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제116회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Chemo-Enzymatic Approach for the Synthesis of 1,11-Dicarboxylic Acid from Ricinoleic Acid

등록일
2015년 9월 3일 15시 20분 25초
접수번호
1257
발표코드
ORGN.P-424 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
10월 15일 (목요일) 11:00~12:30
발표형식
포스터
발표분야
유기화학
저자 및
공동저자
박현정, 권용억*
이화여자대학교 화학.나노과학과, Korea
A practical chemo-enzymatic synthetic method for 11-hydroxyundecanoic acid and 1,11-undecanedioic acid from ricinoleic acid (12-hydroxyoleic acid) was investigated. Biotransformation of ricinoleic acid into the corresponding ester via 12-ketooleic acid was driven by recombinant Escherichia coli cells expressing an alcohol dehydrogenase from Micrococcus luteus and the Baeyer?Villiger monooxygenase from Pseudomonas putida KT2440. The carbon-carbon double bond of the ester was chemically reduced, and the ester bond was hydrolyzed to afford n-heptanoic acid and 11-hydroxyundecanoic acid, which were converted into other related derivatives. For example, 11-hydroxyundecanoic acid was transformed into 1,11-undecanedioic acid under fairly mild reaction conditions. Whole-cell biotransformation at high cell density (i.e., 20 g dry cells/L) allowed the final ester product concentration and volumetric productivity to reach 53 mM and 6.6 mM/h, respectively. Overall molar yield of 1,11-undecanedioic acid from ricinoleic acid was 55% based on the biotransformation and chemical transformation conversion yields of 84% and 65%, respectively.

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