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Microcystin-LA

Inhibitor of PP2A and calcineurin
 
ALX-350-096-C025 25 µg 173.00 USD
 
ALX-350-096-C100 100 µg 267.00 USD
Do you need bulk/larger quantities?
 
Analog of microcystin-LR (Prod. No. ALX-350-012) with Ala substituted in place of Arg. Inhibits protein phosphatase 2A (PP2A) and protein phosphatase 3 (PP3) more potently than protein phosphatase 1 (PP1). Ozonation of toxic water samples does lead to a complete loss of the microcystins and their toxicity.

Product Specification

Formula:C46H67N7O12
 
MW:910.0
 
Source:Isolated from Microcystis aeruginosa.
 
CAS:96180-79-9
 
RTECS:GT2805000
 
Purity:≥95% (HPLC)
 
Identity:Identity determined by MS.
 
Appearance:Whitish film adhered to inside of the vial.
 
Solubility:Soluble in 100% ethanol or methanol.
 
Shipping:Ambient
 
Long Term Storage:-20°C
 
Use/Stability:Stock solutions are stable for up to 6 months when stored at -20°C. Unstable at pH>7.7.
 
Handling:For maximum product recovery after thawing, centrifuge the vial before opening the cap.
 
Scientific Background:Microcystins are a group of cyclic heptapeptide hepatotoxins produced by a number of cyanobacterial genera. The most notable of which, and namesake, is the widespread genus Microcystis. Structurally, all microcystins consist of the generalized structure cyclo(-D-Ala1-X2-D-MeAsp3-Y4-Adda5-D-Glu6-Mdha7-). X and Y are variable L-amino acids, D-MeAsp is D-erythro-ß-methylaspartic acid and Mdha is N-methyldehydroalanine. Adda is the cyanobacteria unique C20 ß-amino acid 3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid. Substitutions of the variable L-amino acids at positions 2 and 4 give rise to at least 21 known primary microcystin analogs and alterations in the other constituent amino acids result in more than 90 reported mycrocystins to date.
 
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Product Literature References

Simple, high efficiency detection of microcystins and nodularin-R in water by fluorescence polarization immunoassay: H. Zhang, et al.; Anal. Chim. Acta 992, 119 (2017), Abstract;
Effect of chlorination on the protein phosphatase inhibition activity for several microcystins: H. Mash, et al.; Water Res. 95, 230 (2016), Abstract;
Hepatotoxic Microcystin Removal Using Pumice Embedded Monolithic Composite Cryogel as an Alternative Water Treatment Method: F. Gurbuz, et al.; Water Res. 90, 337 (2016), Application(s): Injection, Abstract;
Acyloxymethyl esterification of nodularin-R and microcystin-LA produces inactive protoxins that become reactivated and produce apoptosis inside intact cells: L. Herfindal, et al.; J. Med. Chem. 52, 5758 (2009), Abstract;
Decrease in toxicity of microcystins LA and LR in drinking water by ozonation: S. Brooke, et al.; Toxicon 48, 1054 (2006), Abstract;
Treatment options for microcystin toxins: similarities and differences between variants: G. Newcombe, et al.; Environ. Technol. 24, 299 (2003), Abstract;
The design, synthesis, and biological evaluation of analogues of the serine-threonine protein phosphatase 1 and 2A selective inhibitor microcystin LA: rational modifications imparting PP1 selectivity: J.B. Aggen, et al.; Bioorg. Med. Chem. 7, 543 (1999), Abstract;
Microcystin composition of an axenic clonal strain of Microcystis viridis and Microcystis viridis - containing waterblooms in Japanese freshwaters: K. Kaya & M.M. Watanabe; J. Appl. Phycol. 2007, 173 (1990),
The structure of cyanoginosin-LA, a cyclic heptapeptide toxin from the cyanobacterium Microcystis aeruginosa: D.P. Botes et al.; J. Chem. Soc. 1, 2311 (1984),

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