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Characterization of Bi-functional CYP154 from Nocardia farcinica IFM10152 involved in the O-dealkylation and ortho-hydroxylation of formononetin

원문정보

Kwon-young CHOI, Hyung-yeon PARK, Nahum LEE, Bishnu PANDEY, Eunok JUNG, Dahye JUNG, Byunggee KIM

한국생물공학회 한국생물공학회 학술대회 2010 춘계학술대회 및 국제심포지움 2010.04 pp.143-143
피인용수 : 0건 (자료제공 : 네이버학술정보)

초록

영어

Among 27 cytochrome P450s (CYPs) of Nocardia farcinica IFM10152, three CYPs were identified to have O-dealkylation catalytic activity. Between two of them encoding CYP154 subfamilies, CYP154 encoded by nfa22930 gene showed distinct O-dealkylation and subsequent hydroxylation
activities for formononetin. Firstly, formononetin was O-dealkylated into daidzein, and daidzein was subsequently mono-hydroxylated at 3’-position of B-ring into ortho-dihydroxy-isoflavone. Apparent kcat/Km values of CYP154 for formononetin O-dealkylation and daidzein hydroxylation reaction were 3.57 and 1.84 μM-1min-1, respectively. The dissociation constants based on
spectral changes for binding with each substrate were 5.16 and 3.11 μM, respectively. Homology modeling and docking simulation predicted that Thr247 is a key residue responsible for the 3’-position hydroxylation reaction by forming hydrogen bond with 4’-hydroxyl group of daidzein and
making the proton atom at 3’-position face to heme center. And site-directed mutagenesis of Thr247 into alanine led to a drastic decrease in the binding affinity for daidzein (9.73 μM) and 3’-position hydroxylation catalytic activity down to 3 folds (0.48 μM-1min-1).

키워드

저자정보

  • Kwon-young CHOI Dept. of Chemical and Biological Engineering, Seoul National University, Seoul.
  • Hyung-yeon PARK Korea Bio-Hub Center, Bio-MAX Institue, Seoul National University, Seoul, South Korea.
  • Nahum LEE Dept. of Chemical and Biological Engineering, Seoul National University, Seoul.
  • Bishnu PANDEY Dept. of Chemical and Biological Engineering, Seoul National University, Seoul.
  • Eunok JUNG Dept. of Chemical and Biological Engineering, Seoul National University, Seoul.
  • Dahye JUNG Dept. of Chemical and Biological Engineering, Seoul National University, Seoul.
  • Byunggee KIM Dept. of Chemical and Biological Engineering, Seoul National University, Seoul.

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자료제공 : 네이버학술정보

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