Characterization of C-nucleoside Antimicrobials from Streptomyces albus DSM 40763: Strepturidin is Pseudouridimycin

被引:0
|
作者
Petja Rosenqvist
Kaisa Palmu
Ranjit Kumar Prajapati
Keith Yamada
Jarmo Niemi
Georgiy A. Belogurov
Mikko Metsä-Ketelä
Pasi Virta
机构
[1] University of Turku,Department of Chemistry
[2] University of Turku,Department of Biochemistry
来源
关键词
D O I
暂无
中图分类号
学科分类号
摘要
Pseudouridimycin (PUM), a selective inhibitor of bacterial RNA polymerase has been previously detected in microbial-extracts of two strains of Streptomyces species (strain ID38640 and ID38673). Here, we isolated PUM and its deoxygenated analogue desoxy-pseudouridimycin (dPUM) from Streptomyces albus DSM 40763, previously reported to produce the metabolite strepturidin (STU). The isolated compounds were characterized by HRMS and spectroscopic techniques and they selectively inhibited transcription by bacterial RNA polymerase as previously reported for PUM. In contrast, STU could not be detected in the cultures of S. albus DSM 40763. As the reported characteristics reported for STU are almost identical with that of PUM, the existence of STU was questioned. We further sequenced the genome of S. albus DSM 40763 and identified a gene cluster that contains orthologs of all PUM biosynthesis enzymes but lacks the enzymes that would conceivably allow biosynthesis of STU as an additional product.
引用
收藏
相关论文
共 50 条
  • [21] Organization and characterization of a biosynthetic gene cluster for bafilomycin from Streptomyces griseus DSM 2608
    Jae Yoon Hwang
    Hyo Sun Kim
    Soo Hee Kim
    Hye Ryeung Oh
    Doo Hyun Nam
    AMB Express, 3
  • [22] Two nucleoside receptors from Streptomyces coelicolor: Expression of the genes and characterization of the recombinant proteins
    Li, Fuhou
    Liang, Jingdan
    Wang, Weixia
    Zhou, Xiufen
    Deng, Zixin
    Wang, Zhijun
    PROTEIN EXPRESSION AND PURIFICATION, 2015, 109 : 40 - 46
  • [23] Pd-Catalyzed Regio- and Stereoselective C-Nucleoside Synthesis from Unactivated Uracils and Pyranoid Glycals
    Rasool, Faheem
    Mukherjee, Debaraj
    ORGANIC LETTERS, 2017, 19 (18) : 4936 - 4939
  • [24] C-NUCLEOSIDE STUDIES .2. PENTOFURANOSYLETHYNES FROM 2,3-O-ISOPROPYLIDENE-D-RIBOSE
    BUCHANAN, JG
    DUNN, AD
    EDGAR, AR
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (13): : 1191 - 1200
  • [25] Convenient and General Synthesis of C-3-Substituted Het(aryl)indole C-Nucleoside Analogues from Sugar Alkynes
    Zhou, Xiang
    Cao, Zhaoxin
    Chen, Qianxia
    Zhang, Fuyi
    Zhao, Yufen
    SYNTHESIS-STUTTGART, 2022, 54 (09): : 2298 - 2308
  • [26] Studies on the formation of alkyl radicals from alkyl aryl tellurides and their application to the synthesis of carbocyclic C-nucleoside analogs
    He, W
    Togo, H
    Ogawa, H
    Yokoyama, M
    HETEROATOM CHEMISTRY, 1997, 8 (05) : 411 - 419
  • [27] SYNTHESIS OF CARBOCYCLIC C-NUCLEOSIDE ANALOGS FROM 8,9,10-TRINORBORN-5-EN-2-OL
    COOKSON, RC
    DUDFIELD, PJ
    SCOPES, DIC
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (03): : 393 - 398
  • [28] C-NUCLEOSIDE STUDIES .8. SYNTHESIS OF 3-BETA-D-ARABINOFURANOSYLPYRAZOLE FROM D-MANNOSE
    BUCHANAN, JG
    CHACONFUERTES, ME
    WIGHTMAN, RH
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1979, (01): : 244 - 248
  • [29] Synthesis of Substituted Mono- and Diindole C-Nucleoside Analogues from Sugar Terminal Alkynes by Sequential Sonogashira/Heteroannulation Reaction
    Zhang, Fuyi
    Mu, Delong
    Wang, Liming
    Du, Pengfei
    Han, Fen
    Zhao, Yufen
    JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (20): : 9490 - 9499
  • [30] HETEROCYCLES FROM CARBOHYDRATE PRECURSORS .35. ACYCLIC C-NUCLEOSIDE ANALOGS OF THE TYPE OF 5-C-POLYHYDROXYALKYL-1,3,4-THIADIAZOLES
    ELASHRY, ESH
    NASSR, MA
    ELKILANY, Y
    MOUSAAD, A
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1987, 60 (09) : 3405 - 3409