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α-Caryophyllene

$144

  • Brand : BIOFRON

  • Catalogue Number : BD-D1246

  • Specification : 93%(HPLC)

  • CAS number : 6753-98-6

  • Formula : C15H24

  • Molecular Weight : 204.4

  • Volume : 0.1ML

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Catalogue Number

BD-D1246

Analysis Method

HPLC,NMR,MS

Specification

93%(HPLC)

Storage

-20℃

Molecular Weight

204.4

Appearance

liquid

Botanical Source

Structure Type

Sesquiterpenoids

Category

SMILES

CC1=CCC(C=CCC(=CCC1)C)(C)C

Synonyms

IUPAC Name

Applications

Density

0.889 g/mL at 20 °C(lit.)

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

90°C

Boiling Point

166-168 °C(lit.)

Melting Point

InChl

InChI=1S/C15H24/c1-13-7-5-8-14(2)10-12-15(3,4)11-6-9-13/h6-7,10-11H,5,8-9,12H2,1-4H3/b11-6+,13-7+,14-10+

InChl Key

FAMPSKZZVDUYOS-HRGUGZIWSA-N

WGK Germany

RID/ADR

HS Code Reference

2902190000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:6753-98-6) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

32073898

Abstract

The rapid increase in antibiotic resistance has prompted the discovery of drugs that reduce antibiotic resistance or new drugs that are an alternative to antibiotics. Plant extracts have health benefits and may also exhibit antibacterial and antibiofilm activities against pathogens. This study determined the antibacterial and antibiofilm effects of α-humulene extracted from plants against enterotoxigenic Bacteroides fragilis, which causes inflammatory bowel disease. The minimum inhibitory concentration and biofilm inhibitory concentration of α-humulene for B. fragilis were 2 μg/mL, and the biofilm eradication concentration was in the range of 8-32 μg/mL. The XTT reduction assay confirmed that the cellular metabolic activity in biofilm rarely occurred at the concentration of 8-16 μg/mL. In addition, biofilm inhibition by α-humulene was also detected via confocal laser scanning microcopy. Quantitative real-time polymerase chain reaction (qPCR) was also used to investigate the effect of α-humulene on the expression of resistance-nodulation-cell division type multidrug efflux pump genes (bmeB1 and bmeB3). According to the results of qPCR, α-humulene significantly reduced the expression of bmeB1 and bmeB3 genes. This study demonstrates the potential therapeutic application of α-humulene for inhibiting the growth of B. fragilis cells and biofilms, and it expands the knowledge about biofilm medicine.

KEYWORDS

Bacteroides fragilis; antibacterial; antibacterien; antibiofilm; efflux pump genes; genes de pompes d’efflux; α-humulene; α-humulene.

Title

Antibacterial and antibiofilm effects of α-humulene against Bacteroides fragilis

Author

Hye-In Jang 1, Ki-Jong Rhee 2, Yong-Bin Eom 1

Publish date

2020 Jun

PMID

31944688

Abstract

Metabolic engineering of Saccharomyces cerevisiae focusing on the cytoplasm for sustainable terpenoid production is commonly practiced. However, engineering organelles for terpenoid production is rarely reported. Herein, peroxisomes, together with the cytoplasm, were engineered to boost sesquiterpene α-humulene synthesis in S. cerevisiae. The farnesyl diphosphate synthetic pathway and α-humulene synthase were successfully expressed inside yeast peroxisomes to enable high-level α-humulene production with glucose as the sole carbon source. With the combination of peroxisomal and cytoplasmic engineering, α-humulene production was increased by 2.5-fold compared to that in cytoplasm-engineered recombinant strains. Finally, the α-humulene titer of 1726.78 mg/L was achieved by fed-batch fermentation in a 5 L bioreactor. The strategy presented here offers an efficient method for terpenoid production in S. cerevisiae.

KEYWORDS

Saccharomyces cerevisiae; metabolic engineering; peroxisomes; synthetic biology; α-humulene.

Title

Harnessing Yeast Peroxisomes and Cytosol Acetyl-CoA for Sesquiterpene α-Humulene Production

Author

Chuanbo Zhang 1, Man Li 1, Guang-Rong Zhao 1 2 3, Wenyu Lu 1 2 3

Publish date

2020 Feb 5

PMID

31707089

Abstract

Compounds having insecticidal activity can be used to control Aedes aegypti mosquitoes, a major worldwide vector, and several plants have a source of such molecules. A principal component analysis (PCA) was carried out to determine the criterion to select larvicidal metabolites. The insecticidal activity of seven selected metabolites by PCA was validated by determining its lethal concentrations 50 (LC50) by probit analysis. Six of the seven evaluated molecules presented LC50 values <100 ppm. The effects of these six molecules on acetylcholinesterase and the respiratory chain complexes of the mitochondria of Ae. aegypti were evaluated. Four metabolites presenting the highest inhibition effects on these targets were mixed in 11 different combinations, and the percentage of mortality of each mixture on Ae. aegypti larvae were determined. Secondary metabolites such as geranyl acetate, α-humulene, β-caryophyllene, geraniol, nerol, and n-octanol presented LC50 values under 100 ppm (44, 41, 48, 84, 87, and 98 ppm, respectively), whereas 1,8-cineole presented a LC50 value of 183 ppm. We found that, geranyl acetate, α-humulene, β-caryophyllene, nerol, n-octanol, and geraniol inhibited at least one of the six targets with an efficiency between 25 and 41%. Overall, the evaluation of the different mixtures revealed a synergistic effect between geranyl acetate and geraniol, and an antagonistic effect between α-humulene and β-caryophyllene compounds.

KEYWORDS

Mixture molecules; Mosquito control; Rational analysis; Secondary metabolites.

Title

Model to design insecticides against Aedes aegypti using in silico and in vivo analysis of different pharmacological targets

Author

Mayra A Borrero-Landazabal 1, Jonny E Duque 2, Stelia C Mendez-Sanchez 3

Publish date

2020 Mar