Journal of Antibiotics, volume 71, issue 2, pages 333-338

Isolation and structure elucidation of lipopeptide antibiotic taromycin B from the activated taromycin biosynthetic gene cluster

Reynolds Kirk A. 1, 2
Luhavaya Hanna 1
Li Jie 1
Dahesh Samira 3
Nizet Victor 3, 4
Yamanaka Kazuya 1, 5
Moore Bradley Matthys 1, 4
1
 
Scripps Institution of Oceanography, University of California at San Diego, La Jolla, USA
2
 
Department of Chemistry and Biochemistry, University of California at San Diego, La Jolla, USA
3
 
Department of Pediatrics, University of California at San Diego, La Jolla, USA
4
 
Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California at San Diego, La Jolla, USA
5
 
6Current address: Department of Life Science and Biotechnology, Kansai University, Suita, Osaka, Japan.,
Publication typeJournal Article
Publication date2017-11-29
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor3.3
ISSN00218820, 18811469
PubMed ID:  29184121
Drug Discovery
Pharmacology
Abstract
In the ongoing effort to unlock the chemical potential of marine bacteria, genetic engineering of biosynthetic gene clusters (BGCs) is increasingly used to awake or improve expression of biosynthetic genes that may lead to discovery of novel bioactive natural products. Previously, we reported the successful capture, engineering and heterologous expression of an orphan BGC from the marine actinomycete Saccharomonospora sp. CNQ-490, which resulted in the isolation of the novel lipopeptide antibiotic taromycin A. Herein we report the isolation and structure elucidation of taromycin B, the second most abundant product of the taromycin biosynthetic series, and show that taromycins A and B exhibit complex chromatographic properties indicative of interconverting conformations. Taromycins A and B display potent activity against methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococcus faecium clinical isolates, suggestive that the taromycin molecular scaffold is a promising starting point for further derivatization to produce compounds with promising antibiotic characteristics.

Citations by journals

1
2
3
4
5
Natural Product Reports
Natural Product Reports, 5, 8.62%
Natural Product Reports
5 publications, 8.62%
Marine Drugs
Marine Drugs, 4, 6.9%
Marine Drugs
4 publications, 6.9%
Angewandte Chemie - International Edition
Angewandte Chemie - International Edition, 2, 3.45%
Angewandte Chemie - International Edition
2 publications, 3.45%
ACS Synthetic Biology
ACS Synthetic Biology, 2, 3.45%
ACS Synthetic Biology
2 publications, 3.45%
Molecules
Molecules, 2, 3.45%
Molecules
2 publications, 3.45%
Angewandte Chemie
Angewandte Chemie, 2, 3.45%
Angewandte Chemie
2 publications, 3.45%
Organic Letters
Organic Letters, 2, 3.45%
Organic Letters
2 publications, 3.45%
Amino Acids
Amino Acids, 1, 1.72%
Amino Acids
1 publication, 1.72%
Natural Product Research
Natural Product Research, 1, 1.72%
Natural Product Research
1 publication, 1.72%
mSystems
mSystems, 1, 1.72%
mSystems
1 publication, 1.72%
Antibiotics
Antibiotics, 1, 1.72%
Antibiotics
1 publication, 1.72%
Applied Sciences (Switzerland)
Applied Sciences (Switzerland), 1, 1.72%
Applied Sciences (Switzerland)
1 publication, 1.72%
Microorganisms
Microorganisms, 1, 1.72%
Microorganisms
1 publication, 1.72%
Frontiers in Microbiology
Frontiers in Microbiology, 1, 1.72%
Frontiers in Microbiology
1 publication, 1.72%
Frontiers in Bioengineering and Biotechnology
Frontiers in Bioengineering and Biotechnology, 1, 1.72%
Frontiers in Bioengineering and Biotechnology
1 publication, 1.72%
Frontiers in Chemistry
Frontiers in Chemistry, 1, 1.72%
Frontiers in Chemistry
1 publication, 1.72%
Current Microbiology
Current Microbiology, 1, 1.72%
Current Microbiology
1 publication, 1.72%
Current Biology
Current Biology, 1, 1.72%
Current Biology
1 publication, 1.72%
Pharmacological Research
Pharmacological Research, 1, 1.72%
Pharmacological Research
1 publication, 1.72%
IOP Conference Series: Earth and Environmental Science
IOP Conference Series: Earth and Environmental Science, 1, 1.72%
IOP Conference Series: Earth and Environmental Science
1 publication, 1.72%
Chinese Chemical Letters
Chinese Chemical Letters, 1, 1.72%
Chinese Chemical Letters
1 publication, 1.72%
Bioorganic and Medicinal Chemistry Letters
Bioorganic and Medicinal Chemistry Letters, 1, 1.72%
Bioorganic and Medicinal Chemistry Letters
1 publication, 1.72%
Life
Life, 1, 1.72%
Life
1 publication, 1.72%
Bioorganic Chemistry
Bioorganic Chemistry, 1, 1.72%
Bioorganic Chemistry
1 publication, 1.72%
Current Opinion in Biotechnology
Current Opinion in Biotechnology, 1, 1.72%
Current Opinion in Biotechnology
1 publication, 1.72%
Peptides
Peptides, 1, 1.72%
Peptides
1 publication, 1.72%
Advanced Biosystems
Advanced Biosystems, 1, 1.72%
Advanced Biosystems
1 publication, 1.72%
Chemistry - A European Journal
Chemistry - A European Journal, 1, 1.72%
Chemistry - A European Journal
1 publication, 1.72%
Chinese Journal of Chemistry
Chinese Journal of Chemistry, 1, 1.72%
Chinese Journal of Chemistry
1 publication, 1.72%
1
2
3
4
5

