157423-40-0Relevant academic research and scientific papers
Absolute configuration of main chain of AAL-toxins
Oikawa, Hideaki,Matsuda, Isamu,Kagawa, Takashi,Ichihara, Akitami,Kohmoto, Keisuke
, p. 13347 - 13368 (1994)
AAL-toxins TA1 1 and TA2 2, host-specific toxins produced by Alternaria alternata, were degraded to 2-methylbutanol, 3-methylnonan-1,9-diol and N-protected 4-aminobutan-1,3-diol, which were further converted to (R)-MTPA esters. These esters were correlated with synthetic samples by comparison of their 500 MHz 1H-NMR spectra. The remaining stereocenters were determined by the comparison of 1H-NMR spectra of 6a and 7 derived from 1 and 2 with those of synthetic model compounds. These data conclude that AAL-toxins possess 2S, 4S, 5R, 11S, 13S, 14R and 15R configurations.
Absolute configuration of C(1)-C(5) fragment of AAL-toxin: Conformationally rigid acyclic aminotriol moiety
Oikawa, Hideaki,Matsuda, Isamu,Ichihara, Akitami,Kohmoto, Keisuke
, p. 1223 - 1226 (2007/10/02)
Degradation of AAL-toxin 1 a host-specific phytotoxin and synthesis of model aminotriol 7a-7d allowed us to determine the absolute configuration of C(1)-C(5) fragment as 2S, 4S and 5R. Unusually rigid conformation of this acyclic fragment was also discussed.
