Staudinger Ligation:  A Peptide from a Thioester and Azide

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 phosphinobenzenet...

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Bibliographic Details
Published in:Organic letters 2000-06, Vol.2 (13), p.1939-1941
Main Authors: Nilsson, Bradley L, Kiessling, Laura L, Raines, Ronald T
Format: Article
Language:English
Subjects:
Azides - chemistry
Biochemistry - methods
Cysteine
Esters - chemistry
Peptides - chemical synthesis
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Summary: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0060174