The title compound 3, an amatoxin analogue containing l--aminobutyric acid instead of l-asparagine in position 1, as in natural toad stool peptides, has been synthesized. It does not inhibit the eukaryotic DNA-dependent RNA polymerase form II (or B) in concentrations up to 10-4M, whereas 50% inhibition is exerted in M solution by the corresponding Asn-analogue S-deoxo-Ile3-amaninamide 2. The striking difference seems to be due to a relatively small variation of the conformation recognized by sensitive NMR spectroscopic methods.
S-DEOXO-ABU1, ILE3-AMANINAMIDE, AN INACTIVE AMATOXIN ANALOG / Zanotti, G.; Wieland, T.; D'Auria, Gabriella; Paolillo, Livio; Trivellone, E.. - In: INTERNATIONAL JOURNAL OF PEPTIDE & PROTEIN RESEARCH. - ISSN 0367-8377. - ELETTRONICO. - 35:3(1990), pp. 263-270. [10.1111/j.1399-3011.1990.tb00947.x]
S-DEOXO-ABU1, ILE3-AMANINAMIDE, AN INACTIVE AMATOXIN ANALOG
D'AURIA, GABRIELLA;PAOLILLO, LIVIO;
1990
Abstract
The title compound 3, an amatoxin analogue containing l--aminobutyric acid instead of l-asparagine in position 1, as in natural toad stool peptides, has been synthesized. It does not inhibit the eukaryotic DNA-dependent RNA polymerase form II (or B) in concentrations up to 10-4M, whereas 50% inhibition is exerted in M solution by the corresponding Asn-analogue S-deoxo-Ile3-amaninamide 2. The striking difference seems to be due to a relatively small variation of the conformation recognized by sensitive NMR spectroscopic methods.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
