posted on 2014-01-08, 00:00authored byAlan M. Marmelstein, Lisa M. Yates, John H. Conway, Dorothea Fiedler
A highly selective
and convenient method for the synthesis of pyrophosphopeptides
in solution is reported. The remarkable compatibility with functional
groups (alcohol, thiol, amine, carboxylic acid) in the peptide substrates
suggests that the intrinsic nucleophilicity of the phosphoserine residue
is much higher than previously appreciated. Because the methodology
operates in polar solvents, including water, a broad range of pyrophosphopeptides
can be accessed. We envision these peptides will find widespread applications
in the development of mass spectrometry and antibody-based detection
methods for pyrophosphoproteins.