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The structure of cyanoginosin la a cyclic heptapeptide toxin from the cyanobacterium microcystis aeruginosa

The structure of cyanoginosin la a cyclic heptapeptide toxin from the cyanobacterium microcystis aeruginosa

Journal of the Chemical Society Perkin Transactions I (10): 2311-2318

The structure of cyanoginosin-LA (previously referred to as toxin BE-4) is cyclo(D-ALa-L-Leu-erythro-.beta.-methyl-D-isoAsp-L-Ala-Adda-D-Glu-N-methyldehydroAla), where Adda refers to the novel .beta.-amino acid residue of 3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid. The connectivity of Adda is deduced from 1H- and 13C-NMR data, but the stereochemistry at carbons 2, 3, 8 and 9 remains unknown. The residue sequence is derived from the mass spectra of cyclic and linear derivatives of the toxin. A new nomenclature for the related toxins of Microcystis aeruginosa is discussed.

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Accession: 006773555

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DOI: 10.1039/p19840002311

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