Scent from Jasminum grandiflorum flowers: Investigation of the change in linalool enantiomers at various developmental stages using chemical and molecular methods

Pragadheesh, V.S.; Chanotiya, Chandan Singh; Rastogi, Shantanu; Shasany, Ajit Kumar

doi:10.1016/j.phytochem.2017.04.018

Cited by 38 publications

(34 citation statements)

References 49 publications

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“…The emission pattern of these volatiles reached its maximum in the late evening. In J. grandiflorum , chemical conversion of linalool enantiomers was also traced at various developmental stages of flower (Pragadheesh et al ). Such temporal emission attracts the visit of nocturnal insects (pollinators) as reported in the literature (Raguso et al ).…”

Section: Discussionmentioning

confidence: 99%

Temporal relationship between emitted and endogenous floral scent volatiles in summer‐ and winter‐blooming Jasminum species

Barman

Mitra

2018

Physiologia Plantarum

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Jasminum spp. is cultivated for their fragrant flowers used in essential oil production and cosmetic uses. An attempt was made to study the temporal variations in floral scent volatiles composition including emitted, free endogenous and glycosyl‐linked volatile compounds from two summer‐blooming species namely, Jasminum auriculatum and Jasminum grandiflorum as well as from two winter‐blooming species namely, Jasminum multiflorum and Jasminum malabaricum. The overall emitted volatile organic compounds (VOCs) were found to be highest when the matrix Porapak Q 80/100 was used with dichloromethane (DCM) as elution solvent. The floral volatile emission from bud to senescence exhibited nocturnal maxima pattern for both the summer‐blooming species. Both the winter‐blooming species emitted its highest concentration at noon. The free endogenous concentrations of all VOCs were low when corresponding emitted concentrations were high. Enzymatic treatment of petal extract revealed that several aromatic volatiles including aromatic alcohols and monoterpenols are synthesized and stored in the flowers as water‐soluble glycosides; these compounds were shown to accumulate in higher amounts in flowers at late bud stage. These findings indicate the utilization of the precursors, i.e. the volatile‐conjugates, through hydrolysis followed by their release as free‐volatiles at flower opening stage. The outcome as a whole suggests a linkage among the temporal pattern of emitted volatiles, free‐endogenous volatiles and glycoside‐bound volatile compounds in all above studied Jasminum spp. and provided an overview of their floral volatilome.

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Section: Discussionmentioning

confidence: 99%

Temporal relationship between emitted and endogenous floral scent volatiles in summer‐ and winter‐blooming Jasminum species

Barman

Mitra

2018

Physiologia Plantarum

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“…In plants, linalool has been detected from many species (15). One plant species may produce only 1 enantiomer, but others can produce both enantiomers with dynamic composition, for example across individuals or development stages (16)(17)(18). Linalool has…”

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confidence: 99%

An unbiased approach elucidates variation in ( S )-(+)-linalool, a context-specific mediator of a tri-trophic interaction in wild tobacco

Fandino

Halitschke

et al. 2019

Proc. Natl. Acad. Sci. U.S.A.

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Plant volatile organic compounds (VOCs) mediate many interactions, and the function of common VOCs is especially likely to depend on ecological context. We used a genetic mapping population of wild tobacco, Nicotiana attenuata, originating from a cross of 2 natural accessions from Arizona and Utah, separated by the Grand Canyon, to dissect genetic variation controlling VOCs. Herbivory-induced leaf terpenoid emissions varied substantially, while green leaf volatile emissions were similar. In a field experiment, only emissions of linalool, a common VOC, correlated significantly with predation of the herbivore Manduca sexta by native predators. Using quantitative trait locus mapping and genome mining, we identified an (S)-(+)-linalool synthase (NaLIS). Genome resequencing, gene cloning, and activity assays revealed that the presence/absence of a 766-bp sequence in NaLIS underlies the variation of linalool emissions in 26 natural accessions. We manipulated linalool emissions and composition by ectopically expressing linalool synthases for both enantiomers, (S)-(+)- and (R)-(−)-linalool, reported to oppositely affect M. sexta oviposition, in the Arizona and Utah accessions. We used these lines to test ovipositing moths in increasingly complex environments. The enantiomers had opposite effects on oviposition preference, but the magnitude of the effect depended strongly both on plant genetic background, and complexity of the bioassay environment. Our study reveals that the emission of linalool, a common VOC, differs by orders-of-magnitude among geographically interspersed conspecific plants due to allelic variation in a linalool synthase, and that the response of a specialist herbivore to linalool depends on enantiomer, plant genotype, and environmental complexity.

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“…Linalool, which had a sweet and lemony aroma, was the major compound in S. japonicus and S. grandiflora, and it was also a vital compound in Lippia adoensis (Elakovich & Oguntimein, 1987). Linalool attracts pollinators and herbivores (Pragadheesh et al, 2017) and is an important intermediate in the synthesis of vitamin E, vitamin A and ionones (Aprotosoaie et al, 2014). The market of food additives expanded rapidly, among which the flavor and fragrance industries accounted for 31% (Thomas, 2014).…”

Section: Multipurpose Linalool and α-Pinene In Flowersmentioning

confidence: 99%

Floral scent compounds and emission patterns of three Styrax species

Chen¹,

Cao²,

Chen³

et al. 2021

Dendrobiology

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Styrax is a gorgeous species combined with high medicinal and ornamental values, however, information about its floral scents is limited. This study aimed to reveal the floral scent compounds and the dynamic changes in the flowering process of Styrax japonicus, S. grandiflora and S. calvescens. Static headspace solid-phase microextraction coupled with gas chromatography-mass spectrometry was adopted in the present study. The results showed that 24, 22 and 22 volatile compounds were present at three flowering stages, among which linalool, ocimene, α-pinene and germacrene D dominated in different species. Terpenes were the main floral scent compounds in all species, whereas there was considerable relative content of ketones in S. japonicus. Among the major terpenes, α-pinene, ocimene and myrcene were the common volatiles in these species, while β-elemene and allo-ocimene were the specific volatiles in S. japonicus and S. calvescens, respectively. The highest content of terpenes occurred at initial flowering stage in three species. The differences in the type and content of principal compounds contributed to the fragrance diversity among these species. A solid foundation for understanding the complexity of volatile emission could be obtained from our findings, meanwhile, effective utilization of abundant terpenes in flowers of Styrax species should be applied.

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Scent from Jasminum grandiflorum flowers: Investigation of the change in linalool enantiomers at various developmental stages using chemical and molecular methods

Cited by 38 publications

References 49 publications

Temporal relationship between emitted and endogenous floral scent volatiles in summer‐ and winter‐blooming Jasminum species

Temporal relationship between emitted and endogenous floral scent volatiles in summer‐ and winter‐blooming Jasminum species

An unbiased approach elucidates variation in ( S )-(+)-linalool, a context-specific mediator of a tri-trophic interaction in wild tobacco

Floral scent compounds and emission patterns of three Styrax species

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