Substrate specificity of proline-4-hydroxylase: Chemical and enzymatic synthesis of 2S,3R,4S-epoxyproline

Jack E. Baldwin, Robert A. Field, Christopher C. Lawrence, Victor Lee, J. Kenneth Robinson, Christopher J. Schofield

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Abstract

The substrate specificity of L-proline-4-hydroxylase, a 2-oxoglutarate dependent dioxygenase from Streptomyces griseoviridus P8648, was investigated. Preliminary assays measuring turnover of 2-oxoglutarate indicated 3,4-dehydro-L-proline was an efficient substrate. The identity of the product was shown to be 2S,3R,4S-epoxy-L-proline by comparison with synthetic 2S,3R,4S- and 2S,3S,4R-epoxy-L-prolines.

Original languageEnglish
Pages (from-to)4649-4652
Number of pages4
JournalTetrahedron Letters
Volume35
Issue number26
DOIs
Publication statusPublished - 27 Jun 1994

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