Site-specific 2H-labeled oleic acid and derived esters for use as tracers of ethyl oleate metabolism in honey bees

Eusocial insects live in teeming societies with thousands of their kin. In this crowded environment, workers combat disease by removing or burying their dead or diseased nestmates. For honey bees, we found that hygienic brood-removal behavior is triggered by two odorants – β-ocimene and oleic acid – which are released from brood upon freeze-killing. β-ocimene is a co-opted pheromone that normally signals larval food-begging, whereas oleic acid is a conserved necromone across arthropod taxa. Interestingly, the odorant blend can induce hygienic behavior more consistently than either odorant alone. We suggest that the volatile β-ocimene flags hygienic workers’ attention, while oleic acid is the death cue, triggering removal. Bees with high hygienicity detect and remove brood with these odorants faster than bees with low hygienicity, and both molecules are strong ligands for hygienic behavior-associated odorant binding proteins (OBP16 and OBP18). Odorants that induce low levels of hygienic behavior, however, are weak ligands for these OBPs. We are therefore beginning to paint a picture of the molecular mechanism behind this complex behavior, using odorants associated with freeze-killed brood as a model.

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Continuous esterification of oleic acid to ethyl oleate under sub/supercritical conditions over γ-Al2O3

Applied Catalysis B Environmental ◽

10.1016/j.apcatb.2018.03.050 ◽

2018 ◽

Vol 232 ◽

pp. 155-163 ◽

Cited By ~ 6

Author(s):

Jiuxu Liu ◽

Yue Nan ◽

Xinlei Huang ◽

Jesse Q. Bond ◽

Lawrence L. Tavlarides

Keyword(s):

Oleic Acid ◽

Ethyl Oleate ◽

Supercritical Conditions

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Site-Specific and Regional Monitoring with Honey Bees: Case Study Comparisons

Ecological Indicators ◽

10.1007/978-1-4615-4659-7_39 ◽

1992 ◽

pp. 689-704 ◽

Cited By ~ 2

Author(s):

Jerry J. Bromenshenk

Keyword(s):

Honey Bees ◽

Site Specific ◽

Regional Monitoring

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LIQUID-LIQUID EQUILIBRIUM OF SYSTEMS COMPOSED OF SOYBEAN OIL + MONOACYLGLYCEROLS + DIACYLGLYCEROLS + ETHYL OLEATE + OLEIC ACID + ETHANOL AT 303.15 AND 318.15 K

Brazilian Journal of Chemical Engineering ◽

10.1590/0104-6632.20180352s20160271 ◽

2018 ◽

Vol 35 (2) ◽

pp. 373-382 ◽

Cited By ~ 2

Author(s):

Larissa C. B. A. Bessa ◽

Eduardo A. C. Batista ◽

Antonio J. A. Meirelles

Keyword(s):

Oleic Acid ◽

Soybean Oil ◽

Ethyl Oleate ◽

Liquid Equilibrium

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Satiety from fat? Adverse effects of intestinal infusion of sodium oleate

AJP Regulatory Integrative and Comparative Physiology ◽

10.1152/ajpregu.1997.273.5.r1779 ◽

1997 ◽

Vol 273 (5) ◽

pp. R1779-R1785 ◽

Cited By ~ 4

Author(s):

Israel Ramirez ◽

Michael G. Tordoff ◽

Mark I. Friedman

Keyword(s):

Oleic Acid ◽

Fatty Acid ◽

Food Intake ◽

Eating Behavior ◽

Sodium Oleate ◽

Cell Damage ◽

Ethyl Oleate ◽

Intestinal Lumen ◽

Ldh Activity ◽

Intestinal Infusion

To determine whether damage to the intestinal mucosa by oleic acid causes the suppression of food intake observed in response to intraintestinal infusion of the fatty acid, we measured lactate dehydrogenase (LDH) activity, a marker for cell damage, in the intestinal lumen after intestinal infusion of fatty acid under conditions similar to those employed in studies of eating behavior. Infusions of 25 or 51 mM sodium oleate (neutralized oleic acid) markedly and rapidly increased LDH activity, whereas infusions of saline had little or no effect. Infusion of octanoate, which has been reported to be ineffective in reducing eating behavior, did not increase intestinal LDH activity relative to saline infusion. Similarly, infusion of ethyl oleate or free (nonneutralized) oleic acid neither increased luminal LDH activity nor suppressed food intake. Infusion of sodium oleate also produced a strong conditioned aversion to sucrose. The results strongly suggest that the suppression of food intake induced by intraintestinal infusion of sodium oleate is due to the injurious effects of this unphysiological form of the fatty acid.

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