Elucidation of the catalytic mechanisms of the non-haem iron-dependent catechol dioxygenases: synthesis of carba-analogues for hydroperoxide reaction …

CJ Winfield, Z Al-Mahrizy, M Gravestock…

Index: Winfield, Christopher J.; Al-Mahrizy, Zeyana; Gravestock, Michael; Bugg, Timothy D.H. Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 19 p. 3277 - 3289

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Citation Number: 47

Abstract

The catalytic mechanisms of the non-haem iron-dependent intradiol and extradiol catechol dioxygenases are thought to involve transient hydroperoxide reaction intermediates, formed by reaction of a catechol substrate with dioxygen. The synthesis of carba-analogues of these intermediates is described in which the hydroperoxide functional group (–OOH) is replaced by a hydroxymethyl group (–CH 2 OH), and the cyclohexadienone skeleton simplified to a cyclohexanone. ...