446253-66-3Relevant academic research and scientific papers
CHEMICAL SYNTHESIS OF REAGENTS FOR PEPTIDE COUPLING
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Page 22, (2010/02/05)
The present invention provides improved methods for synthesis of phosphinothiol reagents, as well as novel protected reagents, for use in formation of amide bonds, and particularly for peptide ligation. The invention provides phosphineborane complexes useful as reagents in the formation of amide bonds, particularly for the formation of an amide bond between any two of an amino acid, a peptide, or a protein.
Staudinger ligation of α-azido acids retains stereochemistry
Soellner, Matthew B.,Nilsson, Bradley L.,Raines, Ronald T.
, p. 4993 - 4996 (2007/10/03)
The Staudinger ligation of peptides with a C-terminal phosphinothioester and N-terminal azide is an emerging method in protein chemistry. Here, the first Staudinger ligations of nonglycyl azides are reported and shown to proceed both in nearly quantitative yield and with no detectable effect on the stereochemistry at the α-carbon of the azide. These results demonstrate further the potential of the Staudinger ligation as a general method for the total synthesis of proteins from peptide fragments.
