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Design and synthesis of new hydroxyethylamines as inhibitors of D-alanyl-D-lactate ligase (VanA) and D-alanyl-D-alanine ligase (DdlB)Sova, Matej, farmacevt ...The Van enzymes are ATP-dependant ligases responsible for resistance to vancomycin in Staphylococcus aureus andEnteroccoccus species. The de novo molecular design programme SPROUT was used in ... conjunction with the X-ray crystal structure of Enterococcus faecium D-alanyl-D-lactate ligase (VanA) to design new putative inhibitors based on a hydroxyethylamine template. The two best ranked structures were selected and efficient syntheses developed. The inhibitory activities of these molecules were determined on E. faecium VanA, and due to structural similarity and a common reaction mechanism, also on D-Ala-D-Ala ligase (DdlB) from Escherichia coli. The phosphate group attached to the hydroxyl moiety of the hydroxyethylamine isostere within these systems is essential for their inhibitory activity against both VanA and DdlB.Source: Bioorganic & Medicinal Chemistry Letters. - ISSN 0960-894X (Vol. 19, no. 5, 2009, str. 1376-1379)Type of material - article, component partPublish date - 2009Language - englishCOBISS.SI-ID - 30127109
Author
Sova, Matej, farmacevt |
Čadež, Gašper, farmacija |
Turk, Samo |
Majce, Vita |
Polanc, Slovenko |
Batson, Sarah |
Lloyd, Adrian J. |
Roper, David I. |
Fishwick, Colin W.G. |
Gobec, Stanislav, 1970-
Topics
medicinska kemija |
organska kemija |
farmacija |
biosinteza |
inhibitorji |
spojine s protibakterijskim delovanjem |
heterociklične spojine |
rentgenska kristalna struktura spojin |
heterocikli |
derivati amina |
hidroksi etilamini |
derivati alanina |
kemoterapevtiki |
encimi |
Escherichia coli
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source: Bioorganic & Medicinal Chemistry Letters. - ISSN 0960-894X (Vol. 19, no. 5, 2009, str. 1376-1379)
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Database name | Field | Year |
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Links to authors' personal bibliographies | Links to information on researchers in the SICRIS system |
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Sova, Matej, farmacevt | 25490 |
Čadež, Gašper, farmacija | ![]() |
Turk, Samo | 29773 |
Majce, Vita | 29341 |
Polanc, Slovenko | 02310 |
Batson, Sarah | ![]() |
Lloyd, Adrian J. | ![]() |
Roper, David I. | ![]() |
Fishwick, Colin W.G. | ![]() |
Gobec, Stanislav, 1970- | 15284 |
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