DendriPeps: Expanding Dendrimer Functionality by Hybridizing Poly(amidoamine) (PAMAM) Scaffolds with Peptide Segments. Issue 22 (30th September 2019)

• Record Type: Journal Article
• Authors: Smith, Ryan J.; Gorman, Christopher B.; Menegatti, Stefano
• Is Part Of: Macromolecular rapid communications. Volume 40:Issue 22(2019)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2019-09-30
• Subjects: internally functionalized dendrimers -- orthogonal protection strategies -- poly(amidoamine) -- polymer‐peptide chemistry; Macromolecules -- Periodicals; Polymers -- Periodicals; Chemistry -- Periodicals; 547.705
• DOI: 10.1002/marc.201900325
• Languages: English
• ISSNs: 1022-1336

Abstract

Abstract: In this work, the first synthesis of poly(amidoamine) (PAMAM) dendrimers whose branches are hybridized with peptide segments (DendriPeps) is reported. The intercalation of amino acids within the branches of PAMAMs provides supplementary internal functionalities to the coronal groups. Four DendriPep prototypes are synthesized with lysine or glutamic acid as "guest" amino acids, displaying, respectively, a primary amine or a carboxyl group, on generation (G)2 and G3 PAMAMs as host scaffolds. The precise control over the number, type, and topological placement of functional groups expands the functional behavior of DendriPeps beyond current PAMAM dendrimers toward new frontiers or colloids, drug delivery vectors, and catalysis. Abstract : The synthesis of dendrimers displaying internal functional groups through the incorporation of peptide segments in a poly(amidoamine) backbone is reported. The synthetic strategy is modular and can be tailored to synthesize dendrimers with a backbone that contains any functional group. Molecular dynamics simulations indicate that this architecture will be suitable for the covalent conjugation of encapsulated "guest" molecules.