Complete structures of the sphingosine analog mycotoxins fumonisin B1 and AAL toxin TA: Absolute configuration of the side chains

W. Thomas Shier; Hamed K. Abbas; Farid A. Badria

doi:10.1016/0040-4039(95)00090-Y

Complete structures of the sphingosine analog mycotoxins fumonisin B₁ and AAL toxin T_A: Absolute configuration of the side chains

W. Thomas Shier, Hamed K. Abbas, Farid A. Badria

Medicinal Chemistry

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Abstract

Fumonisin B₁ and AAL toxin T_A are sphingosine-analog mycotoxins characterized by propane-1,2,3-tricarboxylic acid side chains esterified to alkylamine backbones. The absolute configuration of all stereogenic centers in the backbones is known. Using chiral gas chromatography methodology we have determined the absolute configuration at C-3′ in the side chains to be S, thereby completing structure determination of both toxins.

Original language	English (US)
Pages (from-to)	1571-1574
Number of pages	4
Journal	Tetrahedron Letters
Volume	36
Issue number	10
DOIs	https://doi.org/10.1016/0040-4039(95)00090-Y
State	Published - Mar 6 1995

Bibliographical note

Funding Information:
Acknowledgements. This work was supported by grant 93-37201-9561 awarded by NRICGP/USDA. thank T. Krick for obtaining FAB-MS spectra, and Dr. T. R. Hoye for valuable discussions.

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note = "Funding Information: Acknowledgements. This work was supported by grant 93-37201-9561 awarded by NRICGP/USDA. thank T. Krick for obtaining FAB-MS spectra, and Dr. T. R. Hoye for valuable discussions.",

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