Regioselective carboxylation of 1,3-dihydroxybenzene by 2,6-dihydroxybenzoate decarboxylase of Pandoraea sp 12B-2
Regioselective carboxylation of 1,3-dihydroxybenzene by 2,6-dihydroxybenzoate decarboxylase of Pandoraea sp 12B-2
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DOI：
10.1007/s00253-006-0437-z
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发表时间：
2006-11-01
影响因子：
5
通讯作者：
Nagasawa, Toru
中科院分区：
文献类型：
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作者：
Matsui, Tsuyoshi;Yoshida, Toyokazu;Nagasawa, Toru
我们发现了一种细菌Pandoraea sp.12B-2，它的整个细胞不仅催化2，6-二羟基苯甲酸的脱羧，而且还催化1，3-二羟基苯到2，6-二羟基苯甲酸的区域选择性羧化。Pandoraea sp.1,2B-2的全细胞还催化苯酚和1，2-二羟基苯的区域选择性羧化分别生成4-羟基苯甲酸酯和2，3-二羟基苯甲酸酯。羧化反应的摩尔转化率取决于反应混合物中KHCO 3的浓度。在0.1 M或3 M KHCO 3存在下，分别只有5%或48%的加入的1，3-二羟基苯转化为2，6-二羟基苯甲酸酯。在反应混合物中加入丙酮可提高羧化反应的初始速率，但最终的摩尔转化率几乎达到相同的值。当使用潘多拉菌12 B-2的全细胞优化2，6-二羟基苯甲酸酯的有效生产时，2，6-二羟基苯甲酸酯的生产率在1.43 M达到最高，这是迄今为止报道的最高值。在羧化反应后没有观察到任何其它产物的形成。
We found a bacterium, Pandoraea sp. 12B-2, of which whole cells catalyzed not only the decarboxylation of 2,6-dihydroxybenzoate but also the regioselective carboxylation of 1,3-dihydroxybenzene to 2,6-dihydroxybenzoate. The whole cells of Pandoraea sp. 12B-2 also catalyzed the regioselective carboxylation of phenol and 1,2-dihydroxybenzene to 4-hydroxybenzoate and 2,3-dihydroxybenzoate, respectively. The molar conversion ratio of the carboxylation reaction depended on the concentration of KHCO3 in the reaction mixture. Only 5 or 48 % of 1,3-dihydroxybenzene added was converted into 2,6-dihydroxybenzoate in the presence of 0.1 M or 3 M KHCO3, respectively. The addition of acetone to the reaction mixture increased the initial rate of the carboxylation reaction, but the final molar conversion yield reached almost the same value. When the efficient production of 2,6-dihydroxybenzoate was optimized using the whole cells of Pandoraea sp. 12B-2, the productivity of 2,6-dihydroxybenzoate topped out at 1.43 M, which was the highest value so far reported. No formation of any other products was observed after the carboxylation reaction.