1975International journal of peptide & protein researchRequires access

PEPTIDE SYNTHESIS WITH CARBODIIMIDE.

Julius Rebek, David Feitler

Open publisher page 12 citations

Abstract

An isotope dilution assay for racemization during acid couplings is described and applied to carbodiimide-mediated synthesis. Using the coupling of t-BOC-L-phenylalamine with glycine derivatives as a model, racemization in solution falls in the 0.01 to 0.1% range and it is a function of reagent concentrations. A typical coupling using the solid phase method shows 0.03% racemate.

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What this paper is about

An isotope dilution assay for racemization during acid couplings is described and applied to carbodiimide-mediated synthesis. Using the coupling of t-BOC-L-phenylalamine with glycine derivatives as a model, racemization in solution falls in the 0.01 to 0.1% range and it is a function of reagent concentrations. A typical coupling using the solid phase method shows 0.03% racemate.

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Available abstract

An isotope dilution assay for racemization during acid couplings is described and applied to carbodiimide-mediated synthesis. Using the coupling of t-BOC-L-phenylalamine with glycine derivatives as a model, racemization in solution falls in the 0.01 to 0.1% range and it is a function of reagent concentrations. A typical coupling using the solid phase method shows 0.03% racemate.

Key concepts: Racemization, Carbodiimide, Peptide synthesis, Reagent, Glycine, Chemistry, Isotope dilution, Phenylalanine

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