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2-Methylhexacosane Sale

(Synonyms: 2-Me-C26) 目录号 : GC48617

An insect pheromone

2-Methylhexacosane Chemical Structure

Cas No.:1561-02-0

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500µg
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产品描述

2-Methylhexacosane is a saturated hydrocarbon and an insect pheromone.1,2 It has been found in the cuticle of M. dasystomus females, but not males, where it contributes to the mating behavior of males, as well as in D. melanogaster females where it modulates aggression of males towards females. 2-methylhexacosane has also been found in yellow jacket (V. vulgaris) trail extracts.3

1.Spikes, A.E., Pashen, M.A., Millar, J.G., et al.First contact pheromone identified for a longhorned beetle (Coleoptera: Cerambycidae) in the subfamily PrioninaeJ. Chem. Ecol.36(9)943-954(2010) 2.FernÁndez, d.l.P., Chan, Y.-B., Yew, J.Y., et al.Pheromonal and behavioral cues trigger male-to-female aggression in DrosophilaPLoS Biol.8(11)e1000541(2010) 3.Steinmetz, I., Schmolz, E., and Ruther, J.Cuticular lipids as trail pheromone in a social waspProc. Biol. Sci.270(1513)385-391(2003)

Chemical Properties

Cas No. 1561-02-0 SDF
别名 2-Me-C26
Canonical SMILES CCCCCCCCCCCCCCCCCCCCCCCCC(C)C
分子式 C27H56 分子量 380.7
溶解度 Chloroform: Soluble,Hexane: Soluble 储存条件 -20°C
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
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溶解性数据

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1 mM 2.6267 mL 13.1337 mL 26.2674 mL
5 mM 0.5253 mL 2.6267 mL 5.2535 mL
10 mM 0.2627 mL 1.3134 mL 2.6267 mL
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Research Update

Chemical characterization, antidiabetic and anticancer activities of Santolina chamaecyparissus

Saudi J Biol Sci 2021 Aug;28(8):4575-4580.PMID:34354443DOI:10.1016/j.sjbs.2021.04.060.

Santolina chamaecyparissus is an important medicinal plant growing in the Mediterranean region and has been reported as a potent anti-inflammatory, antibacterial, antioxidant, and antifungal agent. The purpose of the current research is to identify the chemical constituents in ethyl acetate extract (EAE) from the leaves of S. chamaecyparissus, and to evaluate antidiabetic, and anticancer activity. Chemical constituents of EAE were identified by GC-MS, and the antidiabetic activity was evaluated by α-glucosidase inhibition assay. The anticancer activity was assessed by Epidermal Growth Factor Receptor (EGFR) expression in human breast cancer cell line (MCF7) by using quantitative RT-PCR method. GC-MS analysis of EAE of S. chamaecyparissus yielded 44 compounds. Tetrapentacontane (27.15%), eicosyl acetate (8.40%), 2-Methylhexacosane (6.87%), and n-pentadecanol (5.44%) were found as major chemical constituents. The EAE of S. chamaecyparissus showed concentration dependant inhibition of α-glucosidase enzyme and the IC50 value (IC50 110 ± 4.25 µg/mL) was found comparable with standard acarbose (IC50 105 ± 3.74 µg/mL). The real-time qRT-PCR results showed that the EGFR protein (bcl-2) in human breast cancer cell line (MCF7) was negatively expressed with a value of -0.69297105 after treatment with EAE (100 µg/mL). The study results are suggesting the possible use of S. chamaecyparissus in the management of diabetes, and human breast cancer.

Variation in the cuticular hydrocarbons of the Mexican fruit fly Anastrepha ludens males between strains and age classes

Arch Insect Biochem Physiol 2018 Dec;99(4):e21513.PMID:30387887DOI:10.1002/arch.21513.

