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Developing Polyamine‐Based Peptide Amphiphiles with Tunable Morphology and Physicochemical Properties
Author(s) -
Samad Mehdi Bin,
Chhonker Yashpal Singh,
Contreras Jacob I.,
McCarthy Alec,
McClanahan Megan M.,
Murry Daryl J.,
CondaSheridan Martin
Publication year - 2017
Publication title -
macromolecular bioscience
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.924
H-Index - 105
eISSN - 1616-5195
pISSN - 1616-5187
DOI - 10.1002/mabi.201700096
Subject(s) - polyamine , supramolecular chemistry , amphiphile , nanofiber , chemistry , drug delivery , peptide , self assembly , nanotechnology , combinatorial chemistry , biophysics , molecule , biochemistry , materials science , polymer , organic chemistry , copolymer , biology
The ability to tune supramolecular properties such as size, morphology, or metabolic stability is of paramount importance in the field of supramolecular chemistry. Peptide amphiphiles (PAs) are a family of functional self‐assembling biomaterials that have garnered widespread attention due to their broad applicability in medicine. PAs are generally comprised of an amino acid sequence connected to lipid tail(s) allowing them to self‐assemble into supramolecular structures with diverse morphologies. Herein, this study describes the synthesis of a new class of polyamine‐based “hybrid” PAs (PPAs) as novel self‐assembling systems. The described molecules possess diverse polyamine head groups with the goal of tuning physicochemical properties. The findings indicate that small changes in the polyamine head groups result in altered PPA morphologies (nanofibers, micelles, nanoworms). The PPAs present a wide range of physicochemical characteristics, show superior resistance to aggregation, a diverse metabolic profile, and varied assembling kinetics. Most of the PPAs do not show toxicity in the human cells lines evaluated. The PPAs described herein hold promising potential as a safe and nontoxic option for drug delivery, targeting, and tissue engineering applications.