The demonstration of selective peptide bond formation in clear aqueous solutions
Abstract
The distribution of dipeptides upon treatment of equimolar amounts of glutamic acid, leucine, and C6H11NC
N(CH2)3+NMe3–OSO2C6H4Me-p, in clear aqueous solution followed by N, C-protection, was found to be: Bz-Glu(γ-OMe)-Leu-OMe (72%), Bz-Glu(α-OMe)-Glu-di-OMe (15%), and Bz-Leu-Leu-OMe (8%); Bz-Leu-Glu-di-OMe, Bz-Glu(α-OMe)-Leu-OMe, and Bz-Glu(γ-OMe)Glu-di-OMe could not be detected (Bz = PhCO).