caa a22 4500 605504512 CHVBK 20210128100616.0 cr unu---uuuuu 210128e20150301xx s 000 0 eng 10.1007/s00253-014-6282-6 doi (NATIONALLICENCE)springer-10.1007/s00253-014-6282-6 Metabolic engineering of Escherichia coli for the biosynthesis of flavonoid- O -glucuronides and flavonoid- O -galactoside [Elektronische Daten] [So Kim, Hye Lee, Kwang-su Park, Bong-Gyu Kim, Joong-Hoon Ahn] Most flavonoids are glycosylated and the nature of the attached sugar can strongly affect their physiological properties. Although many flavonoid glycosides have been synthesized in Escherichia coli, most of them are glucosylated. In order to synthesize flavonoids attached to alternate sugars such as glucuronic acid and galactoside, E. coli was genetically modified to express a uridine diphosphate (UDP)-dependent glycosyltransferase (UGT) specific for UDP-glucuronic acid (AmUGT10 from Antirrhinum majus or VvUGT from Vitis vinifera) and UDP-galactoside (PhUGT from Petunia hybrid) along with the appropriate nucleotide biosynthetic genes to enable simultaneous production of their substrates, UDP-glucuronic acid and UDP-galactose. To engineer UDP-glucuronic acid biosynthesis, the araA gene encoding UDP-4-deoxy-4-formamido-L-arabinose formyltransferase/UDP-glucuronic acid C-4″ decarboxylase, which also used UDP-glucuronic acid as a substrate, was deleted in E. coli, and UDP-glucose dehydrogenase (ugd) gene was overexpressed to increase biosynthesis of UDP-glucuronic acid. Using these strategies, luteolin-7-O-glucuronide and quercetin-3-O-glucuronide were biosynthesized to levels of 300 and 687mg/L, respectively. For the synthesis of quercetin 3-O-galactoside, UGE (encoding UDP-glucose epimerase from Oryza sativa) was overexpressed along with a glycosyltransferase specific for quercetin and UDP-galactose. Using this approach, quercetin 3-O-galactoside was successfully synthesized to a level of 280mg/L. Springer-Verlag Berlin Heidelberg, 2014 Flavonoid- O -glucuronide nationallicence Flavonoid- O -galactoside nationallicence Metabolic engineering nationallicence UGT nationallicence Kim So Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center, Konkuk University, 143-701, Seoul, Republic of Korea aut Lee Hye Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center, Konkuk University, 143-701, Seoul, Republic of Korea aut Park Kwang-su Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center, Konkuk University, 143-701, Seoul, Republic of Korea aut Kim Bong-Gyu Department of Forest Resource, Gyeongnam National University of Science and Technology, 33 Dongjin-ro, 660-758, Jinju-si, Gyeongsangman-do, South Korea aut Ahn Joong-Hoon Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center, Konkuk University, 143-701, Seoul, Republic of Korea aut Applied Microbiology and Biotechnology Springer Berlin Heidelberg 99/5(2015-03-01), 2233-2242 0175-7598 99:5<2233 2015 99 253 https://doi.org/10.1007/s00253-014-6282-6 text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 research-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1007/s00253-014-6282-6 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Kim So Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center, Konkuk University, 143-701, Seoul, Republic of Korea aut NATIONALLICENCE 700 1- Lee Hye Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center, Konkuk University, 143-701, Seoul, Republic of Korea aut NATIONALLICENCE 700 1- Park Kwang-su Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center, Konkuk University, 143-701, Seoul, Republic of Korea aut NATIONALLICENCE 700 1- Kim Bong-Gyu Department of Forest Resource, Gyeongnam National University of Science and Technology, 33 Dongjin-ro, 660-758, Jinju-si, Gyeongsangman-do, South Korea aut NATIONALLICENCE 700 1- Ahn Joong-Hoon Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center, Konkuk University, 143-701, Seoul, Republic of Korea aut NATIONALLICENCE 773 0- Applied Microbiology and Biotechnology Springer Berlin Heidelberg 99/5(2015-03-01), 2233-2242 0175-7598 99:5<2233 2015 99 253