Abstract
Summary Water-soluble carbodiimides are used extensively to modify carboxylic acid side chains in proteins. There have been no reports of side reactions involving the peptide backbone. This study reports the extensive cleavage of the peptide backbone in poly-L-glutamic acid by the water-soluble carbodiimide N-ethyl-N′-(γ-dimethylaminopropyl) carbodiimide in aqueous solution at pH 5.0 and room temperature. Some of the conditions and limitations of this reaction are examined. A scheme for the reaction mechanism, involving spatially neighboring carboxylic acid groups, is proposed.
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