Attention:

Certain features of Sigma-Aldrich.com will be down for maintenance the evening of Friday August 18th starting at 8:00 pm CDT until Saturday August 19th at 12:01 pm CDT.   Please note that you still have telephone and email access to our local offices. We apologize for any inconvenience.

Carbodiimides

By: Matthias Junkers, Aldrich ChemFiles 2007, 7.2, 5.

Carbodiimide-mediated peptide coupling remains to the most frequently used technique. As a major advantage, carbodiimides do not require prior activation of the carboxylic acid. Dicyclohexylcarbodiimide (DCC) has been predominantly used and is now well established. Since the generated urea derivatives as byproducts often have similar solubilities as the desired peptides, water-soluble carbodiimides have been developed whose corresponding ureas are readily separated by extraction with water. The most popular carbodiimide of this kind is EDC (N-(3- Dimethylaminopropyl)-N’-ethylcarbodiimide). Furthermore EDC or EDAC allow peptide coupling in alcohol or aqueous solutions involving proteins or peptide cyclizations.1

In solid-phase peptide synthesis, diisopropylcarbodiimide (DIC) is especially helpful due to the enhanced solubility of its urea derivatives.

back to top Back to Top

Materials

     

References

  1. Nozaki, S. J. Peptide Res. 1999, 54, 162.

back to top Back to Top

Related Links