Trans β caryophyllene

Manufactured by Merck Group

Sourced in United States

Trans-β-caryophyllene is a naturally occurring bicyclic sesquiterpene. It is a colorless liquid with a woody, spicy aroma. The compound is a common constituent of essential oils derived from various plants.

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Lab products found in correlation

Close spelling variants of this product

β-caryophyllene (94 citations) Caryophyllene (18 citations) (−)-trans-caryophyllene (9 citations)

5 protocols using trans β caryophyllene

Ozone-Induced Caryophyllene Criegee Intermediate Trapping

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trans-(−)-β-Caryophyllene
(≥99%, Sigma-Aldrich) was reacted with ozone produced by a
UV lamp (3SC-9 185/254 nm UV Appleton Woods). The spin-trap N-tert-butyl-α-phenylnitrone (PBN)
(≥98%, GC grade, Sigma-Aldrich) was used to react with and
stabilize CIs in the particle phase analysis. A more volatile spin-trap
DMPO (≥97%, GC grade, Sigma-Aldrich) was used to react with
and stabilize CIs in the gas phase. Acetonitrile (≥99.9% Optima
LC/MS grade, Fisher Chemical) was used as a solvent to facilitate
CI capture in the particle-phase experiments using an impinger.

Campbell S.J., Wolfer K., Gallimore P.J., Giorio C., Häussinger D., Boillat M.A, & Kalberer M. (2022). Characterization and Quantification of Particle-Bound Criegee Intermediates in Secondary Organic Aerosol. Environmental Science & Technology, 56(18), 12945-12954.

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Analytical Standards for Volatile Compounds

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cis-Hex-3-enal solution (>50%), the mixture of isomers cis-, and trans-β-ocimene (>90%), cis-hex-3-enyl acetate (>98%), isobutyraldoxime (>80%), cis-hex-3-en-1-ol (>98%), oct-1-en-3-ol (>98%), linalool (>95%), trans-β-caryophyllene (>98%), α-humulene (>96%), trans-nerolidol (>90%), indole (>99%), and methyl undecanoate (>99%) were obtained from Sigma-Aldrich (St. Louis, MO, USA or Steinheim, Germany). Methanol and dichloromethane were HPLC-grade from Merck (Darmstadt, Germany). The Porapak™-Q 80/100 mesh adsorbent was from Supelco (Bellefonte, PA, USA). The C₆-C₂₅ n-alkanes mixture was purchased from AccuStandard, Inc. (New Haven, CT, USA). Helium (99.995%) for GC analysis was acquired from Messer (Bucaramanga, Colombia).

Prada F., Stashenko E.E, & Martínez J.R. (2021). Volatiles Emission by Crotalaria nitens after Insect Attack. Molecules, 26(22), 6941.

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Phytochemical Standard Acquisition and Preparation

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Pure chemical standards of selected plant secondary metabolites were acquired from commercial sources. trans-anethole (99%), benzaldehyde (≥99.5%), caffeic acid (98%), caffeine (pure), δ-3-carene (90%), carvacrol (98%), trans-β-caryophyllene (≥98.5%), catechin (98%), citral (95%), citronellal (96%), p-coumaric acid (98%), p-cymene (99%), 1-decanol (≥98%), 1-dodecanol (≥98%), 1-tridecanol (97%), 1-undecanol (99%), eugenol (99%), geraniol (98%), isopulegol (99%), limonene (97%), linalool (98%), methyl salicylate (≥99%), menthol (99%), 2-octyl-1-decanol (97%), piperitone (analytical standard), α-pinene (≥99%), β-pinene (analytical standard), 3-octanol (analytical standard), pulegone (96%), quercetin (≥95%), sabinene (75%), α-terpineol (≥96%), terpinen-4-ol (≥95%), γ-terpinene (97%), thymol (99%), and 2-undecanone (99%) were acquired from Sigma-Aldrich (Lisboa, Portugal); ferulic acid (for research only), gallic acid (for research only), and gentisic acid (for research only) were acquired from Extrasynthèse (Genay, France). All compounds were diluted in acetone (99.8%, Carl Roth GmbH + Co. KG.Portugal) to an initial concentration of 200 mg/mL. Phytochemical stock solutions were stored at −20 °C until used. The commercially available nematicide oxamyl (AFROMYL^®, Epagro) was also tested at 2 mg/mL in water.

Barbosa P., Faria J.M., Cavaco T., Figueiredo A.C., Mota M, & Vicente C.S. (2024). Nematicidal Activity of Phytochemicals against the Root-Lesion Nematode Pratylenchus penetrans. Plants, 13(5), 726.

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Antifungal Potential of Essential Oils and Terpenes

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The antifungal activity of eleven EOs and eight commercial terpenes was evaluated in vitro. EOs were distilled from five plants of different L. origanoides chemotypes (Codes 2206, 0008, 0010, 0018, and 0019), the L. alba citral chemotype (Code 0046), L. micromera (Code 0020), V. curassavica (Code 0042), P. marginatum (Code 0024), A. cf. popayanensis (Code 0034), and P. cablin (Code 0049). The terpenes tested were limonene (97%), carvacrol (98%), thymol (98.5%), p-cymene (99%), perillyl alcohol (96%), carveol, mixture cis and trans (≥95%), verbenone (≥99%), and trans-β-caryophyllene (98.5%) (Sigma-Aldrich, St. Louis, MO, USA). A stock solution of each sample was prepared in dimethyl sulfoxide (DMSO; Sigma-Aldrich, St. Louis, MO, USA).

Zapata-Zapata C., Loaiza-Oliva M., Martínez-Pabón M.C., Stashenko E.E, & Mesa-Arango A.C. (2022). In Vitro Activity of Essential Oils Distilled from Colombian Plants against Candida auris and Other Candida Species with Different Antifungal Susceptibility Profiles. Molecules, 27(20), 6837.

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Characterization of Natural and Synthetic PDMs

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Caffeine, citronellal, limonene, bromonaphthalene, carvacrol, eugenol, α-phellandrene, trans-β-caryophyllene, carbopol 940, sodium benzoate, and triethanolamine were purchased from Sigma-Aldrich (Milwaukee, WI, USA). All the reagents were of analytical grade. The code, structure, molecular weight (MW), and LogP of the PDMs are shown in Table 4.

Carreño H., Stashenko E.E, & Escobar P. (2023). Essential Oils Distilled from Colombian Aromatic Plants and Their Constituents as Penetration Enhancers for Transdermal Drug Delivery. Molecules, 28(6), 2872.

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