Polymer-bound mixed carboxylic anhydrides as a stable form of ac

Details Polymer-bound mixed carboxylic anhydrides as a stable form of ac Polymer-bound mixed carboxylic anhydrides as a stable form of ac

1996-03-22

1997-07-29

Tsang, Cecilia J.

Chemistry: natural resins or derivatives; peptides or proteins;

Peptides of 3 to 100 amino acid residues

Synthesis of peptides

530333, 530334, 562887, 562888, 562894, C07K 108, C07C 5156

Patent

active

056523360

ABSTRACT:
Polymer-bound mixed carboxylic anhydrides can be prepared under mild conditions by the condensation of carboxylic acids (including N-protected amino acids) with polymer-bound acid chlorides. These mixed anhydrides function as polymeric reagents in the sense that they will react readily with monomeric nucleophiles such as amines to form amide or peptide products, depending on the identities of the mixed anhydride and amine reactants. However, in spite of their reactivity, these polymeric mixed anhydrides exhibit a significant degree of stability under conditions of prolonged storage, which suggests that such compounds have commercial utility as a relatively stable form of highly activated carboxylic acids. The polymeric support can be reactivated and recycled for repeated use in the derivatization process.

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