Structure and Biosynthesis of the Antibiotic Bottromycin D

被引:75
作者
Hou, Yanpeng [1 ]
Tianero, Ma. Diarey B. [2 ]
Kwan, Jason C. [2 ]
Wyche, Thomas P. [1 ]
Michel, Cole R. [1 ]
Ellis, Gregory A. [1 ]
Vazquez-Rivera, Emmanuel [1 ]
Braun, Doug R. [1 ]
Rose, Warren E. [1 ]
Schmidt, Eric W. [2 ]
Bugni, Tim S. [1 ]
机构
[1] Univ Wisconsin, Div Pharmaceut Sci, Madison, WI 53705 USA
[2] Univ Utah, Dept Med Chem, Salt Lake City, UT 84112 USA
关键词
MASS-SPECTROMETRY; NATURAL-PRODUCTS; STREPTOMYCES; CLUSTER; CLONING; A(2); MRSA; VRE;
D O I
10.1021/ol3022758
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Drug resistant infectious diseases are quickly becoming a global health crisis. While Streptomyces spp. have been a major source of antibiotics over the past 50 years, efficient methods are needed to identify new antibiotics and greatly improve the rate of discovery. LCMS-based metabolomics were applied to analyze extracts of 50 Streptomyes spp. Using this methodology, we discovered bottromycin D and used whole genome sequencing to determine its biosynthesis by a ribosomal pathway.
引用
收藏
页码:5050 / 5053
页数:4
相关论文
共 18 条
[1]   CLONING AND ANALYSIS OF THE PROMOTER REGION OF THE ERYTHROMYCIN RESISTANCE GENE (ERME) OF STREPTOMYCES-ERYTHRAEUS [J].
BIBB, MJ ;
JANSSEN, GR ;
WARD, JM .
GENE, 1985, 38 (1-3) :215-226
[2]   PLASMID CLONING VECTORS FOR THE CONJUGAL TRANSFER OF DNA FROM ESCHERICHIA-COLI TO STREPTOMYCES SPP [J].
BIERMAN, M ;
LOGAN, R ;
OBRIEN, K ;
SENO, ET ;
RAO, RN ;
SCHONER, BE .
GENE, 1992, 116 (01) :43-49
[3]   Streptomyces scabies 87-22 Contains a Coronafacic Acid-Like Biosynthetic Cluster That Contributes to Plant-Microbe Interactions [J].
Bignell, Dawn R. D. ;
Seipke, Ryan F. ;
Huguet-Tapia, Jose C. ;
Chambers, Alan H. ;
Parry, Ronald J. ;
Loria, Rosemary .
MOLECULAR PLANT-MICROBE INTERACTIONS, 2010, 23 (02) :161-175
[4]   Bad Bugs, No Drugs: No ESKAPE! An Update from the Infectious Diseases Society of America [J].
Boucher, Helen W. ;
Talbot, George H. ;
Bradley, John S. ;
Edwards, John E., Jr. ;
Gilbert, David ;
Rice, Louis B. ;
Scheld, Michael ;
Spellberg, Brad ;
Bartlett, John .
CLINICAL INFECTIOUS DISEASES, 2009, 48 (01) :1-12
[5]   EXCITOTOXIC AMINO-ACID RECEPTORS IN HUMAN COMPLEX PARTIAL EPILEPSY [J].
CAHAN, LD ;
GEDDES, JW ;
CHOI, BH ;
COTMAN, C .
STEREOTACTIC AND FUNCTIONAL NEUROSURGERY, 1990, 54-5 :21-24
[6]   Microtermolides A and B from Termite-Associated Streptomyces sp and Structural Revision of Vinylamycin [J].
Carr, Gavin ;
Poulsen, Michael ;
Klassen, Jonathan L. ;
Hou, Yanpeng ;
Wyche, Thomas P. ;
Bugni, Tim S. ;
Currie, Cameron R. ;
Clardy, Jon .
ORGANIC LETTERS, 2012, 14 (11) :2822-2825
[7]   Linking Chemistry and Genetics in the Growing Cyanobactin Natural Products Family [J].
Donia, Mohamed S. ;
Schmidt, Eric W. .
CHEMISTRY & BIOLOGY, 2011, 18 (04) :508-519
[8]   A nonempirical method using LC/MS for determination of the absolute configuration of constituent amino acids in a peptide: Combination of Marfey's method with mass spectrometry and its practical application [J].
Fujii, K ;
Ikai, Y ;
Oka, H ;
Suzuki, M ;
Harada, K .
ANALYTICAL CHEMISTRY, 1997, 69 (24) :5146-5151
[9]   Structures and Biosynthesis of the Pyridinopyrones, Polyenepyrones from a Marine-Derived Streptomyces Species [J].
Fukuda, Takashi ;
Miller, Eric D. ;
Clark, Benjamin R. ;
Alnauman, Ali ;
Murphy, Cormac D. ;
Jensen, Paul R. ;
Fenical, William .
JOURNAL OF NATURAL PRODUCTS, 2011, 74 (08) :1773-1778
[10]   Three-Dimensional Solution Structure of Bottromycin A2: A Potent Antibiotic Active against Methicillin-Resistant Staphylococcus aureus and Vancomycin-Resistant Enterococci [J].
Gouda, Hiroaki ;
Kobayashi, Yutaka ;
Yamada, Takeshi ;
Ideguchi, Tetsuya ;
Sugawara, Akihiro ;
Hirose, Tomoyasu ;
Omura, Satoshi ;
Sunazuka, Toshiaki ;
Hirono, Shuichi .
CHEMICAL & PHARMACEUTICAL BULLETIN, 2012, 60 (02) :169-171