, PA; 2 Monell Chemical Senses Center,Philadelphia, PACrested auklets (Aethia cristatella) produce a citrusy, socialchemosignal that is linked to a seasonal display (the “ruff-sniff”). Totest whether scent exhibited patterns indicative of a secondary sexualornament, we examined seasonal changes in odor at two locations onthe body (the ruff, where displays are focused, and the rump). We madetwo predictions: (1) Odor of ruff feathers would be greatest early in thesummer breeding season, but drop by the end of the season. (2) The ruffwould be more scented than the rump early in the season. Three keyaldehydes of auklet scent (octanal, decanal, and cis-4-decenal) wereanalyzed via solid phase microextraction (SPME) and gaschromatography/mass spectrometry (GC/MS). All compounds weremore concentrated in the ruff at start of the season (June) than at the end(August; median odor loss: octanal = 32%, decanal = 54%; cis-4-decenal = 72%; 9 ≤ n ≤ 17; -2.53 ≤ Z ≤ -1.78; 0.006 ≤ P(one-tailed) ≤0.04). Rump feathers did not exhibit a striking odor-loss pattern (7 ≤ n ≤14; -1.38 ≤ Z ≤ 0.48; 0.09 ≤ P(one-tailed) ≤0 .45). Concentrations oftwo compounds (octanal and decanal) were greater in ruff feathers earlyin the season than the rump (6 ≤ n ≤ 10; 2.24 ≤ t ≤ 2.85; 13.3 ≤ df ≤14.0, 0.013 ≤ P(one-tailed) ≤ 0.022). Combined, our results areconsistent with odor acting as an olfactory ornament. Odor is greatestearly in the season, when ruff-sniff displays are emphasized. At thissame time, two of three odor compounds are also concentrated in theruff, which is the focus of displays. HHMI student stipend and NationalGeographic provided funds.292 Poster Central Olfaction and Chemical EcologyRESPONSE OF A TANGERINE-SCENTED SEABIRD TO ODORAND VISUAL CUESTigue C.C. 1 , Hagelin J.C. 1 , Wenzel B.M. 2 1 Biology, SwarthmoreCollege, Swarthmore, PA; 2 David Geffen School of Medicine, UCLA,Los Angeles, CACrested Auklets (Aethia cristatella) are arctic seabirds that use bothseasonally elevated scent and visual ornaments during socialcommunication. We explored the relative importance of odor and visualsignals in a non-social context. We trained captive birds to touch the tipof their beaks to a Y-shaped stick for a food reward, a behavioral taskknown as "targeting." The Y-stick gave birds a simultaneous choicebetween an experimental and control stimulus. Experimental stimuliincluded (1) synthetic Crested Auklet odor, (2) a visual (color) stimulusonly, and (3) auklet odor plus the visual stimulus. Birds learned toassociate food rewards with each type of experimental stimulus (odoronly: Z = 439.50, df = 44, P < 0.0001; visual only: Z = 105.00, df = 19,P = 0.0001; visual + odor: Z = 76.50, df = 16, P = 0.0001). However,the presence of a visual cue greatly enhanced targeting accuracy by47% to 56% over the odor stimulus alone (14.0 ≤ Z ≤ 16.0; df=7; 0.016≤ P ≤ 0.023). Our data indicate: (1) Crested Auklets are capable of odorlearning in non-social contexts, and (2) learning is facilitated withvisual stimuli. Such a pattern is consistent with field tests of aukletodor, which indicate an emphasis on visual ornaments. Odor appears toexhibit a synergistic relationship with visual displays. We are currentlyexamining whether variation in odor learning corresponds to anindividual´s social rank, and whether sensitivity to odor variesseasonally or by sex. Funding provided by Aquarium of the Pacific,Long Beach, CA and Swarthmore College field funds.73
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