序号 专利名 申请号 申请日 公开(公告)号 公开(公告)日 发明人
1 METHOD FOR PRODUCING HYDROXY-L-PIPECOLIC ACID US15765148 2016-09-30 US20180273993A1 2018-09-27 Ryoma MIYAKE; Hiroshi KAWABATA
A novel method of producing high-purity hydroxy-L-pipecolic acids in an efficient and inexpensive manner while suppressing the production of hydroxy-L-proline is provided. The method includes allowing an L-pipecolic acid hydroxylase, a microorganism or cell having the ability to produce the enzyme, a processed product of the microorganism or cell, and/or a culture liquid comprising the enzyme and obtained by culturing the microorganism or cell, to act on L-pipecolic acid as a substrate in the presence of 2-oxoglutaric acid and ferrous ion, wherein the L-pipecolic acid hydroxylase has the properties: (1) the enzyme can act on L-pipecolic acid in the presence of 2-oxoglutaric acid and ferrous ion to add a hydroxy group to the carbon atom at positions 3, 4, and/or 5 of L-pipecolic acid; and (2) the enzyme has a catalytic efficiency (kcat/Km) with L-proline that is equal to or less than 7 times the catalytic efficiency (kcat/Km) with L-pipecolic acid.
2 ヒドロキシ−L−ピペコリン酸の製造方法 JP2016079123 2016-09-30 JPWO2017057730A1 2018-07-19 三宅 良磨; 川端 潤
ヒドロキシ−L−プロリンの生成を抑え、高純度のヒドロキシ−L−ピペコリン酸を、効率的に且つ低コストで安価に製造する新規な方法を提供することを課題とする。基質であるL−ピペコリン酸に、2−オキソグルタル酸及び2価の鉄イオンの存在下で、L−ピペコリン酸酸化酵素、該酵素を生産する能を有する生物若しくは細胞、該微生物若しくは細胞の処理物、及び/又は該微生物若しくは細胞を培養して得られた該酵素を含む培養液を作用させてヒドロキシ−L−ピペコリン酸を生成させる方法であって、L−ピペコリン酸水酸化酵素が以下の(1)及び(2)の特徴を有するヒドロキシ−L−ピペコリン酸の製造方法を提供する。(1)2−オキソグルタル酸及び2価の鉄イオンの存在下で、L−ピペコリン酸に作用して、L−ピペコリン酸の3位、4位及び/又は5位の炭素原子に水酸基を付加することができる。(2)L−プロリンに対する触媒反応効率(kcat/Km)が、L−ピペコリン酸に対する触媒反応効率(kcat/Km)の7倍以下である。
3 METHOD FOR PRODUCING HYDROXY-L-PIPECOLIC ACID EP16851899.1 2016-09-30 EP3358016A1 2018-08-08 MIYAKE, Ryoma; KAWABATA, Hiroshi

An object of the present invention is to provide a novel method of producing high-purity hydroxy-L-pipecolic acids in an efficient and inexpensive manner while suppressing the production of hydroxy-L-proline. Provided is a method of producing a hydroxy-L-pipecolic acid, the method comprising allowing an L-pipecolic acid hydroxylase, a microorganism or cell having the ability to produce the enzyme, a processed product of the microorganism or cell, and/or a culture liquid comprising the enzyme and obtained by culturing the microorganism or cell, to act on L-pipecolic acid as a substrate in the presence of 2-oxoglutaric acid and ferrous ion, wherein the L-pipecolic acid hydroxylase has the properties (1) and (2) below:

(1) the enzyme can act on L-pipecolic acid in the presence of 2-oxoglutaric acid and ferrous ion to add a hydroxy group to the carbon atom at positions 3, 4, and/or 5 of L-pipecolic acid; and

(2) the enzyme has a catalytic efficiency (kcat/Km) with L-proline that is equal to or less than 7 times the catalytic efficiency (kcat/Km) with L-pipecolic acid.

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