In this study cuticular hydrocarbons (CHCs) were characterized from wings of individual unmated males of different Anastrepha ludens (Loew) mass-reared strains of different ages (3 and 19-day-old): (a) a standard mass-reared colony (control), (b) a genetic sexing strain, (c) a selected strain, (d) a hybrid strain, and (e) wild males. We found that the hydrocarbon profiles in all males included two n-alkanes, five monomethyl alkanes, and two alkenes. CHCs ranged from C26 to C31 . The most prominent peaks were 2-methyloctacosane (2-Me-C28), n-nonacosene (C29:1), 2-methyltriacontane (2-Me-C30), and n-hentriacontene (C31:1). Significant variations in the CHC amounts of the mass-reared strains were observed from Day 9 and thereafter. Comparison of CHCs using multivariate and canonical analyses across ages and among mass-reared strains and wild males revealed qualitative and quantitative differences. The relative amounts of C29:1 and 2-Me-C30 were significantly higher across age groups in the mass-reared strains than those in the wild males. In contrast, amounts of n-nonacosane (C29) significantly increased in wild males as they aged. Through statistical analyses, we inferred that CHC amounts vary with age. Wild males differed significantly from the mass-reared strains in the amount of C29, and the genetic sexing strain Tap-7 had significantly higher values for 2-Methylhexacosane (2-Me-C26). In contrast the selected and control strain differed from the other strains in amounts of C29:1 and 2-Me-C30. We suggest that differential profiles in hydrocarbon composition among the strains may be mainly due to environmental pressures.

Comparative Analysis of Volatile Compounds of Gamma-Irradiated Mutants of Rose ( Rosa hybrida)

Plants (Basel) 2020 Sep 17;9(9):1221.PMID:32957603DOI:10.3390/plants9091221.

Roses are one of the most important floricultural crops, and their essential oils have long been used for cosmetics and aromatherapy. We investigated the volatile compound compositions of 12 flower-color mutant variants and their original cultivars. Twelve rose mutant genotypes were developed by treatment with 70 Gy of 60Co gamma irradiation of six commercial rose cultivars. Essential oils from the flowers of the 18 genotypes were analyzed by gas chromatography-mass spectrometry. Seventy-seven volatile compounds were detected, which were categorized into six classes: Aliphatic hydrocarbons, aliphatic alcohols, aliphatic ester, aromatic compounds, terpene alcohols, and others. Aliphatic (hydrocarbons, alcohols, and esters) compounds were abundant categories in all rose flowers. The CR-S2 mutant had the highest terpene alcohols and oil content. Three (CR-S1, CR-S3, and CR-S4) mutant genotypes showed higher ester contents than their original cultivar. Nonacosane, 2-Methylhexacosane, and 2-methyltricosane were major volatile compounds among all genotypes. Hierarchical cluster analysis (HCA) of the rose genotypes gave four groups according to grouping among the 77 volatile compounds. In addition, the principal component analysis (PCA) model was successfully applied to distinguish most attractive rose lines. These findings will be useful for the selection of rose genotypes with improved volatile compounds.

First contact pheromone identified for a longhorned beetle (Coleoptera: Cerambycidae) in the subfamily Prioninae

J Chem Ecol 2010 Sep;36(9):943-54.PMID:20697784DOI:10.1007/s10886-010-9837-8.

Little is known of the reproductive behavior of longhorned beetles (Coleoptera: Cerambycidae) in the subfamily Prioninae. Mallodon dasystomus (Say), the hardwood stump borer, is a widely distributed prionine that is native to the southern U.S. Here, we explored the chemically-mediated mating behavior of M. dasystomus, and tested the hypothesis that males recognize females by a contact pheromone. In mating bioassays, all males tested attempted to mate with females only after contacting females with their antennae. Moreover, all males attempted to mate with solvent-washed dead females treated with as little as 0.15 ± 0.03 female equivalents of conspecific cuticular extracts, confirming that compounds on the cuticle of females are essential for mate recognition. Cuticular hydrocarbon profiles of females contained 13 compounds that were not present in profiles of males. Among the female-specific compounds, two co-dominant methyl-branched alkanes, 2-Methylhexacosane (2Me-C(26)) and 2-methyloctacosane (2Me-C(28)), accounted for 17% of the total hydrocarbons. Our strategy for identifying the contact pheromone was to synthesize and test the bioactivity of female specific compounds, starting with the most abundant. In bioassays, males displayed mating behavior in response to synthetic 2Me-C(26) and 2Me-C(28) when tested individually. Furthermore, when these compounds were tested in combination, they elicited the full progression of mating behaviors, suggesting that 2Me-C(26) and 2Me-C(28) make up the contact pheromone. These findings are further evidence of the critical role of contact pheromones in mating systems of longhorned beetles.