Citations by publishers

2
4
6
8
10
Multidisciplinary Digital Publishing Institute (MDPI)
Multidisciplinary Digital Publishing Institute (MDPI), 10, 17.24%
Multidisciplinary Digital Publishing Institute (MDPI)
10 publications, 17.24%
Elsevier
Elsevier, 8, 13.79%
Elsevier
8 publications, 13.79%
Wiley
Wiley, 7, 12.07%
Wiley
7 publications, 12.07%
American Chemical Society (ACS)
American Chemical Society (ACS), 7, 12.07%
American Chemical Society (ACS)
7 publications, 12.07%
Royal Society of Chemistry (RSC)
Royal Society of Chemistry (RSC), 7, 12.07%
Royal Society of Chemistry (RSC)
7 publications, 12.07%
Springer Nature
Springer Nature, 6, 10.34%
Springer Nature
6 publications, 10.34%
Frontiers Media S.A.
Frontiers Media S.A., 3, 5.17%
Frontiers Media S.A.
3 publications, 5.17%
Taylor & Francis
Taylor & Francis, 2, 3.45%
Taylor & Francis
2 publications, 3.45%
American Society for Microbiology
American Society for Microbiology, 1, 1.72%
American Society for Microbiology
1 publication, 1.72%
IOP Publishing
IOP Publishing, 1, 1.72%
IOP Publishing
1 publication, 1.72%
American Society for Pharmacology and Experimental Therapeutics
American Society for Pharmacology and Experimental Therapeutics, 1, 1.72%
American Society for Pharmacology and Experimental Therapeutics
1 publication, 1.72%
SAGE
SAGE, 1, 1.72%
SAGE
1 publication, 1.72%
2
4
6
8
10
  • We do not take into account publications that without a DOI.
  • Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
  • Statistics recalculated weekly.
Metrics
Share
Cite this
GOST |
Cite this
GOST Copy
Reynolds K. A. et al. Isolation and structure elucidation of lipopeptide antibiotic taromycin B from the activated taromycin biosynthetic gene cluster // Journal of Antibiotics. 2017. Vol. 71. No. 2. pp. 333-338.
GOST all authors (up to 50) Copy
Reynolds K. A., Luhavaya H., Li J., Dahesh S., Nizet V., Yamanaka K., Moore B. M. Isolation and structure elucidation of lipopeptide antibiotic taromycin B from the activated taromycin biosynthetic gene cluster // Journal of Antibiotics. 2017. Vol. 71. No. 2. pp. 333-338.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1038/ja.2017.146
UR - https://doi.org/10.1038%2Fja.2017.146
TI - Isolation and structure elucidation of lipopeptide antibiotic taromycin B from the activated taromycin biosynthetic gene cluster
T2 - Journal of Antibiotics
AU - Reynolds, Kirk A.
AU - Luhavaya, Hanna
AU - Li, Jie
AU - Dahesh, Samira
AU - Nizet, Victor
AU - Yamanaka, Kazuya
AU - Moore, Bradley Matthys
PY - 2017
DA - 2017/11/29 00:00:00
PB - Springer Nature
SP - 333-338
IS - 2
VL - 71
PMID - 29184121
SN - 0021-8820
SN - 1881-1469
ER -
BibTex |
Cite this
BibTex Copy
@article{2017_Reynolds,
author = {Kirk A. Reynolds and Hanna Luhavaya and Jie Li and Samira Dahesh and Victor Nizet and Kazuya Yamanaka and Bradley Matthys Moore},
title = {Isolation and structure elucidation of lipopeptide antibiotic taromycin B from the activated taromycin biosynthetic gene cluster},
journal = {Journal of Antibiotics},
year = {2017},
volume = {71},
publisher = {Springer Nature},
month = {nov},
url = {https://doi.org/10.1038%2Fja.2017.146},
number = {2},
pages = {333--338},
doi = {10.1038/ja.2017.146}
}
MLA
Cite this
MLA Copy
Reynolds, Kirk A., et al. “Isolation and structure elucidation of lipopeptide antibiotic taromycin B from the activated taromycin biosynthetic gene cluster.” Journal of Antibiotics, vol. 71, no. 2, Nov. 2017, pp. 333-338. https://doi.org/10.1038%2Fja.2017.146.
Found error?