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Synfacts 2023; 19(10): 1051
DOI: 10.1055/s-0042-1752189
Peptide Chemistry

Rh-Catalyzed Maleimidation of Trp-Including Peptides

Contributor(s):
Hisashi Yamamoto
,
Tomohiro Hattori
Wang P, Liu J, Zhu X, Kenry Kenry, Yan Z, Yan J, Jiang J, Fu M, Ge J, Zhu Q, *, Zheng Y. Zhejiang University of Technology, P. R. of China
Modular Synthesis of Clickable Peptides via Late-Stage Maleimidation on C(7)-H Tryptophan.

Nat. Commun. 2023;
14: 3973
DOI: 10.1038/s41467-023-39703-y
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Key words

rhodium catalysis - silver catalysis - maleimidation

Significance

Late-stage peptide modifications are an important tool in the formation of bioactive compounds. Especially the introduction of reactive functional groups is useful for next-step reactions such as cyclization. The authors have established a Rh-catalyzed C–H maleimidation for such purposes.


 

Comment

The Rh catalysis proceeded smoothly and afforded the corresponding Trp including peptide with maleimide. Furthermore, these reaction conditions were also applied for the cyclization of oligopeptide.


 

 

Publication History

Article published online:
14 September 2023

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