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Biosynthesis of Rishirilide B.

Philipp Schwarzer¹, Julia Wunsch-Palasis², Andreas Bechthold³

¹Pharmaceutical Biology and Biotechnology, University of Freiburg, Stefan-Meier-Str. 19, 79104 Freiburg im Breisgau, Germany. philipp.schwarzer@pharmazie.uni-freiburg.de.

Antibiotics (Basel, Switzerland)

|March 10, 2018

Summary

This summary is machine-generated.

Rishirilide B, an alpha-2-macroglobulin inhibitor, is a polyketide. Its biosynthesis involves nine acetate units, with one decarboxylated, and an isobutyrate starter unit, elucidated using ¹³C labeling in *Streptomyces albus*.

Keywords:

biosynthesis polyketides rishirilide streptomyces

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Area of Science:

Microbiology
Natural Product Chemistry
Biochemistry

Background:

Rishirilide B, isolated from *Streptomyces* species, exhibits inhibitory activity against alpha-2-macroglobulin.
Understanding the biosynthesis of Rishirilide B is crucial for exploring its potential applications.

Purpose of the Study:

To investigate the biosynthetic pathway of Rishirilide B.
To elucidate the origin of carbon atoms in the Rishirilide B molecule.

Main Methods:

Feeding experiments with ¹³C-labeled precursors in a heterologous host (*Streptomyces albus*).
Analysis of labeled compounds using Nuclear Magnetic Resonance (NMR) spectroscopy.
Utilizing a cosmid encoding the Rishirilide B gene cluster for heterologous expression.

Main Results:

The tricyclic backbone of Rishirilide B is derived from nine acetate units, characteristic of polyketide biosynthesis.
One acetate unit undergoes decarboxylation, contributing a methyl group to the final structure.
The starter unit for Rishirilide B biosynthesis was identified as isobutyrate.

Conclusions:

The study successfully elucidated the polyketide origin of Rishirilide B's core structure.
Detailed insights into Rishirilide B biosynthesis were gained through metabolic labeling and NMR analysis.
The findings provide a foundation for potential genetic engineering and production optimization of Rishirilide B.