Download PDF
Synfacts 2025; 21(12): 1263
DOI: 10.1055/a-2720-8032
Peptide Chemistry

Photocatalytic Side-Chain Deprotection in SPPS via Fmoc/Pic Chemistry: A Sustainable Alternative to TFA

Authors

Bai H, Ye F, Purnachandar D, Liu X, Huang P, Wang P *. Shanghai Jiao Tong University, P. R. China
Photocatalytic C–X Bond Cleavage Facilitates Peptide Synthesis.

J. Am. Chem. Soc. 2025;
147: 34011-34018
DOI: 10.1021/jacs.5c11459
CrossrefPubMedSearch in Google Scholar
Further Information
 
 PDF Download Permissions and Reprints

Keywords

photocatalytic deprotection - solid-phase peptide synthesis - pic–heteroatom cleavage - TFA free

Significance

Fmoc/t-Bu SPPS depends on harsh, TFA-driven cleavage, creating side reactions and sustainability issues. The authors’ developed Fmoc/Pic platform replaces t-Bu with a photocleavable, feedstock-derived Pic group, enabling acid-free, on-resin peptide release under mild conditions, thus offering a sustainable and operationally simple alternative for complex peptide synthesis.


Comment

Fmoc/Pic chemistry enables visible-light cleavage of stable Pic protecting groups, replacing TFA-dependent steps in SPPS. This sustainable platform simplifies peptide synthesis and expands access to complex peptide structures.




Publication History

Article published online:
26 November 2025

© 2025. Thieme. All rights reserved.

Georg Thieme Verlag KG
Oswald-Hesse-Straße 50, 70469 Stuttgart, Germany


  Permissions and Reprints