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HRID 625167作成日:2026年10月26日

NADP nicotinamide-adenine-dinucleotide phosphate → Ethyl (3S)-4-chloro-3-hydroxybutanoate

https://huagongshe.com/reaction/625167

反応式

関与物質

役割名称HCID仕込み量
反応物NADP nicotinamide-adenine-dinucleotide phosphateHCID 5886—
反応物Sodium HydroxideHCID 14798—
反応物Ethyl 4-chloroacetoacetateHCID 69484—
反応物(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
生成物Ethyl (3S)-4-chloro-3-hydroxybutanoateHCID 701927795%

反応条件

温度30 °C

反応手順

To 45 ml of the cell-free extract prepared from E. coli HB101(pNTS1) by the method described above were added 5 ml of the cell-free extract of E. coli HB101(pNGLP) as prepared by the method described in Example 6, 5.5 g of glucose and 1.6 mg of NADP and, while the mixture was adjusted to pH 6.5 with a 5 M aqueous solution of sodium hydroxide and stirred at 30° C., ethyl 4-chloroacetoacetate was added in 250-mg portions at 15-minute intervals. The reaction was allowed to proceed for a total of 5 hours while adding a total amount of 5 g of ethyl 4-chloroacetoacetate in that manner. Thereafter, the reaction mixture was extracted with ethyl acetate, the solvent was then removed, and the remaining extract was analyzed by gas chromatography under the conditions given below, whereupon the formation of ethyl 4-chloro-3-hydroxybutyrate in 95% yield was revealed. The product ethyl 4-chloro-3-hydroxybutyrate was analyzed for optical purity by high-performance liquid chromatography under the conditions given below; it was found to be in the S form with 100% e.e.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09303280B2
出典データセットuspto-grants-2016_04
ORD IDord-2c32e9a0a8134289b0c40baa656baff4
出典メモuspto-grants-2016_04