Electronic and steric effects on the rate of the traceless Staudinger ligation.
Interplay between electronic effects imparted by phosphinothiol substituents and steric effects imposed by amino-acid reactants affects the rate of the traceless Staudinger ligation of peptides in a predictable manner.
Tam
Annie
A
Department of Chemistry, University of Wisconsin-Madison, Madison, Wisconsin 53706, USA.
Soellner
Matthew B
MB
Raines
Ronald T
RT
D000577:Amides / Q000737:chemistry; D000588:Amines / Q000737:chemistry; D004581:Electronics; D007700:Kinetics; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D063065:Organophosphonates / Q000737:chemistry*; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry*; D013457:Sulfur Compounds / Q000737:chemistry*
D000577:Amides; D000588:Amines; D008024:Ligands; D063065:Organophosphonates; D010455:Peptides; D013457:Sulfur Compounds; C509588:phosphinothioic acid