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
来源：
TETRAHEDRON | 2000年 / 56卷 / 46期
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
  • [21] Fluoroacetate biosynthesis from the marine-derived bacterium Streptomyces xinghaiensis NRRL B-24674
    Huang, Sheng
    Ma, Long
    Tong, Ming Him
    Yu, Yi
    O'Hagan, David
    Deng, Hai
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (27) : 4828 - 4831
  • [22] Actinoflavoside, a novel flavonoid-like glycoside produced by a marine bacterium of the genus Streptomyces.
    Jiang, ZD
    Jensen, PR
    Fenical, W
    TETRAHEDRON LETTERS, 1997, 38 (29) : 5065 - 5068
  • [23] Cloning, sequencing and analysis of the enterocin biosynthesis gene cluster from the marine isolate 'Streptomyces maritimus':: evidence for the derailment of an aromatic polyketide synthase
    Piel, J
    Hertweck, C
    Shipley, PR
    Hunt, DM
    Newman, MS
    Moore, BS
    CHEMISTRY & BIOLOGY, 2000, 7 (12): : 943 - 955
  • [24] A Marine Bacterium with Animal-Pathogen-Like Type III Secretion Elicits the Nonhost Hypersensitive Response in a Land Plant
    Lee, Boyoung
    Lee, Jeong-Im
    Kwon, Soon-Kyeong
    Ryu, Choong-Min
    Kim, Jihyun F.
    PLANT PATHOLOGY JOURNAL, 2023, 39 (06): : 584 - 591
  • [25] Biosynthesis of Polyhydroxyalkanoate by a Marine Bacterium Vibrio sp Strain Using Sugars, Plant Oil, and Unsaturated Fatty Acids as Sole Carbon Sources
    Tomizawa, Satoshi
    Chuah, Jo-Ann
    Ohtani, Misato
    Demura, Taku
    Numata, Keiji
    GREEN POLYMER CHEMISTRY: BIOCATALYSIS AND MATERIALS II, 2013, 1144 : 211 - 221
  • [26] Co-transcribed genes for long chain polyunsaturated fatty acid biosynthesis in the protozoon Perkinsus marinus include a plant-like FAE1 3-ketoacyl coenzyme A synthase
    Venegas-Caleron, Monica
    Beaudoin, Frederic
    Sayanova, Olga
    Napier, Johnathan A.
    JOURNAL OF BIOLOGICAL CHEMISTRY, 2007, 282 (05) : 2996 - 3003
123