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In Cellulo Peptide Cyclization via Gene-Encoded Proximity-Induced Proline-Isothiocyanate Crosslinking.

Zhifen Huang1, Shuai Jiang2, Jiaying Ren1

  • 1State Key Laboratory of Synthetic Biology, School of Life Sciences, Faculty of Medicine, Tianjin University, Tianjin, 300072, China.

Angewandte Chemie (International Ed. in English)
|November 27, 2025
PubMed
Summary
This summary is machine-generated.

Researchers developed a new method for creating complex cyclic peptides inside cells. This genetic code expansion technique uses an isothiocyanate group for efficient crosslinking, enabling the biosynthesis of diverse cyclic peptides.

Keywords:
Cyclic peptideGenetic code expansionIsothiocyanateProlineProximity‐induced crosslinking

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Area of Science:

  • Biochemistry
  • Synthetic Biology
  • Drug Discovery

Background:

  • Cyclic peptides are valuable in drug discovery but de novo intracellular biosynthesis remains challenging.
  • Existing methods face limitations in amino acid composition and sequence length for complex cyclic peptides.

Purpose of the Study:

  • To demonstrate a novel method for de novo intracellular cyclic peptide biosynthesis.
  • To overcome limitations in current cyclic peptide synthesis regarding amino acid composition and length.

Main Methods:

  • Utilized genetic code expansion to encode an isothiocyanate (ITC) group.
  • Developed a selective N-terminal Pro (P-ITC) crosslinking strategy for peptide cyclization.
  • Demonstrated the method in E. coli for intracellular construction of cyclic peptides.

Main Results:

  • Achieved selective and efficient P-ITC crosslinking for cyclic peptide formation.
  • Synthesized cyclic peptides without limitations on amino acid composition (Lys, Cys) or sequence length.
  • Successfully constructed a 13-mer bicyclic peptide with a disulfide bridge intracellularly.

Conclusions:

  • P-ITC crosslinking via genetic code expansion offers a versatile platform for intracellular cyclic peptide synthesis.
  • This approach facilitates the construction and selection of complex cyclic peptides, advancing drug discovery.
  • The method shows promise for engineering novel cyclic peptides with therapeutic potential.