ACS Publications. Most Trusted. Most Cited. Most Read
My Activity
CONTENT TYPES

Synthesis of a New Class of Bis(thiourea)hydrazide Pseudopeptides as Potential Inhibitors of β-Sheet Aggregation

View Author Information
Department of Chemistry, Humboldt-Universität zu Berlin, 12489 Berlin, Germany
Cite this: Org. Lett. 2012, 14, 1, 330–333
Publication Date (Web):December 14, 2011
https://doi.org/10.1021/ol203074p
Copyright © 2011 American Chemical Society

    Article Views

    1574

    Altmetric

    -

    Citations

    LEARN ABOUT THESE METRICS
    Other access options
    Supporting Info (1)»

    Abstract

    Abstract Image

    The modular synthesis of a novel pseudopeptide scaffold based on a bis(thiourea)hydrazide motif is reported. This compound class is designed to display “amphifinity”, i.e. association with a peptide strand on one but not the other face of the scaffold, and hence could potentially inhibit β-sheet aggregation.

    Read this article

    To access this article, please review the available access options below.

    Get instant access

    Purchase Access

    Read this article for 48 hours. Check out below using your ACS ID or as a guest.

    Recommended

    Access through Your Institution

    You may have access to this article through your institution.

    Your institution does not have access to this content. You can change your affiliated institution below.

    Supporting Information

    ARTICLE SECTIONS
    Jump To

    Experimental procedures and compound characterization data. This material is available free of charge via the Internet at http://pubs.acs.org.

    Terms & Conditions

    Most electronic Supporting Information files are available without a subscription to ACS Web Editions. Such files may be downloaded by article for research use (if there is a public use license linked to the relevant article, that license may permit other uses). Permission may be obtained from ACS for other uses through requests via the RightsLink permission system: http://pubs.acs.org/page/copyright/permissions.html.

    Cited By

    This article is cited by 8 publications.

    1. Dong-Hao Li, Bradley D. Smith. Supramolecular Mitigation of the Cyanine Limit Problem. The Journal of Organic Chemistry 2022, 87 (9) , 5893-5903. https://doi.org/10.1021/acs.joc.2c00179
    2. Deepti Goyal, Suniba Shuaib, Sukhmani Mann, and Bhupesh Goyal . Rationally Designed Peptides and Peptidomimetics as Inhibitors of Amyloid-β (Aβ) Aggregation: Potential Therapeutics of Alzheimer’s Disease. ACS Combinatorial Science 2017, 19 (2) , 55-80. https://doi.org/10.1021/acscombsci.6b00116
    3. Ahmad Ali Shaik, Sharmeen Nishat, and Peter R. Andreana . Stereoselective Synthesis of Natural and Non-natural Thomsen-nouveau Antigens and Hydrazide Derivatives. Organic Letters 2015, 17 (11) , 2582-2585. https://doi.org/10.1021/acs.orglett.5b00512
    4. Sudeshna Ghosh, Rafat Ali, Sandeep Verma. Aβ-oligomers: A potential therapeutic target for Alzheimer's disease. International Journal of Biological Macromolecules 2023, 239 , 124231. https://doi.org/10.1016/j.ijbiomac.2023.124231
    5. Philip Ryan, Ming-ming Xu, Andrew K. Davey, Michael Kassiou, George D. Mellick, Santosh Rudrawar. O-GlcNAcylation of truncated NAC segment alters peptide-dependent effects on α-synuclein aggregation. Bioorganic Chemistry 2020, 94 , 103389. https://doi.org/10.1016/j.bioorg.2019.103389
    6. Kamal M. Dawood. Bis‐thiourea Derivatives and Their Utility in Synthesis of Mono‐heterocyclic, Bis‐heterocyclic, and Fused Heterocyclic Systems. Journal of Heterocyclic Chemistry 2019, 56 (6) , 1701-1721. https://doi.org/10.1002/jhet.3540
    7. Jian-Mei Qin, Ri-Zhen Huang, Gui-Yang Yao, Zhi-Xin Liao, Ying-Ming Pan, Heng-Shan Wang. Terminal functionalized thiourea-containing dipeptides as multidrug-resistance reversers that target 20S proteasome and cell proliferation. European Journal of Medicinal Chemistry 2017, 126 , 259-269. https://doi.org/10.1016/j.ejmech.2016.11.024
    8. Vaezeh Fathi, Sorour Ramezanpour, Saeed Balalaie, Frank Rominger, Hamid Reza Bijanzadeh. An Efficient Approach to the Synthesis of Hydrazinyl Pseudo ‐Peptides. Helvetica Chimica Acta 2014, 97 (12) , 1630-1637. https://doi.org/10.1002/hlca.201400061

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    You’ve supercharged your research process with ACS and Mendeley!

    STEP 1:
    Click to create an ACS ID

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    MENDELEY PAIRING EXPIRED
    Your Mendeley pairing has expired. Please reconnect