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Org Lett. 2000 Jun 29;2(13):1939-41.

Staudinger ligation: a peptide from a thioester and azide.

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  • 1Department of Chemistry, University of Wisconsin-Madison, Madison, Wisconsin 53706, USA.


[reaction: see text] The technique of native chemical ligation enables the total chemical synthesis of proteins. This method is limited, however, by an absolute requirement for a cysteine residue at the ligation juncture. Here, this restriction is overcome with a new chemical ligation method in which a phosphinobenzenethiol is used to link a thioester and azide. The product is an amide with no residual atoms.

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