Flexilin
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| Category | Mycotoxins |
| Catalog number | BBF-05540 |
| CAS | 69625-33-8 |
| Molecular Weight | 320.42 |
| Molecular Formula | C19H28O4 |
| Purity | ≥95% |
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Description
It is an ichthyotoxin produced by the strain of Caulerpa flexilis.
Specification
| Synonyms | Acetic acid (1E,5E)-2-((E)-2-acetoxy-vinyl)-6,10-dimethyl-undeca-1,5,9-trienyl ester; (1E,3E)-2-((E)-4,8-dimethylnona-3,7-dien-1-yl)buta-1,3-diene-1,4-diyl diacetate; Waixenicin-B; 1,3-Butadiene-1,4-diol, 2-(4,8-dimethyl-3,7-nonadienyl)-, diacetate, (E,E,E)- |
| Storage | Store at RT |
| IUPAC Name | [(1E,3E,6E)-3-(acetyloxymethylidene)-7,11-dimethyldodeca-1,6,10-trienyl] acetate |
| Canonical SMILES | CC(=CCCC(=CCCC(=COC(=O)C)C=COC(=O)C)C)C |
| InChI | InChI=1S/C19H28O4/c1-15(2)8-6-9-16(3)10-7-11-19(14-23-18(5)21)12-13-22-17(4)20/h8,10,12-14H,6-7,9,11H2,1-5H3/b13-12+,16-10+,19-14+ |
| InChI Key | LGLHHRCOQKUINX-AUHCMFQASA-N |
Properties
| Boiling Point | 425.4±45.0°C at 760 mmHg |
| Density | 1.0±0.1 g/cm3 |
| Solubility | Soluble in Chloroform, Methanol; Insoluble in Water |
Reference Reading
1. Comparative Association Mapping Reveals Conservation of Major Gene Resistance to White Pine Blister Rust in Southwestern White Pine ( Pinus strobiformis) and Limber Pine ( P. flexilis)
Jun-Jun Liu, Anna W Schoettle, Richard A Sniezko, Kristen M Waring, Holly Williams, Arezoo Zamany, Jeremy S Johnson, Angelia Kegley Phytopathology. 2022 May;112(5):1093-1102. doi: 10.1094/PHYTO-09-21-0382-R. Epub 2022 Apr 2.
All native North American white pines are highly susceptible to white pine blister rust (WPBR) caused by Cronartium ribicola. Understanding genomic diversity and molecular mechanisms underlying genetic resistance to WPBR remains one of the great challenges in improvement of white pines. To compare major gene resistance (MGR) present in two species, southwestern white pine (Pinus strobiformis) Cr3 and limber pine (P. flexilis) Cr4, we performed association analyses of Cr3-controlled resistant traits using single nucleotide polymorphism (SNP) assays designed with Cr4-linked polymorphic genes. We found that ~70% of P. flexilis SNPs were transferable to P. strobiformis. Furthermore, several Cr4-linked SNPs were significantly associated with the Cr3-controlled traits in P. strobiformis families. The most significantly associated SNP (M326511_1126R) almost colocalized with Cr4 on the Pinus consensus linkage group 8, suggesting that Cr3 and Cr4 might be the same R locus, or have localizations very close to each other in the syntenic region of the P. strobiformis and P. flexilis genomes. M326511_1126R was identified as a nonsynonymous SNP, causing amino acid change (Val376Ile) in a putative pectin acetylesterase, with coding sequences identical between the two species. Moreover, top Cr3-associated SNPs were further developed as TaqMan genotyping assays, suggesting their usefulness as marker-assisted selection (MAS) tools to distinguish genotypes between quantitative resistance and MGR. This work demonstrates the successful transferability of SNP markers between two closely related white pine species in the hybrid zone, and the possibility for deployment of MAS tools to facilitate long-term WPBR management in P. strobiformis breeding and conservation.
2. Essential Oil Compositions of Pinus Species ( P. contorta Subsp. contorta, P. ponderosa var. ponderosa, and P. flexilis); Enantiomeric Distribution of Terpenoids in Pinus Species
Elizabeth Ankney, Kathy Swor, Prabodh Satyal, William N Setzer Molecules. 2022 Sep 2;27(17):5658. doi: 10.3390/molecules27175658.
Pinus species are important in traditional medicine throughout their ranges, and pine essential oils are of interest in aromatherapy and as topical treatments. In this work, the leaf (needle) essential oils of Pinus ponderosa var. ponderosa and Pinus contorta subsp. contorta from Oregon and Pinus flexilis growing in Idaho, have been obtained by hydrodistillation and analyzed by gas chromatographic techniques. The leaf essential oil of P. ponderosa was dominated by β-pinene (21.5-55.3%), methyl chavicol (8.5-41.5%), α-pinene (3.6-9.6%), δ-3-carene (3.6-6.2%), and α-terpineol (1.4-5.3%). The major components of P. contorta essential oil were β-phellandrene (23.8%), terpinen-4-ol (11.0%). The essential oil of P. flexilis was dominated by α-pinene (37.1%), β-pinene (21.9%), bornyl acetate (12.8%), and camphene (8.5%). Chiral gas chromatography revealed the enantiomeric ratios of α-pinene and limonene to be variable, but (-)-β-pinene predominated in Pinus essential oils.
3. Development of PCR-based markers for the identification and detection of Lophodermella needle cast pathogens on Pinus contorta var. latifolia and P. flexilis
Jessa P Ata, Kelly S Burns, Suzanne B Marchetti, James J Worrall, Stephen J Mondo, Jane E Stewart J Microbiol Methods. 2022 Sep;200:106546. doi: 10.1016/j.mimet.2022.106546. Epub 2022 Aug 2.
Morphological similarities and fastidious development of increasingly emerging fungal needle pathogens impede accurate disease diagnosis and early detection. This study analyzed the specificity and sensitivity of polymerase chain reaction (PCR)-based markers developed for emerging needle cast pathogens Lophodermella concolor and L. montivaga co-occurring on Pinus contorta var. latifolia, and Bifusella linearis and L. arcuata on P. flexilis. To design primers, we utilized sequences of the internal transcribed spacer (ITS) region and single-copy gene (RH_2175) of the TCP-1/cpn60 chaperonin family searched through genomes of related species. In addition to the DNA of target and non-target fungal species that were used for primer assays, environmental samples with next generation sequencing data were used to evaluate primer sensitivity. Direct amplification using ITS primer pairs generated 248-260 bp amplicons and successfully differentiated the needle pathogens used in this study. Nested amplification of single-copy gene RH_2175 primer pairs which produced 409-527 bp amplicons detected Rhytismataceae species and discriminated both Lophodermella pathogens on P. contorta var. latifolia, respectively. While ITS-based primers had higher sensitivity than the 2175-based primers, both primer sets for L. concolor and L. montivaga detected their respective pathogens in asymptomatic and symptomatic needles. These molecular tools can help monitor and assess needle diseases for forest management and phytosanitary regimes.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
