Literature DB >> 26945679

γ-AApeptides as a New Class of Peptidomimetics.

Peng Teng1, Yan Shi1, Peng Sang1, Jianfeng Cai2.   

Abstract

Sequence-specific peptidomimetics are molecules that mimic the structure and function of peptides and proteins. With new backbones and molecular frameworks, peptidomimetics are of considerable interest in addressing challenges encountered in chemical biology and biomedical sciences. Based on the γ-PNA backbone, a new class of peptidomimetics - "γ-AApeptides" were recently developed. Both linear and cyclic γ-AApeptides can be synthesized with high efficiency. Compared with α-peptides, γ-AApeptides are resistant to enzymatic degradation, and amendable to diversification with a variety of chemical groups. Moreover, they could mimic primary and secondary structure, as well as the function of peptides, and show promise in biological applications, such as the development of new agents combating bacteria, cancer, and Alzheimer's disease. A few research outcomes of γ-AApeptides are highlighted in this Concept article, and a future perspective is also proposed.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  anti-Aβ aggregation; antimicrobial; combinatorial chemistry; folding; peptides; peptidomimetics

Mesh:

Substances:

Year:  2016        PMID: 26945679      PMCID: PMC4955406          DOI: 10.1002/chem.201504936

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  21 in total

1.  Cellular translocation of a γ-AApeptide mimetic of Tat peptide.

Authors:  Youhong Niu; Ge Bai; Haifan Wu; Rongsheng E Wang; Qiao Qiao; Shruti Padhee; Robert Buzzeo; Chuanhai Cao; Jianfeng Cai
Journal:  Mol Pharm       Date:  2012-04-16       Impact factor: 4.939

Review 2.  Cationic host defense (antimicrobial) peptides.

Authors:  Kelly L Brown; Robert E W Hancock
Journal:  Curr Opin Immunol       Date:  2005-12-06       Impact factor: 7.486

Review 3.  Antibacterial peptides for therapeutic use: obstacles and realistic outlook.

Authors:  Alexandra K Marr; William J Gooderham; Robert Ew Hancock
Journal:  Curr Opin Pharmacol       Date:  2006-08-04       Impact factor: 5.547

Review 4.  Foldamers as versatile frameworks for the design and evolution of function.

Authors:  Catherine M Goodman; Sungwook Choi; Scott Shandler; William F DeGrado
Journal:  Nat Chem Biol       Date:  2007-05       Impact factor: 15.040

Review 5.  AApeptides as a new class of antimicrobial agents.

Authors:  Youhong Niu; Haifan Wu; Yaqiong Li; Yaogang Hu; Shruti Padhee; Qi Li; Chuanhai Cao; Jianfeng Cai
Journal:  Org Biomol Chem       Date:  2013-05-31       Impact factor: 3.876

6.  The synthesis of head-to-tail cyclic sulfono-γ-AApeptides.

Authors:  Haifan Wu; Fengyu She; Wenyang Gao; Austin Prince; Yaqiong Li; Lulu Wei; Allison Mercer; Lukasz Wojtas; Shengqian Ma; Jianfeng Cai
Journal:  Org Biomol Chem       Date:  2015-01-21       Impact factor: 3.876

Review 7.  Recent development of small antimicrobial peptidomimetics.

Authors:  Youhong Niu; Rongsheng E Wang; Haifan Wu; Jianfeng Cai
Journal:  Future Med Chem       Date:  2012-09       Impact factor: 3.808

8.  γ-AApeptides bind to RNA by mimicking RNA-binding proteins.

Authors:  Youhong Niu; Alisha Jonesy Jones; Haifan Wu; Gabriele Varani; Jianfeng Cai
Journal:  Org Biomol Chem       Date:  2011-08-08       Impact factor: 3.876

9.  Radiolabeled γ-AApeptides: a new class of tracers for positron emission tomography.

Authors:  Yunan Yang; Youhong Niu; Hao Hong; Haifan Wu; Yin Zhang; Jonathan W Engle; Todd E Barnhart; Jianfeng Cai; Weibo Cai
Journal:  Chem Commun (Camb)       Date:  2012-07-02       Impact factor: 6.222

10.  Lipidated cyclic γ-AApeptides display both antimicrobial and anti-inflammatory activity.

Authors:  Yaqiong Li; Christina Smith; Haifan Wu; Shruti Padhee; Namitha Manoj; Joseph Cardiello; Qiao Qiao; Chuanhai Cao; Hang Yin; Jianfeng Cai
Journal:  ACS Chem Biol       Date:  2013-11-01       Impact factor: 5.100

