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Toward a consistent mechanism for diol dehydratase catalyzed reactions: An application of the partial-proton-transfer concept (CROSBI ID 263846)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Smith, David M. ; Golding, Bernard T. ; Radom, Leo Toward a consistent mechanism for diol dehydratase catalyzed reactions: An application of the partial-proton-transfer concept // Journal of the American Chemical Society, 121 (1999), 24; 5700-5704. doi: 10.1021/ja990209g

Podaci o odgovornosti

Smith, David M. ; Golding, Bernard T. ; Radom, Leo

engleski

Toward a consistent mechanism for diol dehydratase catalyzed reactions: An application of the partial-proton-transfer concept

Ab initio molecular orbital theory has been used to study the reactions catalyzed by the Bit-dependent enzyme diol dehydratase. The calculations show that a pathway involving the 1, 2-shift of a hydroxyl group is greatly facilitated by partial proton transfer to the migrating oxygen. These results suggest a conceptually simple mechanism for the rearrangement whose reaction rate is consistent with experiment. The inclusion of a gem-diol intermediate in the proposed pathway is in accordance with O-18-labeling experiments and thus overcomes important shortcomings iii previously proposed mechanisms.

AFFINITIES ; MODEL

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Podaci o izdanju

121 (24)

1999.

5700-5704

objavljeno

0002-7863

10.1021/ja990209g

Povezanost rada

Kemija

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