A cyanotoxin and an inhibitor of PP2A
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Microcystin-LR

Item No. 10007188

Technical Information
Formal Name
cyclo[2,3-didehydro-N-methylalanyl-D-alanyl-L-leucyl-(3S)-3-methyl-D-β-aspartyl-L-arginyl-(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoyl-D-γ-glutamyl]
CAS Number
101043-37-2
Synonyms
  • Cyanoginosin-LR
  • Toxin T 17 (M. aeruginosa)
  • MC-LR
Molecular Formula
C49H74N10O12
Formula Weight
Purity
≥95%
Formulation
A solid
DMSO: 10 mg/mlEthanol: 10 mg/mlMethanol: 10 mg/mlWater: Soluble
SMILES
C[C@@H](/C=C(/C=C/[C@@H](NC([C@H](CCCNC(N)=N)NC([C@@H](C)[C@H](C(O)=O)NC1=O)=O)=O)[C@H](C)C(N[C@@H](C(O)=O)CCC(N(C(C(N[C@H](C)C(N[C@H]1CC(C)C)=O)=O)=C)C)=O)=O)C)[C@@H](OC)CC2=CC=CC=C2
InChi Code
InChI=1S/C49H74N10O12/c1-26(2)23-37-46(66)58-40(48(69)70)30(6)42(62)55-35(17-14-22-52-49(50)51)45(65)54-34(19-18-27(3)24-28(4)38(71-10)25-33-15-12-11-13-16-33)29(5)41(61)56-36(47(67)68)20-21-39(60)59(9)32(8)44(64)53-31(7)43(63)57-37/h11-13,15-16,18-1
InChi Key
ZYZCGGRZINLQBL-DABAWSACSA-N
Origin
Bacterium/Microcystis aeruginosa
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Microcystin-LR is a cyanotoxin and an inhibitor of protein phosphatase 2A (PP2A; Ki = 9 pM).1 It selectively inhibits PP2A over PP1C and PP1γ (Kis = 180 and 240 pM, respectively). Intratracheal administration of microcystin-LR (100 µg/kg) induces hepatic bleeding in mice. Microcystin-LR has been found in freshwater with cyanobacterial blooms.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ito, E., Takai, A., Kondo, F., et alComparison of protein phosphatase inhibitory activity and apparent toxicity of microcystins and related compounds. Toxicon 40(7), 1017-1025 (2002).

    2. Romera-García, E., Helmus, R., Ballesteros-Gómez, A., et alMulti-class determination of intracellular and extracellular cyanotoxins in freshwater samples by ultra-high performance liquid chromatography coupled to high resolution mass spectrometry. Chemosphere 274, 129770 (2021).