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Oxygenase-catalyzed desymmetrization of N,N-dialkyl-piperidine-4-carboxylic acids.

ABSTRACT: ?-Butyrobetaine hydroxylase (BBOX) is a 2-oxoglutarate dependent oxygenase that catalyzes the final hydroxylation step in the biosynthesis of carnitine. BBOX was shown to catalyze the oxidative desymmetrization of achiral N,N-dialkyl piperidine-4-carboxylates to give products with two or three stereogenic centers.

SUBMITTER: Rydzik AM

PROVIDER: S-EPMC4497603 | biostudies-literature | 2014 Oct

REPOSITORIES: biostudies-literature

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Oxygenase-catalyzed desymmetrization of N,N-dialkyl-piperidine-4-carboxylic acids.

Rydzik Anna M AM Leung Ivanhoe K H IK Kochan Grazyna T GT McDonough Michael A MA Claridge Timothy D W TD Schofield Christopher J CJ

Angewandte Chemie (International ed. in English) 20140827 41

γ-Butyrobetaine hydroxylase (BBOX) is a 2-oxoglutarate dependent oxygenase that catalyzes the final hydroxylation step in the biosynthesis of carnitine. BBOX was shown to catalyze the oxidative desymmetrization of achiral N,N-dialkyl piperidine-4-carboxylates to give products with two or three stereogenic centers. ...[more]

PMID: 25164544

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