952301-53-0

Upstream product

• 114369-15-2 2-(4-bromophenyl)ethyl methanesulfonate 
• 15221-61-1 2-(4-bromophenyl)-N,N-dimethylethan-1-amine 
• 13292-87-0 dimethylsulfide borane complex 
• 4654-39-1 4-bromophenethanol 
• 952391-91-2 bis{4-[(N,N-dimethylamino)ethyl]phenyl}phosphine tris(borane) 
• 106-37-6 1.4-dibromobenzene 

Downstream Products

• 952301-65-4 C₂₃H₃₃N₂OPS 

Relevant academic research and scientific papers

Traceless Staudinger acetylation of azides in aqueous buffers

In this paper, we demonstrate the applicability of water-soluble p-dimethylaminoethyl substituted phosphinomethanethiol in acetyl transfer reactions by the traceless Staudinger ligation with unprotected *-azido lysine containing peptides in aqueous buffer systems. Additionally, we present an improved synthesis pathway for the water-soluble phosphinothiol linkers requiring less steps in a comparable overall yield in comparison to previously published protocols.

Water-soluble phosphinothiol reagents

Water soluble reagents and methods for the formation of an amide bond between a phosphinothioester and an azide in an aqueous medium. The phosphinothioester is generated using a water-soluble phosphinothiol reagent. This reaction allows formation of an amide bond between a wide variety of chemical species including amino acids, peptides or protein fragments in an aqueous solution. Of particular interest, this reaction allows for the formation of an amide bond in a physiological setting. In a specific embodiment, this invention provides reagents and methods for peptide ligation in an aqueous medium. The reaction eliminates the need for a cysteine residue and is traceless leaving no residual atoms in the ligated peptide product.