Artigo Revisado por pares

Catalytic hydrogenation of itaconic acid in a biotinylated Pyrphos–rhodium(I) system in a protein cavity

1999; Elsevier BV; Volume: 10; Issue: 10 Linguagem: Inglês

10.1016/s0957-4166(99)00193-7

ISSN

1362-511X

Autores

Chi‐Ching Lin, Ching‐Wen Lin, Albert S. C. Chan,

Tópico(s)

Biotin and Related Studies

Resumo

The construction of a chiral catalyst system embedded at a specific site in a protein has been studied. The preparation of the biotinylated Pyrphos–Rh(I) complex attached to the binding site in avidin and its application to the asymmetric hydrogenation of itaconic acid have been investigated. By introducing the chiral Pyrphos–Rh(I) moiety into the constrained environment of the protein cavity it was found that the enantioselectivity of the system was significantly influenced by the tertiary conformation within the avidin cavity. The effects of reaction conditions such as temperature, hydrogen pressure, and the pH value of the buffer on enantioselectivity are reported.

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