Staudinger ligation: a peptide from a thioester and azide.
[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.
Nilsson
B L
BL
Department of Chemistry, University of Wisconsin-Madison, Madison, Wisconsin 53706, USA.
Kiessling
L L
LL
Raines
R T
RT
D001386:Azides / Q000737:chemistry; D001671:Biochemistry / Q000379:methods*; D003545:Cysteine; D004952:Esters / Q000737:chemistry; D010455:Peptides / Q000138:chemical synthesis*
D001386:Azides; D004952:Esters; D010455:Peptides; D003545:Cysteine