Meaningful Words in Crowd Noise: Searching for Volatiles Relevant to Carpenter Bees among the Diverse Scent Blends of Bee Flowers

Rabeschini, Gabriela; Bergamo, Pedro Joaquim; Nunes, Carlos Eduardo Pereira

doi:10.1007/s10886-021-01257-y

Cited by 8 publications

(7 citation statements)

References 63 publications

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“…The natural product (E)-β-ionone is a fragrant organic compound found in wines 18 and is used by flowers to attract insect pollinators such as carpenter bees 19 and male orchid bees. 20 The structure of the carbon and oxygen skeleton of βionone is given in Figure 1.…”

Section: Introductionmentioning

confidence: 99%

Singlet O₂ Produced by Ultraviolet Dissociation of the β-ionone–O₂ Complex

2021

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We formed the gas-phase β-ionone–O2 complex in a supersonic expansion and then photodissociated the complex with light near 312 nm. Photodissociation resulted in the production of O2 in the a 1Δg state, which was ionized at 312 nm using (2 + 1) resonance-enhanced multiphoton ionization (REMPI). We recorded the 1O2 REMPI action spectrum and O2 + velocity map ion image following photodissociation of the complex. From the velocity map image, we determined the total recoil kinetic energy distribution from dissociation of the complex. Fitting the REMPI spectrum showed that the 1O2 product has an effective rotational temperature of about 50 K, while the recoil kinetic energy distribution was well fit with a statistical Boltzmann distribution having an effective translational temperature of 289 K. Using the average translational energy from the Boltzmann fit along with the complex dissociation energy from ab initio calculations, we determined that β-ionone was formed with an average of 2.87 eV of internal energy, which was 0.49 eV higher than previous measurements for the β-ionone triplet-state energy. Our own CCSD/cc-pVDZ//(U)MP2/cc-pVDZ calculations gave a minimum triplet-state energy of 2.04 eV. However, a large structural change occurs between the minimum singlet-ground-state geometry and the minimum triplet-excited-state geometry, and as a result, the calculated vertical energy for the triplet-state β-ionone was determined to be 3.30 eV. Comparing the ab initio and experimental results indicated that following excitation, β-ionone was formed in the triplet state but with significant internal vibrational energy. As such, complex dissociation likely proceeds following internal vibrational energy redistribution, which explains the statistical recoil kinetic energy distribution.

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Section: Introductionmentioning

confidence: 99%

Singlet O₂ Produced by Ultraviolet Dissociation of the β-ionone–O₂ Complex

2021

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“…Some sesquiterpenoids, such as ( E,E )-α-farnesene and ( E )-nerolidol, which are more abundant in the smaller stamens in both species of Swartzia , are known to attract bees, and elicit electro-antennographic responses when subjected to analysis with gas chromatography-electroantennographic detection (GC-EAD) ( Dötterl et al 2005 ). The presence of ( E )-nerolidol is significantly associated with pollination by large bees such as Xylocopa ( Rabeschini et al 2021 ).…”

Section: Discussionmentioning

confidence: 99%

“…The presence of ionones in S. simplex flowers, such as ( E )-β-ionone, is a strong indication of pollination by Xylocopa . Although β-ionone is not a specific signal for attracting carpenter bees, as it is attractive to other types such as stingless bees and euglossini males, it has been considered a reliable marker for pollination by Xylocopa ( Rabeschini et al 2021 ). In this sense, S. simplex is more specialized in attracting large bees of this type than S. flaemingii , in which we do not find ionones in its floral bouquet.…”

Section: Discussionmentioning

confidence: 99%

Heteromorphic stamens are differentially attractive in Swartzia (Fabaceae)

et al. 2022

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The division of labor hypothesis between stamens has explained the evolution of divergent functions between dimorphic stamens in the same flower. However, little is known about whether the distinct type of stamens differs in attractiveness to pollinators. Therefore, we investigate whether the two types of stamens commonly found in Swartzia have different visual and olfactory attractants. We performed observations of anthesis dynamics, registration and collection of floral visitors, measurements of reflectance of floral parts, and chemical analysis of the volatile organic compounds of the floral parts of two species, S. flaemingii and S. simplex. Both species have two distinct sets of stamens: one with smaller and abundant stamens in the center of the flower and the other with fewer but larger abaxial stamens. The sets differ in UV reflectance (only S. simplex) and exhibit a distinct chromatic contrast. Concerning olfactory attractiveness, aliphatic compounds make up most of the odor of the two species, both whole flowers and most of their floral organs. On the other hand, only S. simplex presented apocarotenoids (as ionones) and benzenoids. Furthermore, there are differences in the proportion of volatiles emitted by the stamen in both cases, as the high proportion of sesquiterpenes among the smaller stamens compared to the larger ones. In conclusion, the two types of stamens found in S. flaemingii and S. simplex show a distinct attractiveness. In addition, our data have demonstrated diverse ways of differential attractiveness both between distinct stamens set per flower and between the two species from the same pollen flowers genus

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“…were successfully attracted by b-ionone (82), a compound frequently released from plants pollinated by these bees. 307 In Brassica rapa, Knauer and Schiestl 308 identied an honest volatile signal for the availability of rewards. The owers of this species released four compounds that elicited consistent antennal responses in Bombus terrestris pollinators.…”

Section: Beesmentioning

confidence: 99%

Chemistry, biosynthesis and biology of floral volatiles: roles in pollination and other functions

Dötterl,

Gershenzon

2023

Nat. Prod. Rep.

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Meaningful Words in Crowd Noise: Searching for Volatiles Relevant to Carpenter Bees among the Diverse Scent Blends of Bee Flowers

Abstract: Consent to participate -Not applicable.Consent for publication -Not applicable.Availability of data and material -All data generated or analysed during this study are included in this published article and its supplementary information files.

Cited by 8 publications

References 63 publications

Singlet O₂ Produced by Ultraviolet Dissociation of the β-ionone–O₂ Complex

Singlet O₂ Produced by Ultraviolet Dissociation of the β-ionone–O₂ Complex

Heteromorphic stamens are differentially attractive in Swartzia (Fabaceae)

Chemistry, biosynthesis and biology of floral volatiles: roles in pollination and other functions

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Meaningful Words in Crowd Noise: Searching for Volatiles Relevant to Carpenter Bees among the Diverse Scent Blends of Bee Flowers

Abstract: Consent to participate -Not applicable.Consent for publication -Not applicable.Availability of data and material -All data generated or analysed during this study are included in this published article and its supplementary information files.

Cited by 8 publications

References 63 publications

Singlet O2 Produced by Ultraviolet Dissociation of the β-ionone–O2 Complex

Singlet O2 Produced by Ultraviolet Dissociation of the β-ionone–O2 Complex

Heteromorphic stamens are differentially attractive in Swartzia (Fabaceae)

Chemistry, biosynthesis and biology of floral volatiles: roles in pollination and other functions

Contact Info

Product

Resources

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Singlet O₂ Produced by Ultraviolet Dissociation of the β-ionone–O₂ Complex

Singlet O₂ Produced by Ultraviolet Dissociation of the β-ionone–O₂ Complex