Tetrahedron

Synthesis of γ-halogenated and long-chain β-hydroxy-α-amino acids and 2-amino-1, 3-diols using threonine aldolases

…, C Mayer, C Reisinger, M Schürmann, H Griengl

Index: Steinreiber, Johannes; Fesko, Kateryna; Mayer, Clemens; Reisinger, Christoph; Schuermann, Martin; Griengl, Herfried Tetrahedron, 2007 , vol. 63, # 34 p. 8088 - 8093

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Citation Number: 38

Abstract

The l-and d-threonine aldolase catalyzed formation of γ-halogenated and long-chain l-and d- 3-alkylserine-derivatives 1–12, respectively, was shown starting from glycine and halogenated C2–or C4–C12 aldehydes. lTA from Pseudomonas putida accepted all tested aldehydes with strongly varying diastereoselectivity (de up to 93%). Only aldehydes smaller than decanal were converted by dTA from Alcaligenes xylosoxidans with good ...