Free Standard AU & NZ Shipping For All Book Orders Over $80!
Register      Login
Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Unique Functional Materials Derived from β-Amino Acid Oligomers

Mark P. Del Borgo A B , Ketav Kulkarni A and Marie-Isabel Aguilar A
+ Author Affiliations
- Author Affiliations

A Department of Biochemistry and Molecular Biology, Monash University, Clayton, Vic. 3800, Australia.

B Corresponding author. Email: Mark.Delborgo@monash.edu

Australian Journal of Chemistry 70(2) 126-129 https://doi.org/10.1071/CH16511
Submitted: 14 September 2016  Accepted: 7 October 2016   Published: 4 November 2016

Abstract

The unique structures formed by β-amino acid oligomers, or β-peptide foldamers, have been studied for almost two decades, which has led to the discovery of several distinctive structures and bioactive molecules. Recently, this area of research has expanded from conventional peptide drug design to the formation of assemblies and nanomaterials by peptide self-assembly. The unique structures formed by β-peptides give rise to a set of new materials with altered properties that differ from conventional peptide-based materials; such new materials may be useful in several bio- and nanomaterial applications.


References

[1]  W. E. Bachmann, W. S. Struve, Org. Synth. 2004, 1, 38.
         | Crossref | GoogleScholarGoogle Scholar |

[2]  H. S. Lee, et al. J. Org. Chem. 2003, 68, 1575.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3sXisVyltg%3D%3D&md5=f56f9d87b0246f8610aa2bf08d69e0ebCAS | 12585907PubMed |

[3]  R. W. Cheloha, et al. Nat. Rev. Endocrinol. 2015, 11, 712.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC2MXhsVartb%2FN&md5=2b8979a5c1a7c37590ad37b946640a78CAS | 26303600PubMed |

[4]  M. Del Borgo, et al. Clin. Sci. 2015, 129, 505.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC2MXhs1OmurfK&md5=b4432ce44444e35d457c842a02ef0f30CAS | 26186568PubMed |

[5]  E. S. Jones, et al. Hypertension 2011, 57, 570.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXitVOgtro%3D&md5=98249c3c5a7fc697c1f715378da41f06CAS | 21300665PubMed |

[6]  I. M. Mandity, F. Fulop, Expert Opin. Drug Discovery 2015, 10, 1163.
         | Crossref | GoogleScholarGoogle Scholar |

[7]  R. P. Cheng, S. H. Gellman, W. F. DeGrado, Chem. Rev. 2001, 101, 3219.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3MXntlGntbg%3D&md5=c40071e19473923f236271f02e2dea8cCAS | 11710070PubMed |

[8]  Y. E. Bergman, et al. Org. Lett. 2009, 11, 4438.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1MXhtVOgurzK&md5=c383265ab859792425436528f7e9ba75CAS | 19719157PubMed |

[9]  S. H. Gellman, Acc. Chem. Res. 1998, 31, 173.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK1cXhvF2qtr0%3D&md5=f8881e83fc1de80ce13d3494f900fb36CAS |

[10]  M. P. Del Borgo, et al. Angew. Chem., Int. Ed. Engl. 2013, 52, 8266.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3sXpvVelsr8%3D&md5=7d501b5742bbf43c3ef246575c234c5aCAS |

[11]  R. D. Gopalan, et al. Chem. Biol. 2015, 22, 1417.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC2MXhvVehtrnF&md5=a5618f320ca9b799d590919800bea9c5CAS | 26584778PubMed |

[12]  R. D. Gopalan, et al. Org. Biomol. Chem. 2012, 10, 1802.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC38XitVGgsL0%3D&md5=abcb9f51887a24c827e21108c620b4b8CAS | 22252416PubMed |

[13]  A. Hetenyi, et al. Chem. Commun. 2009, 177.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1cXhsFajsLjM&md5=dd3cdbac5c44e4bab1609f5a49028deaCAS |

[14]  I. M. Mandity, et al. Org. Lett. 2010, 12, 5584.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3cXhtlyhtbzK&md5=1958ac4e2fda7440571ac14b62f486a4CAS | 21050013PubMed |

[15]  T. A. Martinek, et al. Angew. Chem., Int. Ed. Engl. 2006, 45, 2396.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD28XjvVCrsbs%3D&md5=5043ae9cba19f14b77b34a8300c45db0CAS |

[16]  C. L. Pizzey, et al. J. Chem. Phys. 2008, 129, 095103.
         | Crossref | GoogleScholarGoogle Scholar | 19044891PubMed |

[17]  W. C. Pomerantz, et al. Angew. Chem., Int. Ed. Engl. 2008, 47, 1241.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1cXit1Gqs7Y%3D&md5=848b862a70addbe9b11af8c2306b984cCAS |

[18]  W. C. Pomerantz, et al. J. Am. Chem. Soc. 2011, 133, 13604.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXpvVWlsL8%3D&md5=6416665a563fc8b744c3e7878d05e525CAS | 21815636PubMed |

[19]  S. Segman-Magidovich, et al. Chem. – Eur. J. 2011, 17, 14857.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXhsV2rtb%2FE&md5=97d84f7d75d26b846b9ae51f27499935CAS | 22105992PubMed |

[20]  J. Kim, et al. J. Am. Chem. Soc. 2012, 134, 20573.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC38XhvVSqsbvO&md5=793ea97d75a6376e88e6100f05bba412CAS | 23215019PubMed |

[21]  S. Kwon, et al. Angew. Chem., Int. Ed. Engl. 2010, 49, 8232.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3cXhtlalurrI&md5=ab728a6648847502d8b63aafaceee304CAS |

[22]  S. Kwon, et al. J. Am. Chem. Soc. 2011, 133, 17618.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXht12jsL7P&md5=603b9b5c2526b504e38a51bbb66816efCAS | 21985392PubMed |

[23]  S. Kwon, et al. Nat. Commun. 2015, 6, 8747.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC2MXhslCmsrrK&md5=a6086d9414b9b8e3512cf28ee60fb01aCAS | 26510658PubMed |

[24]  R. S. Seoudi, M. P. Del Borgo, K. Kulkarni, P. Perlmutter, New J. Chem. 2015, 39, 3280.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC2cXitFahu7vE&md5=116455997358b68ef2518b13a4e0ae8cCAS |

[25]  R. S. Seoudi, A. Dowd, M. P. Del Borgo, K. Kulkarni, P. Perlmutter, Pure Appl. Chem. 2015, 87, 1021.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC2MXhs1ChtrzL&md5=298dfc7690a86d61c1e0cde87a91c7b0CAS |

[26]  R. S. Seoudi, M. G. Hinds, D. J. D. Wilson, C. G. Adda, M. P. Del Borgo, M.-I. Aguilar, P. Perlmutter, A. I. Mechler, Nanotechnology 2016, 27, 135606.
         | Crossref | GoogleScholarGoogle Scholar | 26909736PubMed |

[27]  S. Motamed, et al. Soft Matter 2016, 12, 2243.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC28XhvVSjtL8%3D&md5=50dbe45ded3f36218ad446af552ffffcCAS | 26853859PubMed |

[28]  K. Kulkarni, et al. Chem. Commun. 2016, 52, 5844.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC28Xlt1Grtbk%3D&md5=a5957649c26be14158adf0fce3a345c7CAS |

[29]  K. Luder, et al. Chem. Commun. 2016, 52, 4549.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC28Xjtleqsbw%3D&md5=c10f820a6c25faf3edd5769540f3b532CAS |