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
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.
