Home
Resources
Publications
β-Phenylalanine Ester Synthesis From Stable β-Keto Ester Substrate Using Engineered ω-Transaminases

β-Phenylalanine Ester Synthesis From Stable β-Keto Ester Substrate Using Engineered ω-Transaminases

Oliver Buß, Moritz Voss, André Delavault, Pascal Gorenflo, Christoph Syldatk, Uwe Bornscheuer, Jens Rudat

Molecules. 2018 May 18;23(5):1211.

PMID: 29783679

Abstract:

The successful synthesis of chiral amines from ketones using ω-transaminases has been shown in many cases in the last two decades. In contrast, the amination of β-keto acids is a special and relatively new challenge, as they decompose easily in aqueous solution. To avoid this, transamination of the more stable β-keto esters would be an interesting alternative. For this reason, ω-transaminases were tested in this study, which enabled the transamination of the β-keto ester substrate ethyl benzoylacetate. Therefore, a ω-transaminase library was screened using a coloring o-xylylenediamine assay. The ω-transaminase mutants 3FCR_4M and ATA117 11Rd show great potential for further engineering experiments aiming at the synthesis of chiral (S)- and (R)-β-phenylalanine esters. This alternative approach resulted in the conversion of 32% and 13% for the (S)- and (R)-enantiomer, respectively. Furthermore, the (S)-β-phenylalanine ethyl ester was isolated by performing a semi-preparative synthesis.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP94020	Ethyl benzoylacetate		94-02-0	Price

As a specialist in analytical chemical Products, Alfa Chemistry offers consumers a wealth of raw materials and a full range of technologies and services.

QUICK LINKS

HEADQUARTERS

Tel:

Fax:

Email: