Structure elucidation and biosynthetic gene cluster analysis of caniferolides A–D, new bioactive 36-membered macrolides from the marine-derived Streptomyces caniferus CA-271066

2019 ◽  
Vol 17 (11) ◽  
pp. 2954-2971 ◽  
Author(s):  
Ignacio Pérez-Victoria ◽  
Daniel Oves-Costales ◽  
Rodney Lacret ◽  
Jesús Martín ◽  
Marina Sánchez-Hidalgo ◽  
...  

The structures of caniferolides A–D have been determined combining NMR and bioinformatics prediction of the absolute configuration.

2009 ◽  
Vol 75 (9) ◽  
pp. 2958-2963 ◽  
Author(s):  
Wei Li ◽  
ShenChieh Chou ◽  
Ankush Khullar ◽  
Barbara Gerratana

ABSTRACT Tomaymycin produced by Streptomyces achromogenes is a naturally produced pyrrolobenzodiazepine (PBD). The biosynthetic gene cluster for tomaymycin was identified and sequenced. The gene cluster analysis reveals a novel biosynthetic pathway for the anthranilate moiety of PBDs. Gene replacement and chemical complementation studies were used to confirm the proposed biosynthetic pathway.


2017 ◽  
Vol 71 (2) ◽  
pp. 333-338 ◽  
Author(s):  
Kirk A Reynolds ◽  
Hanna Luhavaya ◽  
Jie Li ◽  
Samira Dahesh ◽  
Victor Nizet ◽  
...  

2021 ◽  
Author(s):  
Laura Franz ◽  
Uli Kazmaier ◽  
Andrew W. Truman ◽  
Jesko Koehnke

This review summarizes bottromycin research from the 1950s to 2020, including structure elucidation, activity, mechanism of action, total synthesis, biosynthetic gene cluster and biosynthesis, biosynthetic enzymes and heterologous expression.


2021 ◽  
Vol 133 (16) ◽  
pp. 8874-8879
Author(s):  
Chihiro Uchiyama ◽  
Akane Fukuda ◽  
Minagi Mukaiyama ◽  
Yoshiki Nakazawa ◽  
Yuka Kuramochi ◽  
...  

Author(s):  
Markéta Macho ◽  
Daniela Ewe ◽  
Vishal Ahuja ◽  
Jihen Thabet ◽  
Avik Banerjee ◽  
...  

Author(s):  
Joana Martins ◽  
Niina Leikoski ◽  
Matti Wahlsten ◽  
Joana Azevedo ◽  
Jorge Antunes ◽  
...  

Cyanobactins are a family of linear and cyclic peptides produced through the post-translational modification of short precursor peptides. Anacyclamides are macrocyclic cyanobactins with a highly diverse sequence that are common in the genus <i>Anabaena</i>. A mass spectrometry-based screening of potential cyanobactin producers led to the discovery of a new prenylated member of this family of compounds, anacyclamide D8P (<b>1</b>), from <i>Sphaerospermopsis</i> sp. LEGE 00249. The anacyclamide biosynthetic gene cluster (<i>acy</i>) encoding the novel macrocyclic prenylated cyanobactin, was sequenced. Heterologous expression of the acy gene cluster in <i>Escherichia</i> <i>coli</i> established the connection between genomic and mass spectrometric data. Unambiguous establishment of the type and site of prenylation required the full structural elucidation of <b>1</b> using Nuclear Magnetic Resonance (NMR), which demonstrated that a forward prenylation occurred on the tyrosine residue. Compound <b>1</b> was tested in pharmacologically or ecologically relevant biological assays and revealed moderate antimicrobial activity towards the fouling bacterium <i>Halomonas aquamarina</i> CECT 5000.<br>


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