Synthesis of Unnatural Small Molecules by Plant Specific Polyketide Synthases

被引:2
|
作者
Zhang, Le [1 ]
Wang, Juan [1 ]
Li, Bin [1 ]
Gao, Bowen [1 ]
Wang, Xiaohui [1 ]
Shi, Shepo [1 ]
Tu, Pengfei [1 ]
机构
[1] Beijing Univ Chinese Med, Modern Res Ctr Tradit Chinese Med, Beijing 100029, Peoples R China
关键词
plant polyketide synthases; unnatural small molecules; combinatorial synthesis; combinatorial biosynthesis; CHAIN-LENGTH CONTROL; CHALCONE SYNTHASE; COMBINATORIAL BIOSYNTHESIS; ACTIVE-SITE; SUBSTRATE-SPECIFICITY; BENZOPHENONE SYNTHASE; ENZYMATIC FORMATION; ESCHERICHIA-COLI; CELL-CULTURES; STILBENE;
D O I
10.6023/cjoc201307012
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Plant polyketide synthases (PKSs) catalyze iterative decarboxylative condensations of malonyl units (Claisen-type C-C bond formation) with a CoA-linked starter molecule to produce linear chain polyketide intermediates. By Claisen, aldol cyclization, or lactonization, and aromatization, the linear chain polyketide intermediates produce varied unnatural small molecules. In this review, the functions of the known plant PKSs are summarized, and the catalytic mechanisms and applications of plant PKSs in the synthesis of unnatural small molecules are covered.
引用
收藏
页码:2469 / 2484
页数:16
相关论文
共 77 条
  • [1] Active site residues governing substrate selectivity and polyketide chain length in aloesone synthase
    Abe, I
    Watanabe, T
    Lou, WW
    Noguchi, H
    [J]. FEBS JOURNAL, 2006, 273 (01) : 208 - 218
  • [2] Engineered biosynthesis of plant polyketides: Chain length control in an octaketide-producing plant type III polyketide synthase
    Abe, I
    Oguro, S
    Utsumi, Y
    Sano, Y
    Noguchi, H
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (36) : 12709 - 12716
  • [3] A plant type III polyketide synthase that produces pentaketide chromone
    Abe, I
    Utsumi, Y
    Oguro, S
    Morita, H
    Sano, Y
    Noguchi, H
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (05) : 1362 - 1363
  • [4] The first plant type III polyketide synthase that catalyzes formation of aromatic heptaketide
    Abe, I
    Utsumi, Y
    Oguro, S
    Noguchi, H
    [J]. FEBS LETTERS, 2004, 562 (1-3) : 171 - 176
  • [5] Enzymatic formation of unnatural novel polyketides from alternate starter and nonphysiological extension substrate by chalcone synthase
    Abe, I
    Takahashi, Y
    Lou, WW
    Noguchi, H
    [J]. ORGANIC LETTERS, 2003, 5 (08) : 1277 - 1280
  • [6] Enzymatic formation of an unnatural C6-C5 aromatic polyketide by plant type III polyketide synthases
    Abe, I
    Takahashi, Y
    Noguchi, H
    [J]. ORGANIC LETTERS, 2002, 4 (21) : 3623 - 3626
  • [7] Substrate specificity of chalcone synthase: Enzymatic formation of unnatural polyketides from synthetic cinnamoyl-CoA analogues
    Abe, I
    Morita, H
    Nomura, A
    Noguchi, H
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (45) : 11242 - 11243
  • [8] Structure-based engineering of a plant type III polyketide synthase: Formation of an unnatural nonaketide naphthopyrone
    Abe, Ikuro
    Morita, Hiroyuki
    Oguro, Satoshi
    Noma, Hisashi
    Wanibuchi, Kiyofumi
    Kawahara, Nobuo
    Goda, Yukihiro
    Noguchi, Hiroshi
    Kohno, Toshiyuki
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (18) : 5976 - 5980
  • [9] Novel applications of plant polyketide synthases
    Abe, Ikuro
    [J]. CURRENT OPINION IN CHEMICAL BIOLOGY, 2012, 16 (1-2) : 179 - 185
  • [10] Structure and function of the chalcone synthase superfamily of plant type III polyketide synthases
    Abe, Ikuro
    Morita, Hiroyuki
    [J]. NATURAL PRODUCT REPORTS, 2010, 27 (06) : 809 - 838