微生物による光学活性β-ヒドロキシ酸の生産とその有機合成への利用

概要

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Stereoselective production of optically active β-hydroxycarboxylic acids from aliphatic carboxylic acids, alcohols and their analogues by microbial β-hydroxylation was studied. The majority of microorganisms screened were foundto accumulate L-β-hydroxyisobutyric acid (L-β-HIBA), and in a few of the microorganisms, for example, Candida rugosa IFO 0750,production of D-β-HIBA was discovered for the first time.Effective methods for producing L- or D-β-hydroxycarboxylic acids were established using special mutants based on control of metabolism. The mutants of C. rugosa IFO 0750 produced β-hydroxypropionic acid, β-hydroxyisovaleric acid, and the D-form of β-HIBA, β-hydroxybutyric acid (β-HBA), β-hydroxyvaleric acid (β-HVA), β-hydroxycaproic acid, β-hydroxyheptanoic acid, and (-)-α-hydroxymethylbutyric acid ((-)-α-HMBA) from the corresponding carboxylic acids in high yields, and the L-form of β-HIBA, β-HBA, β-HVA, and (+)-α-HMBA were also produced by other microorganisms and their mutants.The utilization of optically active β-hydroxycarboxylic acids for the syntheses of optically active substances is reviewed, and our simple synthesis of captopril, an antihypertensive agent, from D-β-HIBa is also introduced.
社団法人日本生物工学会の論文
1984-09-25