Synthesis of Novel bis-Triazolinedione Crosslinked Amphiphilic Polypept(o)ide Nanostructures. Brannigan, R., Kimmins, S., Bobbi, E., Caulfield, S., & Heise, A. Macromolecular Chemistry and Physics, 2019.
abstract   bibtex   
© 2019 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim Owing to their wide range of inherent functionality, hydrolytic stability, biodegradability, and low toxicity, polypeptide-based materials have been increasingly exploited for controlled drug release applications. More recently, the incorporation of poly(α-peptoid)s such as poly(sarcosine) into polypeptide-based materials has been investigated owing to their potential as naturally derived “stealth polymers.” Here the synthesis of novel amphiphilic polypept(o)ide nanoparticles is described utilizing silica templates as a macroinitiator for the ring-opening copolymerization of l-tryptophan and d/l-phenylalanine NCAs and subsequent chain extension with sarcosine NCA. These particles are subsequently crosslinked utilizing the TAD-indole “click” chemistry and the silica templates are eroded via treatment with HF yielding core crosslinked amphiphilic polypept(o)ide nanostructures. This synthetic strategy offers a unique platform to yield naturally-derived degradable core-crosslinked nanostructures, which may have the potential to be utilized in the future as delivery vehicles for hydrophobic small molecules.
@article{
 title = {Synthesis of Novel bis-Triazolinedione Crosslinked Amphiphilic Polypept(o)ide Nanostructures},
 type = {article},
 year = {2019},
 identifiers = {[object Object]},
 keywords = {amphiphiles,crosslinking,nanoparticles,peptides,ring-opening polymerization},
 volume = {220},
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 created = {2020-01-17T09:06:51.083Z},
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 last_modified = {2020-01-17T09:06:51.083Z},
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 abstract = {© 2019 WILEY-VCH Verlag GmbH  &  Co. KGaA, Weinheim Owing to their wide range of inherent functionality, hydrolytic stability, biodegradability, and low toxicity, polypeptide-based materials have been increasingly exploited for controlled drug release applications. More recently, the incorporation of poly(α-peptoid)s such as poly(sarcosine) into polypeptide-based materials has been investigated owing to their potential as naturally derived “stealth polymers.” Here the synthesis of novel amphiphilic polypept(o)ide nanoparticles is described utilizing silica templates as a macroinitiator for the ring-opening copolymerization of l-tryptophan and d/l-phenylalanine NCAs and subsequent chain extension with sarcosine NCA. These particles are subsequently crosslinked utilizing the TAD-indole “click” chemistry and the silica templates are eroded via treatment with HF yielding core crosslinked amphiphilic polypept(o)ide nanostructures. This synthetic strategy offers a unique platform to yield naturally-derived degradable core-crosslinked nanostructures, which may have the potential to be utilized in the future as delivery vehicles for hydrophobic small molecules.},
 bibtype = {article},
 author = {Brannigan, R.P. and Kimmins, S.D. and Bobbi, E. and Caulfield, S. and Heise, A.},
 journal = {Macromolecular Chemistry and Physics},
 number = {11}
}

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