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  The effect of the chemical nature of the side chains of amatoxins in the inhibition of eukaryotic RNA polymerase B

Wieland, T., Götzendörfer, C., Vaisius, A. C., & Zanotti, G. (1981). The effect of the chemical nature of the side chains of amatoxins in the inhibition of eukaryotic RNA polymerase B. European Journal of Biochemistry, 117(1), 161-164. doi:10.1111/j.1432-1033.1981.tb06315.x.

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Genre: Journal Article
Alternative Title : The Effect of the Chemical Nature of the Side Chains of the Amatoxins in the Inhibition of Eukaryotic RNA Polymerase B

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EurJBiochem_117_1981_161.pdf (Any fulltext), 354KB
 
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Wieland, Theodor1, Author              
Götzendörfer, Christa1, Author              
Vaisius, Alain C.1, Author              
Zanotti, Giancarlo1, Author              
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1Max Planck Institute for Medical Research, Max Planck Society, ou_1125545              

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 Abstract: The inhibition constants (Ki) of DNA-dependent RNA polymerase B (or II) from calf thymus were measured for eight synthetically obtained bicyclic amanitin-like thioethers, two R-sulfoxides, and two S-sulfoxides. These Ki values were compared with those of alpha-amanitin, its 6'-O-methylether Ia (an R-sulfoxide), the S-sulfoxide, the sulfone, the S-deoxo derivative (Id) of Ia, and several previously described amatoxins. The necessity of a beta-methyl side chain in position 3 and a hydroxy group in proline-2 was confirmed. Additionally, the presence of an isoleucine side chain in position 6 and the absence of a side chain in position 5 was recognized as important for binding to the enzyme. In the three sulfoxide samples examined, the R-diastereomer was found to be a stronger inhibitor than the S-form. The contribution of every structural element to biological activity has been discussed.

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Language(s): eng - English
 Dates: 1981-02-161981-04-032005-03-031981-06
 Publication Status: Published in print
 Pages: 4
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 Rev. Type: Peer
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Title: European Journal of Biochemistry
Source Genre: Journal
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Publ. Info: Berlin : Published by Springer-Verlag on behalf of the Federation of European Biochemical Societies
Pages: - Volume / Issue: 117 (1) Sequence Number: - Start / End Page: 161 - 164 Identifier: ISSN: 0014-2956
CoNE: https://pure.mpg.de/cone/journals/resource/111097776606040