Activation and Characterization of Bohemamine Biosynthetic Gene Cluster from Streptomyces sp. CB02009

被引:20
|
作者
Liu, Ling [1 ]
Li, Sainan [1 ]
Sun, Runze [1 ]
Qin, Xiangjing [4 ]
Ju, Jianhua [4 ]
Zhang, Changsheng [4 ]
Duan, Yanwen [1 ,2 ,3 ]
Huang, Yong [1 ,3 ]
机构
[1] Cent South Univ, Xiangya Int Acad Translat Med, Changsha 410013, Hunan, Peoples R China
[2] Hunan Engn Res Ctr Combinatorial Biosynth & Nat P, Changsha 410011, Hunan, Peoples R China
[3] Natl Engn Res Ctr Combinatorial Biosynth Drug Dis, Changsha 410011, Hunan, Peoples R China
[4] Chinese Acad Sci, South China Sea Inst Oceanol, Key Lab Trop Marine Bioresources & Ecol, Guangdong Key Lab Marine Mat Med, Guangzhou 510301, Peoples R China
关键词
FERMENTATION OPTIMIZATION; PYRROLIZIDINE ALKALOIDS; C-METHYLTRANSFERASE; GENOME SEQUENCE; ACTINOMYCINS; DERIVATIVES; DOMAINS; CLONING; MODEL; CODE;
D O I
10.1021/acs.orglett.0c01224
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bohemamines (BHMs) are bacterial alkaloids containing a pyrrolizidine core with two unusual methyl groups. Herein we report the activation of BHMs biosynthesis using a ribosome engineering approach. Characterization of the bhm gene cluster reveals that nonribosomal peptide synthetase BhmJ and Baeyer-Villiger monooxygenase BhmK are responsible for the formation of the pyrrolizidine core, which is further methylated on C-7 by methyltransferase BhmG. The 9-methyl group of BHMs is instead originated from a nonproteinogenic amino acid (2S,5S)-5-methyl-proline.
引用
收藏
页码:4614 / 4619
页数:6
相关论文
共 50 条
  • [1] Characterization of the bagremycin biosynthetic gene cluster in Streptomyces sp. Tu 4128
    Ye, Jiang
    Zhu, Yunxia
    Hou, Bingbing
    Wu, Haizhen
    Zhang, Huizhan
    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2019, 83 (03) : 482 - 489
  • [2] Isolation and characterization of meridamycin biosynthetic gene cluster from Streptomyces sp. NRRL 30748
    He, Min
    Haltli, Bradley
    Summers, Mia
    Feng, Xidong
    Hucul, John
    GENE, 2006, 377 : 109 - 118
  • [3] Discovery of phenoxazine congeners as novel α-glucosidase inhibitors and identification of their biosynthetic gene cluster from Streptomyces sp. CB00316
    Lin Jiang
    Pingzhi Huang
    Aijie Li
    Bin Fen
    Yani Zhong
    Caijun Tang
    Guangling Wu
    Wenlei Wang
    Yuhan Chen
    Jian Pan
    Genyun Tang
    Hong Pu
    Archives of Microbiology, 2025, 207 (6)
  • [4] Identification of the Biosynthetic Gene Cluster for Pyracrimycin A, an Antibiotic Produced by Streptomyces sp.
    Nielsen, Julie B.
    Gren, Tetiana
    Mohite, Omkar S.
    Jorgensen, Tue S.
    Klitgaard, Andreas K.
    Mourched, Anna-Sophie
    Blin, Kai
    Oves-Costales, Daniel
    Genilloud, Olga
    Larsen, Thomas O.
    Tanner, David
    Weber, Tilmann
    Gotfredsen, Charlotte H.
    Charusanti, Pep
    ACS CHEMICAL BIOLOGY, 2022, 17 (09) : 2411 - 2417
  • [5] The Isolation and Structure Elucidation of Spirotetronate Lobophorins A, B, and H8 from Streptomyces sp. CB09030 and Their Biosynthetic Gene Cluster
    Shi, Jie
    Peng, Dian
    Peng, Fei-Fei
    Zhang, Qing-Bo
    Duan, Yan-Wen
    Huang, Yong
    MOLECULES, 2023, 28 (08):
  • [6] Identification and characterization of the biosynthetic gene cluster of divergolides from Streptomyces sp W112
    Li, Shan-Ren
    Zhao, Gui-Shi
    Sun, Ming-Wei
    He, Hai-Gang
    Wang, Hao-Xin
    Li, Yao-Yao
    Lu, Chun-Hua
    Shen, Yue-Mao
    GENE, 2014, 544 (01) : 93 - 99
  • [7] Cloning and characterization of the goadsporin biosynthetic gene cluster from Streptomyces sp TP-A0584
    Onaka, H
    Nakaho, M
    Hayashi, K
    Igarashi, Y
    Furumai, T
    MICROBIOLOGY-SGM, 2005, 151 : 3923 - 3933
  • [8] Characterization of the Bafilomycin Biosynthetic Gene Cluster from Streptomyces lohii
    Zhang, Wei
    Fortman, Jeffrey L.
    Carlson, Jacob C.
    Yan, Jinyong
    Liu, Yi
    Bai, Fali
    Guan, Wenna
    Jia, Junyong
    Matainaho, Teatulohi
    Sherman, David H.
    Li, Shengying
    CHEMBIOCHEM, 2013, 14 (03) : 301 - 306
  • [9] Identification and characterization of a biosynthetic gene cluster for tryptophan dimers in deep sea-derived Streptomyces sp. SCSIO 03032
    Liang Ma
    Wenjun Zhang
    Yiguang Zhu
    Guangtao Zhang
    Haibo Zhang
    Qingbo Zhang
    Liping Zhang
    Chengshan Yuan
    Changsheng Zhang
    Applied Microbiology and Biotechnology, 2017, 101 : 6123 - 6136
  • [10] Identification and Characterization of the Cuevaene A Biosynthetic Gene Cluster in Streptomyces sp LZ35
    Jiang, Yuhai
    Wang, Haoxin
    Lu, Chunhua
    Ding, Yanjiao
    Li, Yaoyao
    Shen, Yuemao
    CHEMBIOCHEM, 2013, 14 (12) : 1468 - 1475