EDC is not a strong skin sensitiser like DCC, but it is an irritant solid and should be handled with care. The main advantage of EDC over DCC in peptide synthesis is in the ease of handling of the reagent, the enhanced solubility of EDC and particularly the urea by-product formed during the reaction.

What is EDC NHS chemistry?

38 EDC (1-Ethyl-3-[3-dimethylami- nopropyl]-carbodiimide hydrochloride) is a zero-length cross- linking agent used to couple carboxyl groups to primary amines, typically via the formation of amine-reactive NHS-esters.

How do I get rid of DCC?

You can always hydrolyze the extra DCC with water and then remove the formed dicyclohexyl urea by filtration, or a simple silica column chromatography will do. From my experience, I usually pass a dichloromethane solution of my crude ester mixture through activated neutral alumina.

What is DCC used for?

DCC (dicyclohexyl carbodiimide) is one of the most frequently used coupling agents, especially in organic synthesis applications. It has been used for peptide synthesis since 1955 (Sheehan and Hess, 1955) and continues to be a popular choice for creating peptide bonds (Barany and Merrifield, 1980).

Why is DCC used in peptide synthesis?

DCC is a dehydrating agent for the preparation of amides, ketones and nitriles. ... DCC is temporarily attached to the former carboxylate group forming a highly electrophilic intermediate, making nucleophilic attack by the terminal amino group on the growing peptide more efficient.

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