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  25 in total

1.  De Novo Left-Handed Synthetic Peptidomimetic Foldamers.

Authors:  Fengyu She; Peng Teng; Alfredo Peguero-Tejada; Minghui Wang; Ning Ma; Timothy Odom; Mi Zhou; Erald Gjonaj; Lukasz Wojtas; Arjan van der Vaart; Jianfeng Cai
Journal:  Angew Chem Int Ed Engl       Date:  2018-07-03       Impact factor: 15.336

2.  Polycarbonates with Potent and Selective Antimicrobial Activity toward Gram-Positive Bacteria.

Authors:  Alekhya Nimmagadda; Xuan Liu; Peng Teng; Ma Su; Yaqiong Li; Qiao Qiao; Nawal K Khadka; Xiaoting Sun; Jianjun Pan; Hai Xu; Qi Li; Jianfeng Cai
Journal:  Biomacromolecules       Date:  2016-12-08       Impact factor: 6.988

3.  Antibacterial activity of lipo-α/sulfono-γ-AA hybrid peptides.

Authors:  Lulu Wei; Minghui Wang; Ruixuan Gao; Rojin Fatirkhorani; Jianfeng Cai
Journal:  Eur J Med Chem       Date:  2019-11-19       Impact factor: 6.514

4.  Right-Handed Helical Foldamers Consisting of De Novo d-AApeptides.

Authors:  Peng Teng; Ning Ma; Darrell Cole Cerrato; Fengyu She; Timothy Odom; Xiang Wang; Li-June Ming; Arjan van der Vaart; Lukasz Wojtas; Hai Xu; Jianfeng Cai
Journal:  J Am Chem Soc       Date:  2017-05-16       Impact factor: 15.419

5.  Bulky Dehydroamino Acids Enhance Proteolytic Stability and Folding in β-Hairpin Peptides.

Authors:  Ankur Jalan; David W Kastner; Kei G I Webber; Mason S Smith; Joshua L Price; Steven L Castle
Journal:  Org Lett       Date:  2017-09-14       Impact factor: 6.005

6.  Rational Design and Synthesis of Right-Handed d-Sulfono-γ-AApeptide Helical Foldamers as Potent Inhibitors of Protein-Protein Interactions.

Authors:  Peng Sang; Yan Shi; Pirada Higbee; Minghui Wang; Sami Abdulkadir; Junhao Lu; Gary Daughdrill; Jiandong Chen; Jianfeng Cai
Journal:  J Org Chem       Date:  2020-08-02       Impact factor: 4.354

7.  Aggregation-Induced Emissive and Circularly Polarized Homogeneous Sulfono-γ-AApeptide Foldamers.

Authors:  Yan Shi; Peng Sang; Guangqiang Yin; Ruixuan Gao; Xiao Liang; Robert Brzozowski; Timothy Odom; Prahathees Eswara; Youxuan Zheng; Xiaopeng Li; Jianfeng Cai
Journal:  Adv Opt Mater       Date:  2020-04-20       Impact factor: 9.926

8.  Small Antimicrobial Agents Based on Acylated Reduced Amide Scaffold.

Authors:  Peng Teng; Da Huo; Alekhya Nimmagadda; Jianfeng Wu; Fengyu She; Ma Su; Xiaoyang Lin; Jiyu Yan; Annie Cao; Chuanwu Xi; Yong Hu; Jianfeng Cai
Journal:  J Med Chem       Date:  2016-08-25       Impact factor: 7.446

Review 9.  γ-AApeptides as a New Strategy for Therapeutic Development.

Authors:  Alekhya Nimmagadda; Yan Shi; Jianfeng Cai
Journal:  Curr Med Chem       Date:  2019       Impact factor: 4.530

10.  One-Bead-Two-Compound Thioether Bridged Macrocyclic γ-AApeptide Screening Library against EphA2.

Authors:  Yan Shi; Sridevi Challa; Peng Sang; Fengyu She; Chunpu Li; Geoffrey M Gray; Alekhya Nimmagadda; Peng Teng; Timothy Odom; Yan Wang; Arjan van der Vaart; Qi Li; Jianfeng Cai
Journal:  J Med Chem       Date:  2017-11-14       Impact factor: 7.446

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