Synfacts 2021; 17(08): 0941
DOI: 10.1055/s-0040-1706271
Peptide Chemistry

Synthesis of Azobenzene-Functionalized Peptides by Modification of Tyrosine-Containing Peptides

Contributor(s):
Hisashi Yamamoto
,
An Wu
Wang P, Cheng Y, Wu C, Zhou Y, Cheng Z, Li H, Wang R, *, Su W, *, Fang L. * Lanzhou University and Shenzhen Institute of Advanced Technology, Shenzhen, P. R. of China
Tyrosine-Specific Modification via a Dearomatization–Rearomatization Strategy: Access to Azobenzene Functionalized Peptides.

Org. Lett. 2021;
23: 4137-4141
DOI: 10.1021/acs.orglett.1c01013.
 

Significance

Azobenzene-functionalized peptides are important because of their distribution in photoresponsive biosystems. The authors report a new strategy for preparing azobenzene-functionalized peptides from tyrosine-containing peptides and phenylhydrazine.


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Comment

By using (diacetoxyiodo)benzene, various peptides containing an azobenzene motif were synthesized with good chemoselectivity and site selectivity in moderate yields.


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Publication History

Article published online:
20 July 2021

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