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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
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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.


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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.


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Publication History

Article published online:
14 September 2023

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