Solution phase peptide synthesis was investigated in aqueous solution using Lipshultz reagent, (TPGS-750M). Lipshultz reagent is a detergent that has a polar end and a non-polar end. In aqueous solution, Lipshultz reagent forms micelles which act as a non-polar phase. Because it is more environmentally friendly than organic solvents, this will make solution phase peptide synthesis greener and safer. As a model, synthesis of a Boc-protected amino acid was attempted in aqueous solution from di-tert butyldicarbonate and L-Phe-OH in water, both with and without Lipshultz reagent. Next, peptide coupling was attempted using Boc-Phe-OH and Glycine methyl ester hydrochloride in aqueous solution with and without Lipshultz reagent. Use of water and Lipshultz reagent in place of organic solvents is a significantly greener method of peptide synthesis.

Attempted peptide synthesis in water using detergent

251st National Meeting (2016)

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