Utilizing Proline Surrogates in the Synthesis of ‘Difficult’ Peptides

Contributor(s):

Hisashi Yamamoto

Alex Boateng

Wang X, Jin K. * Shandong University, Jinan, P. R. of China
Robust Chemical Synthesis of “Difficult Peptides” via 2-Hydroxyphenol-pseudoproline (ψ^{2-hydroxyphenol}pro) Modifications.

J. Org. Chem. 2024;
89: 3143-3149
DOI: 10.1021/acs.joc.3c02576.

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Key words

2-hydroxyphenol-pseudoproline - proline surrogates - difficult peptides

Significance

The synthesis of complex peptides with sequences that readily aggregate remains a huge challenge even with conventional methods. Herein, the authors report an efficient strategy to access them.

Comment

A variety of novel 2-(oxazolidine-2-yl)phenol compounds were produced as proline surrogates and utilized in accessing ‘difficult’ peptides such as thymosin α1.

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Publication History

Article published online:
14 June 2024

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

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