Literature DB >> 25897867

A preorganized β-amino acid bearing a guanidinium side chain and its use in cell-penetrating peptides.

Yosuke Demizu1, Makoto Oba, Koyo Okitsu, Hiroko Yamashita, Takashi Misawa, Masakazu Tanaka, Masaaki Kurihara, Samuel H Gellman.   

Abstract

A cyclic β-amino acid (APC(Gu)) bearing a side-chain guanidinium group has been developed. The APC(Gu) residue was incorporated into an α/β-peptide based on the Tat(47-57) fragment, leading to an oligomer with substantial helicity in methanol that enters HeLa cells much more readily than does the corresponding Tat α-peptide.

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Year:  2015        PMID: 25897867     DOI: 10.1039/c5ob00389j

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  4 in total

1.  Thermodynamic Scale of β-Amino Acid Residue Propensities for an α-Helix-like Conformation.

Authors:  Brian F Fisher; Seong Ho Hong; Samuel H Gellman
Journal:  J Am Chem Soc       Date:  2018-07-19       Impact factor: 15.419

2.  β-Aminopeptidases: Insight into Enzymes without a Known Natural Substrate.

Authors:  Marietta John-White; James Gardiner; Priscilla Johanesen; Dena Lyras; Geoffrey Dumsday
Journal:  Appl Environ Microbiol       Date:  2019-07-18       Impact factor: 4.792

3.  Development of a Cell-penetrating Peptide that Exhibits Responsive Changes in its Secondary Structure in the Cellular Environment.

Authors:  Hiroko Yamashita; Takuma Kato; Makoto Oba; Takashi Misawa; Takayuki Hattori; Nobumichi Ohoka; Masakazu Tanaka; Mikihiko Naito; Masaaki Kurihara; Yosuke Demizu
Journal:  Sci Rep       Date:  2016-09-09       Impact factor: 4.379

Review 4.  Cell-Penetrating Peptides: Emerging Tools for mRNA Delivery.

Authors:  Hidetomo Yokoo; Makoto Oba; Satoshi Uchida
Journal:  Pharmaceutics       Date:  2021-12-29       Impact factor: 6.321

  4 in total

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