A series of esters of diastereomeric menthols: Comprehensive mass spectral libraries and gas chromatographic data

Dekić, Milan S.; Radulović, Niko S.; Selimović, Enisa; Boylan, Fábio

doi:10.1016/j.foodchem.2021.130130

Cited by 8 publications

(11 citation statements)

References 28 publications

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“…Esters in scented products present a kind of typical and available VOCs. 35 The presence of these low-boiling-point esters cannot be ignored. A total of 12 esters commonly existing in scented products were studied, including ethyl formate, ethyl acetate, ethyl propionate, ethyl butyrate, ethyl 2-methylbutyrate, butyl acetate, linalool acetate, terpineol acetate, benzyl butyrate, carvacrol acetate, isoeugenol acetate, and verbenol acetate.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

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Multifunctional MgO/HKUST-1 Composite for Capture, Catalysis, and Cyclic Cataluminescence Detection of Esters All-In-One to Rapidly Identify Scented Products

Zhong

Chen

et al. 2021

Anal. Chem.

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The integration of metallic oxide and metal−organic frameworks has attracted considerable attention as obtained composite materials because they show synergistic effects in applications of catalysis and sensing. Herein, we developed the hybrid MgO and HKUST-1 for efficient capture, catalysis, and cyclic cataluminescence (CCTL) detection of esters all-in-one to rapidly identify scented products. The multifunctional MgO/HKUST-1 composite with high CCTL activity was synthesized and characterized. The multifunctional MgO/HKUST-1 composite acts as an enrichment material for ester capture and serves as a catalyst, assisting the analyte to trigger multistage signals. The multistage signals of ester-containing scented products also satisfy the exponential decay equation with a certain τ-value. The τ-values obtained by the CCTL system were applied to identify the brands of essential oils. The working temperature served as the sensor element to obtain various τ-values. The τ-values constituted a digital code to label the different brands of cigarettes with the same aroma type. The multistage signals could be used to distinguish the origin regions of essential oils and tobacco. This work combines the CCTL strategy with the sample pretreatment, opening up a new direction to develop CCL and providing a new platform to rapidly identify ester-containing scented products.

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Section: ■ Results and Discussionmentioning

confidence: 99%

“…Esters in scented products present a kind of typical and available VOCs . The presence of these low-boiling-point esters cannot be ignored.…”

Section: Resultsmentioning

confidence: 99%

Multifunctional MgO/HKUST-1 Composite for Capture, Catalysis, and Cyclic Cataluminescence Detection of Esters All-In-One to Rapidly Identify Scented Products

Zhong

Chen

et al. 2021

Anal. Chem.

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“…For this purpose, such libraries containing a series of esters of menthol stereoisomers (menthol, isomenthol, neomenthol and neoisomenthol) with selected short-and mediumchain fatty acids were created and these results will be published elsewhere. 39 The chemical synthesis approach provided data enabling a straightforward identification of two new compounds: isomenthyl formate and neomenthyl 2-methylbutanoate (Fig. 3).…”

Section: Resultsmentioning

confidence: 99%

“…Consequently, the next logical step was the formation of a small synthetic library of conceivable esters of menthol stereoisomers in that an approach that includes isolation and structural characterization of the contributors was not possible because these compounds were present only as minor constituents. For this purpose, such libraries containing a series of esters of menthol stereoisomers (menthol, isomenthol, neomenthol and neoisomenthol) with selected short‐ and medium‐chain fatty acids were created and these results will be published elsewhere 39 . The chemical synthesis approach provided data enabling a straightforward identification of two new compounds: isomenthyl formate and neomenthyl 2‐methylbutanoate (Fig.…”

Section: Resultsmentioning

confidence: 99%

The essential oil of the condiment species Clinopodium thymifolium (Scop.) Kuntze: new natural products and seasonal variation

et al. 2021

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BACKGROUND Clinopodium thymifolium is an aromatic plant species that is widespread in the Mediterranean region. It has been considered as a condiment and is used in cooking. As a promising spice plant, some efforts are being made to introduce this plant as a new crop species and it has been successfully cultivated in northern Italy. RESULTS Essential oils isolated from the aerial parts of a flavoring species C. thymifolium were analyzed by gas chromatography and gas chromatography/mass spectrometry. The results of a detailed analysis of the chemical composition of the oils showed the domination of pulegone, piperitone, piperitenone and isomenthone, as well as a significant alteration of the pulegone/isomenthone ratio with the developmental stage of the plant. Additionally, a comprehensive chemical analysis of the oils in combination with detailed spectral analyses and chemical synthesis of selected compounds has led to the identification of two new natural products: isomenthyl formate and neomenthyl 2‐methylbutanoate. CONCLUSION The observed chemical variability at the intrapopulation level appeared to be a phenological variation. In an evolutionary sense, the alteration of the pulegone/isomenthone ratio suggests their possible role in the ecological adaptation of the species to pollinators. Significant quantitative changes in the chemical composition of the oil at different phenological stages may be relevant in the case of plant material intended for edible purposes. © 2021 Society of Chemical Industry.

