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A gene-encoded aldehyde tag repurposed from RiPP cyclophane-forming pathway.

Suze Ma¹, Heng Chen², Shuxun Liu¹

¹Department of Chemistry, Fudan University, Shanghai 200433, China.

Bioorganic & Medicinal Chemistry Letters

|February 15, 2024

Summary

Researchers developed a novel bioorthogonal aldehyde tag system using the SjiB enzyme for efficient protein labeling. This new YQSSI tag is distinct from existing systems, enabling versatile biotechnological applications.

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Area of Science:

Biochemistry
Molecular Biology
Chemical Biology

Background:

Gene-encoded aldehyde tag technology is crucial for bioorthogonal chemistry and biotechnology.
Existing aldehyde tags, like (C/S)x(P/A)xR, have limitations or lack orthogonality.
The rSAM cyclophane synthase SjiB is known for its role in triceptide biosynthesis.

Purpose of the Study:

To utilize the promiscuous SjiB enzyme as a dedicated and efficient formylglycine synthase.
To introduce a novel, biosynthetically orthogonal aldehyde tag sequence (YQSSI).
To validate the SjiB/YQSSI system for protein labeling applications.

Main Methods:

Engineering the rSAM enzyme SjiB for formylglycine synthesis.
Designing and synthesizing the novel YQSSI aldehyde tag sequence.
Validating the system through fluorescent labeling of model proteins.

Main Results:

SjiB was successfully repurposed as a highly efficient formylglycine synthase.
The YQSSI aldehyde tag sequence demonstrated biosynthetic orthogonality to known tags.
The SjiB/YQSSI system proved effective for fluorescent protein labeling.

Conclusions:

The SjiB/YQSSI system represents a novel and efficient tool for bioorthogonal protein labeling.
This new aldehyde tag expands the toolkit for chemical biology and biotechnological applications.
The system's orthogonality offers advantages for multiplexed labeling strategies.