Aziridine-2,3-dicarboxylic acid derivatives as inhibitors of papain
- Publikationstyp:
- Zeitschriftenaufsatz
- Metadaten:
-
- Autoren
- T Schirmeister
- Autoren-URL
- https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=fis-test-1&SrcAuth=WosAPI&KeyUT=WOS:A1996UT17600003&DestLinkType=FullRecord&DestApp=WOS_CPL
- DOI
- 10.1002/ardp.19963290504
- Externe Identifier
- Clarivate Analytics Document Solution ID: UT176
- ISSN
- 0365-6233
- Ausgabe der Veröffentlichung
- 5
- Zeitschrift
- ARCHIV DER PHARMAZIE
- Schlüsselwörter
- aziridine-2,3-dicarboxylic acid derivatives
- irreversible cysteine protease inhibitors
- papain
- Paginierung
- 239 - 244
- Datum der Veröffentlichung
- 1996
- Status
- Published
- Titel
- Aziridine-2,3-dicarboxylic acid derivatives as inhibitors of papain
- Sub types
- Article
- Ausgabe der Zeitschrift
- 329
Datenquelle: Web of Science (Lite)
- Andere Metadatenquellen:
-
- Abstract
- <jats:title>Abstract</jats:title><jats:p>Aziridine‐2,3‐dicarboxylates and <jats:italic>N</jats:italic>‐acylated derivatives have been evaluated as potential irreversible inhibitors of the cysteine proteinase papain. Dependence of inhibition activity on stereo‐chemistry of the aziridine moiety has been analyzed. Whereas unsubstituted (<jats:italic>R</jats:italic>,<jats:italic>R</jats:italic>)‐ and (<jats:italic>S</jats:italic>,<jats:italic>S</jats:italic>)‐ diethyl aziridine‐2,3‐dicarboxylates (<jats:bold>5</jats:bold>) and (<jats:bold>2</jats:bold>) show no significant difference in inactivation the derivative acylated with BOC‐(<jats:italic>S</jats:italic>)‐Phe (BOC‐(<jats:italic>S</jats:italic>)‐Phe‐(<jats:italic>S</jats:italic>,<jats:italic>S</jats:italic>)‐Azi) (<jats:bold>10</jats:bold>) shows a 6 fold higher activity than the diastereomer BOC‐(<jats:italic>S</jats:italic>)‐Phe‐(<jats:italic>R</jats:italic>,<jats:italic>R</jats:italic>)‐Azi (<jats:bold>11</jats:bold>). Analogs acylated with Z‐ or BOC‐(<jats:italic>S</jats:italic>)‐Ala (<jats:bold>9, 8</jats:bold>) have lower second‐order rate constants, indicating binding of the amino acid moiety of the inhibitors to the S2 subsite of the enzyme.</jats:p>
- Autoren
- Tanja Schirmeister
- DOI
- 10.1002/ardp.19963290504
- eISSN
- 1521-4184
- ISSN
- 0365-6233
- Ausgabe der Veröffentlichung
- 5
- Zeitschrift
- Archiv der Pharmazie
- Sprache
- en
- Online publication date
- 2006
- Paginierung
- 239 - 244
- Datum der Veröffentlichung
- 1996
- Status
- Published
- Herausgeber
- Wiley
- Herausgeber URL
- http://dx.doi.org/10.1002/ardp.19963290504
- Datum der Datenerfassung
- 2023
- Titel
- Aziridine‐2,3‐dicarboxylic Acid Derivatives as Inhibitors of Papain
- Ausgabe der Zeitschrift
- 329
Datenquelle: Crossref
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