Modulation of Aldose Reductase Inhibition by Halogen Bond Tuning

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F13%3A10139922" target="_blank" >RIV/00216208:11310/13:10139922 - isvavai.cz</a>
Alternative codes found
RIV/61388963:_____/13:00421970 RIV/61989592:15310/13:33148091
Result on the web
<a href="http://dx.doi.org/10.1021/cb400526n" target="_blank" >http://dx.doi.org/10.1021/cb400526n</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/cb400526n" target="_blank" >10.1021/cb400526n</a>

Result language
angličtina
Original language name
Modulation of Aldose Reductase Inhibition by Halogen Bond Tuning
Original language description
In this paper, we studied a designed series of aldose reductase (AR) inhibitors. The series was derived from a known AR binder, which had previously been shown to form a halogen bond between its bromine atom and the oxygen atom of the Thr-113 side chainof AR. In the series, the strength of the halogen bond was modulated by two factors, namely bromineMINUS SIGN iodine substitution and the fluorination of the aromatic ring in several positions. The role of the single halogen bond in ARMINUS SIGN ligand binding was elucidated by advanced binding free energy calculations involving the semiempirical quantum chemical Hamiltonian. The results were complemented with ultrahigh-resolution X-ray crystallography and IC50 measurements. All of the AR inhibitors studied were shown by X-ray crystallography to bind in an identical manner. Further, it was demonstrated that it was possible to decrease the IC50 value by about 1 order of magnitude by tuning the strength of the halogen bond by a monoatomic
Czech name
—
Czech description
—

Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CE - Biochemistry
OECD FORD branch
—

Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2013
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Similar results(10)