TY - JOUR
T1 - Developing Polyamine-Based Peptide Amphiphiles with Tunable Morphology and Physicochemical Properties
AU - Samad, Mehdi Bin
AU - Chhonker, Yashpal Singh
AU - Contreras, Jacob I.
AU - McCarthy, Alec
AU - McClanahan, Megan M.
AU - Murry, Daryl J.
AU - Conda-Sheridan, Martin
N1 - Publisher Copyright:
© 2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
PY - 2017/8
Y1 - 2017/8
N2 - 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. (Figure presented.).
AB - 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. (Figure presented.).
KW - nanostructures
KW - peptide amphiphiles
KW - polyamines
KW - self-assembly
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U2 - 10.1002/mabi.201700096
DO - 10.1002/mabi.201700096
M3 - Article
C2 - 28509362
AN - SCOPUS:85019481539
SN - 1616-5187
VL - 17
JO - Macromolecular Bioscience
JF - Macromolecular Bioscience
IS - 8
M1 - 1700096
ER -