Analog of microcystin-LR (Prod. No. ALX-350-012) with Phe substituted in place of Arg. Hydrophobic and believed to be more cell permeable than other microcystins. More toxic than the more hydrophilic analogs such as microcystin-LR and microcystin-LY.
Product Specification
| Identity: | Identity determined by MS. |
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| Formula: | C52H71N7O12 |
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| MW: | 986.2 |
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| Purity: | ≥95% (HPLC) |
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| Appearance: | Whitish film adhered to inside of the vial. |
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| CAS: | 154037-70-4 |
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| Source/Host: | Isolated from Microcystis aeruginosa. |
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| Solubility: | Soluble in methanol. |
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| Long Term Storage: | -20°C |
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| Use/Stability: | Stable in solution for at least 4 weeks when stored at -20 °C. |
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| Hazard: | HIGHLY IRRITANT. MAY BE CARCINOGENIC. VERY TOXIC. |
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| Handling: | For maximum product recovery after thawing, centrifuge the vial before opening the cap. |
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| Background / Technical Information: | 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
Investigation of microcystin congener-dependent uptake into primary murine neurons: D. Feurstein, et al.; Environ. Health Perspect.
118, 1370 (2010),
Abstract;
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The role of organic anion transporting polypeptides (OATPs/SLCOs) in the toxicity of different microcystin congeners in vitro: a comparison of primary human hepatocytes and OATP-transfected HEK293 cells: A. Fischer, et al.; Toxicol. Appl. Pharmacol.
245, 9 (2010),
Abstract;
Pseudodiarrhoea in zebra mussels Dreissena polymorpha (Pallas) exposed to microcystins: G. Juhel, et al.; J. Exp. Biol.
209, 810 (2006),
Abstract;
Detection and quantification of microcystins (cyanobacterial hepatotoxins) with recombinant antibody fragments isolated from a naive human phage display library: J. McElhiney, et al.; FEMS Microbiol. Lett.
193, 83 (2000),
Abstract;
Comparative toxicity of four microcystins of different hydrophobicities to the protozoan, Tetrahymena pyriformis: C.J. Ward & G.A. Codd; J. Appl. Microbiol.
86, 874 (1999),
Abstract;
Isolation and characterization of microcystins from laboratory cultures and environmental samples of Microcystis aeruginosa and from an associated animal toxicosis: L.A. Lawton, et al.; Nat. Toxins
3, 50 (1995),
Abstract;
Extraction and high-performance liquid chromatographic method for the determination of microcystins in raw and treated waters: L.A. Lawton, et al.; Analyst
119, 1525 (1994),
Abstract;
First report of microcystins from a Brazilian isolate of the cyanobacterium Microcystis aeruginosa: S.M.F.O. Azevedo, et al.; J. Appl. Phycology 6, 261 (1994),