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“…articles are external[242][243][244][245][246][247][248]. Of the 24 lists cited, 6 lists are cited by external authors: S0 SUSDAT, S13 EUCOSMETICS, S14 KEMIPFAS, S25 OECDPFAS, S46 NTPFASREV19 and S75 CyanoMetDB.…”

mentioning

confidence: 99%

The NORMAN Suspect List Exchange (NORMAN-SLE): Facilitating European and Worldwide Collaboration on Suspect Screening in High Resolution Mass Spectrometry

Taha

Aalizadeh

Alygizakis

et al. 2022

Preprint

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Background: The NORMAN Association (https://www.norman-network.com/) initiated the NORMAN Suspect List Exchange (NORMAN-SLE; https://www.norman-network.com/nds/SLE/) in 2015, following the NORMAN collaborative trial on non-target screening of environmental water samples by mass spectrometry. Since then, this exchange of information on chemicals that are expected to occur in the environment, along with the accompanying expert knowledge and references, has become a valuable knowledge base for “suspect screening” lists. The NORMAN-SLE now serves as a FAIR (Findable, Accessible, Interoperable, Reusable) chemical information resource worldwide. Results: The NORMAN-SLE contains 99 separate suspect list collections (as of May 2022) from over 70 contributors around the world, totalling over 100,000 unique substances. The substance classes include per-and polyfluoroalkyl substances (PFAS), pharmaceuticals, pesticides, natural toxins, high production volume substances covered under the European REACH regulation (EC: 1272/2008), priority contaminants of emerging concern (CECs) and regulatory lists from NORMAN partners. Several lists focus on transformation products (TPs) and complex features detected in the environment with various levels of provenance and structural information. Each list is available for separate download. The merged, curated collection is also available as the NORMAN Substance Database (NORMAN SusDat). Both the NORMAN-SLE and NORMAN SusDat are integrated within the NORMAN Database System (NDS). The individual NORMAN-SLE lists receive digital object identifiers (DOIs) and traceable versioning via a Zenodo community (https://zenodo.org/communities/norman-sle), with a total of >40,000 unique views, >50,000 unique downloads and 40 citations (May 2022). NORMAN-SLE content is progressively integrated into large open chemical databases such as PubChem (https://pubchem.ncbi.nlm.nih.gov/) and the US EPA’s CompTox Chemicals Dashboard (https://comptox.epa.gov/dashboard/), enabling further access to these lists, along with the additional functionality and calculated properties these resources offer. PubChem has also integrated significant annotation content from the NORMAN-SLE, including a classification browser (https://pubchem.ncbi.nlm.nih.gov/classification/#hid=101). Conclusions: The NORMAN-SLE offers a specialized service for hosting suspect screening lists of relevance for the environmental community in an open, FAIR manner that allows integration with other major chemical resources. These efforts foster the exchange of information between scientists and regulators, supporting the paradigm shift to the “one chemical, one assessment” approach. New submissions are welcome via the contacts provided on the NORMAN-SLE website (https://www.norman-network.com/nds/SLE/).

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A series of esters of diastereomeric menthols: Comprehensive mass spectral libraries and gas chromatographic data

Cited by 8 publications

References 28 publications

Multifunctional MgO/HKUST-1 Composite for Capture, Catalysis, and Cyclic Cataluminescence Detection of Esters All-In-One to Rapidly Identify Scented Products

Multifunctional MgO/HKUST-1 Composite for Capture, Catalysis, and Cyclic Cataluminescence Detection of Esters All-In-One to Rapidly Identify Scented Products

The essential oil of the condiment species Clinopodium thymifolium (Scop.) Kuntze: new natural products and seasonal variation

The NORMAN Suspect List Exchange (NORMAN-SLE): Facilitating European and Worldwide Collaboration on Suspect Screening in High Resolution Mass Spectrometry

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