Unusual chemistries in fungal meroterpenoid biosynthesis

被引:52
作者
Matsuda, Yudai [1 ]
Awakawa, Takayoshi [1 ]
Mori, Takahiro [1 ]
Abe, Ikuro [1 ]
机构
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, 7-3-1 Hongo, Tokyo 1130033, Japan
关键词
MULTIFUNCTIONAL CYTOCHROME-P450; TERRETONIN BIOSYNTHESIS; REVEALS; RECONSTITUTION; CYCLASE; PATHWAY; COMPLEX;
D O I
10.1016/j.cbpa.2015.11.001
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Meroterpenoids are polyketide and terpenoid hybrid natural products with remarkable biological activities. Recent progress in fungal meroterpenoid biosynthesis has revealed several unusual enzyme reactions and novel enzymes, including unique terpene cyclization reactions by a novel family of membrane-bound terpene cyclases and post-cyclization modification reactions by oxygenases, such as non-heme iron dependent dioxygenases, flavin adenine dinucleotide-dependent monooxygenases, and cytochrome P450 monooxygenases. They contribute to the structural diversification and increase in complexity of fungal meroterpenoids. Structure-function studies of these enzymes provide strategies for engineering the biosynthetic machinery to create novel molecular scaffolds for drug discovery.
引用
收藏
页码:1 / 7
页数:7
相关论文
共 27 条
  • [1] [Anonymous], NAT PROD REP
  • [2] Structure of Rhodococcus erythropolis limonene-1,2-epoxide hydrolase reveals a novel active site
    Arand, M
    Hallberg, BM
    Zou, JY
    Bergfors, T
    Oesch, F
    van der Werf, MJ
    de Bont, JAM
    Jones, TA
    Mowbray, SL
    [J]. EMBO JOURNAL, 2003, 22 (11) : 2583 - 2592
  • [3] Terpenoid Biosynthesis Off the Beaten Track: Unconventional Cyclases and Their Impact on Biomimetic Synthesis
    Baunach, Martin
    Franke, Jakob
    Hertweck, Christian
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (09) : 2604 - 2626
  • [4] A Cytochrome P450 Serves as an Unexpected Terpene Cyclase during Fungal Meroterpenoid Biosynthesis
    Chooi, Yit-Heng
    Hong, Young J.
    Cacho, Ralph A.
    Tantillo, Dean J.
    Tang, Yi
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (45) : 16805 - 16808
  • [5] Highly Selective but Multifunctional Oxygenases in Secondary Metabolism
    Cochrane, Rachel V. K.
    Vederas, John C.
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2014, 47 (10) : 3148 - 3161
  • [6] Oxidative rearrangements during fungal biosynthesis
    Cox, Russell
    [J]. NATURAL PRODUCT REPORTS, 2014, 31 (10) : 1405 - 1424
  • [7] Genetic, molecular, and biochemical basis of fungal tropolone biosynthesis
    Davison, Jack
    al Fahad, Ahmed
    Cai, Menghao
    Song, Zhongshu
    Yehia, Samar Y.
    Lazarus, Colin M.
    Bailey, Andrew M.
    Simpson, Thomas J.
    Cox, Russell J.
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2012, 109 (20) : 7642 - 7647
  • [8] Meroterpenoids produced by fungi
    Geris, Regina
    Simpson, Thomas J.
    [J]. NATURAL PRODUCT REPORTS, 2009, 26 (08) : 1063 - 1094
  • [9] Molecular Genetic Characterization of a Cluster in A. terreus for Biosynthesis of the Meroterpenoid Terretonin
    Guo, Chun-Jun
    Knox, Benjamin P.
    Chiang, Yi-Ming
    Lo, Hsien-Chun
    Sanchez, James F.
    Lee, Kuan-Han
    Oakley, Berl R.
    Bruno, Kenneth S.
    Wang, Clay C. C.
    [J]. ORGANIC LETTERS, 2012, 14 (22) : 5684 - 5687
  • [10] Hu YC, 2014, NAT CHEM BIOL, V10, P552, DOI [10.1038/NCHEMBIO.1527, 10.1038/nchembio.1527]