SKU: D041  / 
    CAS Number: 110415-68-4

    Delta-2-Avermectin B1a

    RM1,838.25 - RM6,419.63

    Delta-2-Avermectin B1a is a natural,  irreversible base degradation product produced by selective hydrolysis of the terminal saccharide Avermectin under acidic conditions in animals and in the environment.  Delta-2-Avermectin B1a is formed by rearrangement of the naturally-occurring delta-3-group to the 2-position. Although less active than the parent, Delta-2-Avermectin B1a is nonetheless active at 1 ppm.  Avermectins are a family of natural macrocyclic lactones produced by the soil actinomycete Streptomyces avermitilis. There are eight different Avermectin natural product compounds: A1a, A1b, A2a, A2b, B1a, B1b, B2a, and B2b based upon the structure of the individual compounds.  The B1 fraction has the most effective antiparasitic activity.

    Delta-2-Avermectin B1a is soluble in ethanol, methanol, DMF and DMSO.  

    Mechanism of Action Avermectins can modulate gamma-aminobutyric acid (GABA) chloride channels in vertebrate neurons.  
    Insect Biology Applications Electrophysiological findings by injection of E. elegans mRNA into Xenopus laevis oocytes indicated that Avermectins act on glutamate-gated chloride channels in nematodes.
    References

    Blizzard T, Fisher MH, Mrozik H, Shih TL (1990) Avermectins and Milbemycins. In: Lukacs G, Ohno M. (eds) Recent progress in the chemical synthesis of antibiotics. Springer, Berlin, Heidelberg

    Chabala JC et al (1980)  Ivermectin, a new broad-spectrum antiparasitic agent. J. Med. Chem. 23:1134

    Chen TS and Inamine ES (1989)  Studies on the biosynthesis of Avermectins. Arch Biochem Biophys. 270(2):521-5  PMID 2705778

    Egerton JR et al (year)  Avermectins, new family of potent anthelmintic agents: Efficacy of the B1a component. Antimicrob. Agents Chemother. 15(3):372-378  PMID 464563

    Ikeda H and Omura S (1997)  Avermectin biosynthesis. Chem. Rev. 97(7):2591-2610

    Mrozik H et al (1982)  Avermectin aglycones. 47:489

    Pivnichny JV, Arison BY, Preiser FA, Shim JSK and Mrozik H (1988)  Base-catalyzed isomerization of avermectins. J. Agric. Food Chem 36(4):826-828

    Pivnichny JV, Shim JK and Zimmerman LA (1983)  Direct determination of avermectins in plasma at nanogram levels by high-performance liquid chromatography. J. Pharm. Sci. 72(12):1447-1450  PMID 464563