A cyanotoxin and an inhibitor of PP1C and PP2A
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Microcystin-LA

Item No. 10007187

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
cyclo[2,3-didehydro-N-methylalanyl-D-alanyl-L-leucyl-(3S)-3-methyl-D-β-aspartyl-L-alanyl-(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoyl-D-γ-glutamyl]
CAS Number
96180-79-9
Synonyms
  • Cyanoginosin-LA
  • MC-LA
  • Toxin BE4 (M. aeruginosa)
Molecular Formula
C46H67N7O12
Formula Weight
910.1
Purity
≥95%
Formulation
A clear film
Solubility(Learn about Variance in Solubility)
Ethanol: SolubleMethanol: Soluble
SMILES
CC(/C=C/[C@@H]([C@H](C)C(N[C@@H](C(O)=O)CCC(N(C)C(C(N[C@@H]1C)=O)=C)=O)=O)NC([C@H](C)NC([C@@]([H])(C)[C@H](C(O)=O)NC([C@]([H])(CC(C)C)NC1=O)=O)=O)=O)=C\[C@@H]([C@H](CC2=CC=CC=C2)OC)C
InChi Code
InChI=1S/C46H67N7O12/c1-24(2)21-35-44(60)52-38(46(63)64)28(6)40(56)47-29(7)41(57)49-33(18-17-25(3)22-26(4)36(65-11)23-32-15-13-12-14-16-32)27(5)39(55)50-34(45(61)62)19-20-37(54)53(10)31(9)43(59)48-30(8)42(58)51-35/h12-18,22,24,26-30,33-36,38H,9,19-21
InChi Key
DIAQQISRBBDJIM-DRSCAGMXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Microcystin-LA is a cyanotoxin and an inhibitor of protein phosphatase 1C (PP1C) and PP2A (IC50 = 0.3 nM for both).1 In vivo, microcystin-LA (7 mg/kg) induces moribundity and increases liver-to-body weight ratios and serum levels of alanine transaminase (ALT), aspartate aminotransferase (AST), and glutamate dehydrogenase (GDH), markers of hepatotoxicity, in mice.2 Microcystin-LA has been found in freshwater with cyanobacterial blooms.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Aggen, J.B., Humphrey, J.M., Gauss, C.M., et al. 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. Bioorg. Med. Chem. 7(3), 543-564 (1999).

    2. Chernoff, N., Hill, D., Lang, J., et al. Dose-response study of microcystin congeners MCLA, MCLR, MCLY, MCRR, and MCYR administered orally to mice. Toxins (Basel) 13(2), 86 (2021).

    3. Skafi, M., Vo Duy, S., Munoz, G., et al. Occurrence of microcystins, anabaenopeptins and other cyanotoxins in fish from a freshwater wildlife reserve impacted by harmful cyanobacterial blooms. Toxicon 194, 44-52 (2021).