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One-Pot Synthesis of Phenylglyoxylic Acid from Racemic Mandelic Acids via Cascade Biocatalysis
Journal of Agricultural and Food Chemistry ( IF 5.7 ) Pub Date : 2019-02-26 00:00:00 , DOI: 10.1021/acs.jafc.8b07295 Cun-Duo Tang 1, 2 , Peng-Ju Ding 1 , Hong-Ling Shi 1 , Yuan-yuan Jia 1 , Mao-zhi Zhou 2 , Hui-lei Yu 2 , Jian-He Xu 2 , Lun-Guang Yao 1 , Yun-Chao Kan 1
Journal of Agricultural and Food Chemistry ( IF 5.7 ) Pub Date : 2019-02-26 00:00:00 , DOI: 10.1021/acs.jafc.8b07295 Cun-Duo Tang 1, 2 , Peng-Ju Ding 1 , Hong-Ling Shi 1 , Yuan-yuan Jia 1 , Mao-zhi Zhou 2 , Hui-lei Yu 2 , Jian-He Xu 2 , Lun-Guang Yao 1 , Yun-Chao Kan 1
Affiliation
Phenylglyoxylic acid (PGA) are key building blocks and widely used to synthesize pharmaceutical intermediates or food additives. However, the existing synthetic methods for PGA generally involve toxic cyanide and complex processes. To explore an alternative method for PGA biosynthesis, we envisaged cascade biocatalysis for the one-pot synthesis of PGA from racemic mandelic acid. A novel mandelate racemase named ArMR showing higher expression level (216.9 U·mL–1 fermentation liquor) was cloned from Agrobacterium radiobacter and identified, and six recombinant Escherichia coli strains were engineered to coexpress three enzymes of mandelate racemase, d-mandelate dehydrogenase and l-lactate dehydrogenase, and transform racemic mandelic acid to PGA. Among them, the recombinant E. coli TCD 04, engineered to coexpress three enzymes of ArMR, LhDMDH, and LhLDH, can transform racemic mandelic acid (100 mM) to PGA with 98% conversion. Taken together, we provide a green approach for one-pot biosynthesis of PGA from racemic mandelic acid.
中文翻译:
外消旋扁桃酸通过级联生物催化一锅法合成苯乙醛酸
苯乙醛酸(PGA)是关键的组成部分,广泛用于合成医药中间体或食品添加剂。但是,现有的PGA合成方法通常涉及有毒的氰化物和复杂的工艺。为了探索PGA生物合成的另一种方法,我们设想了级联生物催化,由外消旋扁桃酸一锅法合成PGA。命名为A新颖扁桃消旋酶的Ar MR表示表达水平较高(216.9 U·毫升-1发酵液)中的溶液从克隆的放射形土壤杆菌,并确定,和六个重组大肠杆菌菌株改造共表达扁桃消旋的三种酶,d -扁桃酸盐脱氢酶和升-乳酸脱氢酶,并将外消旋扁桃酸转化为PGA。其中,重组大肠杆菌TCD 04被设计为与Ar MR,Lh DMDH和Lh LDH三种酶共表达,可以将外消旋扁桃酸(100 mM)转化为PGA,转化率为98%。总之,我们为外消旋扁桃酸的一锅法生物合成PGA提供了一种绿色方法。
更新日期:2019-02-26
中文翻译:
外消旋扁桃酸通过级联生物催化一锅法合成苯乙醛酸
苯乙醛酸(PGA)是关键的组成部分,广泛用于合成医药中间体或食品添加剂。但是,现有的PGA合成方法通常涉及有毒的氰化物和复杂的工艺。为了探索PGA生物合成的另一种方法,我们设想了级联生物催化,由外消旋扁桃酸一锅法合成PGA。命名为A新颖扁桃消旋酶的Ar MR表示表达水平较高(216.9 U·毫升-1发酵液)中的溶液从克隆的放射形土壤杆菌,并确定,和六个重组大肠杆菌菌株改造共表达扁桃消旋的三种酶,d -扁桃酸盐脱氢酶和升-乳酸脱氢酶,并将外消旋扁桃酸转化为PGA。其中,重组大肠杆菌TCD 04被设计为与Ar MR,Lh DMDH和Lh LDH三种酶共表达,可以将外消旋扁桃酸(100 mM)转化为PGA,转化率为98%。总之,我们为外消旋扁桃酸的一锅法生物合成PGA提供了一种绿色方法。