A plant-like biosynthesis of benzoyl-CoA in the marine bacterium 'Streptomyces maritimus'

被引:52
|
作者
Hertweck, C
Moore, BS [1 ]
机构
[1] Univ Arizona, Coll Pharm, Div Med Chem, Tucson, AZ 85721 USA
[2] Univ Washington, Dept Chem, Seattle, WA 98195 USA
基金
美国国家卫生研究院; 美国海洋和大气管理局;
关键词
benzoic acid; biosynthesis; phenylalanine ammonia lyase; polyketide; synthase; Streptomyces;
D O I
10.1016/S0040-4020(00)00765-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first plant-like biosynthesis of benzoic acid in a prokaryote, the marine actinomycete 'Streptomyces maritimus', has been characterized. Feeding experiments with H-2- and C-13-labeled intermediates revealed that phenylalanine is metabolized to benzoyl-coenzyme A (CoA) by means of a phenylalanine ammonia lyase and subsequent beta -oxidation of cinnamoyl-CoA. Benzoyl-CoA serves as the rare starter unit of a type II polyketide synthase producing the structurally novel bacteriostatic polyketides enterocin and the wailupemycins. The results from the feeding study are consistent with the proposed biosynthetic model deduced from the cloned enterocin biosynthesis gene cluster. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:9115 / 9120
页数:6
相关论文
共 26 条
  • [1] Characterization of benzoyl coenzyme a biosynthesis genes in the enterocin-producing bacterium "Streptomyces maritimus"
    Xiang, LK
    Moore, BS
    JOURNAL OF BACTERIOLOGY, 2003, 185 (02) : 399 - 404
  • [2] Benzoic acid fermentation from starch and cellulose via a plant-like β-oxidation pathway in Streptomyces maritimus
    Shuhei Noda
    Eiichi Kitazono
    Tsutomu Tanaka
    Chiaki Ogino
    Akihiko Kondo
    Microbial Cell Factories, 11
  • [3] Benzoic acid fermentation from starch and cellulose via a plant-like β-oxidation pathway in Streptomyces maritimus
    Noda, Shuhei
    Kitazono, Eiichi
    Tanaka, Tsutomu
    Ogino, Chiaki
    Kondo, Akihiko
    MICROBIAL CELL FACTORIES, 2012, 11
  • [4] Benzoic acid fermentation from starch and cellulose via a plant-like β-oxidation pathway in Streptomyces maritimus
    Noda, Shuhei
    Tanaka, Tsutomu
    Ogino, Chiaki
    Kondo, Akihiko
    NEW BIOTECHNOLOGY, 2012, 29 : S50 - S50
  • [5] Plant-like alkaloid biosynthesis in fungi
    Baccile, J. A.
    Spraker, J. E.
    Brandenburger, E.
    Gomez, C.
    Bok, J. W.
    Hoffmeister, D.
    Keller, N. P.
    Schroeder, F. C.
    PLANTA MEDICA, 2015, 81 (11) : 918 - 918
  • [6] Genes coding for the benzoyl-CoA pathway of anaerobic aromatic metabolism in the bacterium Thauera aromatica
    Breese, K
    Boll, M
    Alt-Mörbe, J
    Schägger, H
    Fuchs, G
    EUROPEAN JOURNAL OF BIOCHEMISTRY, 1998, 256 (01): : 148 - 154
  • [7] Ancient plant-like terpene biosynthesis in corals
    Burkhardt, Immo
    de Rond, Tristan
    Chen, Percival Yang-Ting
    Moore, Bradley S.
    NATURE CHEMICAL BIOLOGY, 2022, 18 (06) : 664 - +
  • [8] Ancient plant-like terpene biosynthesis in corals
    Immo Burkhardt
    Tristan de Rond
    Percival Yang-Ting Chen
    Bradley S. Moore
    Nature Chemical Biology, 2022, 18 (6) : 664 - 669
  • [9] Anaerobic metabolism of L-phenylalanine via benzoyl-CoA in the denitrifying bacterium Thauera aromatica
    Schneider, S
    Mohamed, ME
    Fuchs, G
    ARCHIVES OF MICROBIOLOGY, 1997, 168 (04) : 310 - 320
  • [10] Anaerobic metabolism of l-phenylalanine via benzoyl-CoA in the denitrifying bacterium Thauera aromatica
    Sabine Schneider
    M. E.-S. Mohamed
    G. Fuchs
    Archives of Microbiology, 1997, 168 : 310 - 320