Enzymatic synthesis of L-carnitine and related alcohols

左旋肉碱及相关醇的酶法合成

• 批准号: 03556013
• 负责人: SHIMIZU Sakayu
• 金额: $ 5.38万
• 依托单位: KYOTO UNIVERSITY
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Developmental Scientific Research (B)
• 财政年份: 1991
• 资助国家: 日本
• 起止时间: 1991 至 1992
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-03556013/
• 关键词: L-carnitine; Aldehyde reductase; 4-halo-3-hydroxybutanoaic; Sporobolomyces salmonicolor; Sporoboromyces salmonicolor; 4-ハロ-3-ヒドロキシブタン酸エステル; 酵素的不斉合成; R-(-)-4-ハロ-3-ヒドロキシブタン酸エステル; Sporobolomyces salmonicolor; アルデヒド還元酵素

An NADPH-dependent aldehyde reductase of Sporobolomyces salmonicolor was purified and characterized. The enzyme was found to be useful for the asmmetric reduction of various prochiral carbonyl compounds. When a 4-halo-acetoacetic acid ester was substrate, the corresponding R-(-)-alcohol, R-(-)-4-halo-3-hydroxybutanoic acid was efficiently synthesized.Under the conditions of organic solvent-water two phase system containing the aldehyde reductase, glucose dehydrogenase as a NADPH regenerator, glucose and 4-chloro-3-oxo-butanoic acid ethyl ester, about 100 g/l of R-(-)-4-chloro-3 -hydrobutanoic acid was produced (90%ee, mol yeild ca 100%).The primary amino acid sequence of the aldehyde reductase was determined.

对一种nadph依赖性的鲑色孢子菌醛还原酶进行了纯化和鉴定。该酶可用于各种前手性羰基化合物的不对称还原。以4-卤代乙酰乙酸酯为底物，可高效合成相应的R-(-)-醇、R-(-)-4-卤代3-羟基丁酸。在有机溶剂-水两相体系条件下，以醛还原酶、葡萄糖脱氢酶为NADPH再生体，以葡萄糖和4-氯-3-羟基丁酸乙酯为原料，可制得约100 g/l的R-(-)-4-氯-3-羟基丁酸，产率可达90%，摩尔率可达100%。测定了醛还原酶的一级氨基酸序列。

项目成果

M. Kataoka: "Distribution and immunological characterization of microbial aldehyde reductase" Arch. Microbiol.157. 279-283 (1992)

M. Kataoka：“微生物醛还原酶的分布和免疫学特征”Arch。

Michihiko KATAOKA: "Characterization of aldehyde reductase of Sporobolomyces Salmonicolor" Biochim.Biophys.Acta. 1122. 57-62 (1992)

Michihiko KATAOKA：“Sporobolomyces Salmonicolor 醛还原酶的表征”Biochim.Biophys.Acta。

Michihiko KATAOKA: "A novel NADPH-dependent carbonyl reducfase of candida macedoniensis:purification and characterization" Arch.Biochem.Biophys.294. 469-474 (1992)

Michihiko KATAOKA：“马其顿念珠菌的新型 NADPH 依赖性羰基还原酶：纯化和表征”Arch.Biochem.Biophys.294。

M. Kataoka: "Characterization of aldehyde reductase of sporobolomyces salmonicolor" Biochim. Biophys.Acta 1122. 57-62 (1992)

M. Kataoka：“鲑色孢子酵母醛还原酶的表征”Biochim。

Michihiko Kataoka: "Puritication and characterization of a novel FMN-depondent enzyme,membrane-bound L-(+)-pantoyl lactone dehydrogenase,from Nocardia asteroides" Eur.J.Biochem.204. 799-806 (1992)

Michihiko Kataoka：“来自小行星诺卡氏菌的一种新型 FMN 依赖性酶、膜结合 L-( )-泛酰内酯脱氢酶的纯化和表征”Eur.J.Biochem.204。