Details
| Original language | English |
|---|---|
| Pages (from-to) | 89-99 |
| Number of pages | 11 |
| Journal | Polish Journal of Chemistry |
| Volume | 73 |
| Issue number | 1 |
| Publication status | Published - 1999 |
Abstract
The evaluation of RNAse active site model systems based on rigid steroid templates is described. Our preliminary work on steroid derived RNAse model systems showed that preorientation of guanidinium groups and one imidazole moiety leads to active compounds. We found that within the corticosterone derived steroid series, the C11-α-configurated compounds were superior to their β-diastereomers. In order to evaluate the influence of the conformational flexibility of the imidazole group, a flexible side chain was introduced at C17. The fact that this more flexible imidazole group leads to a decrease in the hydrolytic behavior of the steroid derivative further validates our approach of establishing a preorientated RNAse model system for an efficient RNA hydrolysis.
Keywords
- bis(guanidinium) compounds, Enzyme mimetics, Steroids
ASJC Scopus subject areas
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In: Polish Journal of Chemistry, Vol. 73, No. 1, 1999, p. 89-99.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Synthesis of RNAse active site model systems using a steroid template
AU - Kalesse, M.
AU - Oost, T.
PY - 1999
Y1 - 1999
N2 - The evaluation of RNAse active site model systems based on rigid steroid templates is described. Our preliminary work on steroid derived RNAse model systems showed that preorientation of guanidinium groups and one imidazole moiety leads to active compounds. We found that within the corticosterone derived steroid series, the C11-α-configurated compounds were superior to their β-diastereomers. In order to evaluate the influence of the conformational flexibility of the imidazole group, a flexible side chain was introduced at C17. The fact that this more flexible imidazole group leads to a decrease in the hydrolytic behavior of the steroid derivative further validates our approach of establishing a preorientated RNAse model system for an efficient RNA hydrolysis.
AB - The evaluation of RNAse active site model systems based on rigid steroid templates is described. Our preliminary work on steroid derived RNAse model systems showed that preorientation of guanidinium groups and one imidazole moiety leads to active compounds. We found that within the corticosterone derived steroid series, the C11-α-configurated compounds were superior to their β-diastereomers. In order to evaluate the influence of the conformational flexibility of the imidazole group, a flexible side chain was introduced at C17. The fact that this more flexible imidazole group leads to a decrease in the hydrolytic behavior of the steroid derivative further validates our approach of establishing a preorientated RNAse model system for an efficient RNA hydrolysis.
KW - bis(guanidinium) compounds
KW - Enzyme mimetics
KW - Steroids
UR - http://www.scopus.com/inward/record.url?scp=0033474914&partnerID=8YFLogxK
M3 - Article
AN - SCOPUS:0033474914
VL - 73
SP - 89
EP - 99
JO - Polish Journal of Chemistry
JF - Polish Journal of Chemistry
SN - 0137-5083
IS - 1
ER -