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Biotransformation of polyunsaturated fatty acids into medium chain unsaturated carboxylic acids by using recombinant E. coli-based biocatalysts

Title
Biotransformation of polyunsaturated fatty acids into medium chain unsaturated carboxylic acids by using recombinant E. coli-based biocatalysts
Authors
김새움
Issue Date
2015
Department/Major
대학원 식품공학과
Publisher
이화여자대학교 대학원
Degree
Master
Advisors
박진병
Abstract
C9 to C13 medium chain unsaturated carboxylic acids are used to manufacture industrial fine chemicals such as flavor substances, bioplastics, plasticizers, resins. However, many of them are usually difficult to produce from renewable biomass by chemical means. This study reports the whole-cell biocatalysis to produce the high value hydroxy fatty acids such as 13-hydroxy-cis-9-octadecenoic acid and 13-hydroxy-cis-6,9-octadecadienoic acid from polyunsaturated fatty acids. The linoleate C12 double bond hydratase from Lactobacillus acidophilus NBRC 13951 was very specific to hydration of the C12-double bond of polyunsaturated fatty acids thereby allowed to selectively produce 13-hydroxy-cis-9-octadecenoic acid and 13-hydoxy-cis-6,9-octadecadienoic acid. In addition, the hydroxy fatty acids were further converted into industrially relevant carboxylic acids (i.e., 12-hydroxydodec-9-enoic acid, 12-hydroxydodec-6,9-dienoic acid, 9-hydroxynona-6-enoic acid, 1,13-tridec-9-enedioic acid, 1,13-tridec-6,9-dienedioic acid, and 1,10-dec-6-enedioic acid). The unsaturated carboxylic acids were produced to high yields via the designed biocatalytic route, which is composed of oxidation of the hydroxy group to the ketone by an alcohol dehydrogenase (ADH), oxidation of the ketone to the ester by Baeyer–Villiger monooxygenase (BVMO), and hydrolysis by esterase. This research may contribute to preparation of industrially relevant unsaturated carboxylic acids from renewable biomass as well as to development of fatty acid biotransformation processes.;C9부터 C13dml 중쇄 불포화 카복실산은 산업적으로 향미물질, 바이오플라스틱, 가소제, 레진과 같은 정제 화학 제품의 생산에 이용된다. 그러나 그들의 대부분이 재생가능한 바이오매스로부터 화학적인 방법으로 생산하기에는 어렵다. 본 연구에서는 장쇄 불포화 지방산으로부터 고부가가치 하이드록시 지방산 생산을 위한 전세포 생촉매를 연구하였다. Lactobacillus acidophilus NBRC 13951 유래의 Linoleate C12 double bond hydratase는 장쇄 불포화 지방산의 C12 이중결합에 특이적으로 수화반응하여 13-hydroxy-cis-9-octadecenoic acid와 13-hydoxy-cis-6,9-octadecadienoic acid를 생산할 수 있다. 더불어서, 이 하이드록시 지방산들은 산업적으로 유용한 카복실산으로 고수율로 전환이 가능하다 (예를 들어, 12-hydroxydodec-9-enoic acid, 12-hydroxydodec-6,9-dienoic acid, 9-hydroxynona-6-enoic acid, 1,13-tridec-9-enedioic acid, 1,13-tridec-6,9-dienedioic acid, and 1,10-dec-6-enedioic acid). 장쇄 불포화 지방산은 구축된 생촉매경로를 통해 생산된다. 구축된 생촉매 경로는 ADH에 의한 하이드록시기의 케톤으로의 산화, BVMO에 의한 케톤의 산화, Esterase에 의한 에스터의 가수분해이다. 본 연구는 지방산 생물전환 공정 구축뿐만 아니라 재생가능한 바이오매스로부터 산업적으로 연관도가 높은 불포화 카복실산의 생산에 기여할 것이라 사료된다.
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