Dendrimers in solution can have their remote catalytic groups folded back into the core: Enantioselective transaminations by dendritic enzyme mimics-II

PAMAM dendrimers, which have double thioether arms, have been synthesized with a pyridoxamine core and chirally terminal amino groups. Transamination to afford natural isomers of phenylalanine and alanine induced enantioselectivity by the peripheral chiral caps, supporting a computer model that indi...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Bioorganic & medicinal chemistry letters 2009-10, Vol.19 (19), p.5543-5546
Hauptverfasser: Wei, Sujun, Wang, Jianing, Venhuizen, Scott, Skouta, Rachid, Breslow, Ronald
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:PAMAM dendrimers, which have double thioether arms, have been synthesized with a pyridoxamine core and chirally terminal amino groups. Transamination to afford natural isomers of phenylalanine and alanine induced enantioselectivity by the peripheral chiral caps, supporting a computer model that indicates folding of dendrimer chains back into the core. PAMAM dendrimers with double thioether arms have been synthesized with a pyridoxamine core and terminal chiral amino groups. Transamination to afford natural isomers of phenylalanine and alanine induced enantioselectivity by the peripheral chiral caps, supporting a computer model that indicates folding of dendrimer chains back into the core.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2009.08.061