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  1. Article ; Online: Targeting

    Conway, Michael J / Haslitt, Douglas P / Swarts, Benjamin M

    Viruses

    2023  Volume 15, Issue 2

    Abstract: ... Aedes ... ...

    Abstract Aedes aegypti
    MeSH term(s) Animals ; Aedes ; Insecticides/pharmacology ; Zika Virus Infection ; Zika Virus ; Mosquito Vectors
    Chemical Substances Insecticides
    Language English
    Publishing date 2023-02-08
    Publishing country Switzerland
    Document type Journal Article ; Review ; Research Support, N.I.H., Extramural
    ZDB-ID 2516098-9
    ISSN 1999-4915 ; 1999-4915
    ISSN (online) 1999-4915
    ISSN 1999-4915
    DOI 10.3390/v15020469
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: Metabolic Labeling of Live Mycobacteria with Trehalose-Based Probes.

    Banahene, Nicholas / Swarts, Benjamin M

    Methods in molecular biology (Clifton, N.J.)

    2021  Volume 2314, Page(s) 385–398

    Abstract: The mycobacterial cell envelope includes a unique outer membrane, also known as the mycomembrane, which is the major defense barrier that confers intrinsic drug tolerance to Mycobacterium tuberculosis (Mtb) and related bacteria. The mycomembrane is ... ...

    Abstract The mycobacterial cell envelope includes a unique outer membrane, also known as the mycomembrane, which is the major defense barrier that confers intrinsic drug tolerance to Mycobacterium tuberculosis (Mtb) and related bacteria. The mycomembrane is typified by long-chain mycolic acids that are esterified to various acceptors, including: (1) trehalose, forming trehalose mono- and di-mycolate; (2) arabinogalactan, forming arabinogalactan-linked mycolates; and (3) in some species, protein serine residues, forming O-mycoloylated proteins. Synthetic trehalose and trehalose monomycolate analogs have been shown to specifically and metabolically incorporate into mycomembrane components, facilitating their analysis in native contexts and opening new avenues for the specific detection and therapeutic targeting of mycobacterial pathogens in complex settings. This chapter highlights trehalose-based probes that have been developed to date, briefly discusses their applications, and describes protocols for their use in mycobacteria research.
    MeSH term(s) Cell Membrane/chemistry ; Cell Membrane/metabolism ; Cell Wall/chemistry ; Cell Wall/metabolism ; Flow Cytometry/methods ; Fluorescent Dyes/chemistry ; Microscopy, Fluorescence/methods ; Molecular Imaging ; Mycobacterium tuberculosis/growth & development ; Mycobacterium tuberculosis/metabolism ; Mycolic Acids/analysis ; Mycolic Acids/metabolism ; Trehalose/chemistry
    Chemical Substances Fluorescent Dyes ; Mycolic Acids ; Trehalose (B8WCK70T7I)
    Language English
    Publishing date 2021-07-08
    Publishing country United States
    Document type Journal Article ; Research Support, N.I.H., Extramural ; Research Support, Non-U.S. Gov't ; Research Support, U.S. Gov't, Non-P.H.S.
    ISSN 1940-6029
    ISSN (online) 1940-6029
    DOI 10.1007/978-1-0716-1460-0_18
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article ; Online: Chemical probes for tagging mycobacterial lipids.

    Biegas, Kyle J / Swarts, Benjamin M

    Current opinion in chemical biology

    2021  Volume 65, Page(s) 57–65

    Abstract: Mycobacteria, which cause tuberculosis and related diseases, possess a diverse set of complex envelope lipids that provide remarkable tolerance to antibiotics and are major virulence factors that drive pathogenesis. Recently, metabolic labeling and bio- ... ...

    Abstract Mycobacteria, which cause tuberculosis and related diseases, possess a diverse set of complex envelope lipids that provide remarkable tolerance to antibiotics and are major virulence factors that drive pathogenesis. Recently, metabolic labeling and bio-orthogonal chemistry have been harnessed to develop chemical probes for tagging specific lipids in live mycobacteria, enabling a range of new basic and translational research avenues. A toolbox of probes has been developed for labeling mycolic acids and their derivatives, including trehalose-, arabinogalactan-, and protein-linked mycolates, as well as newer probes for labeling phthiocerol dimycocerosates (PDIMs) and potentially other envelope lipids. These lipid-centric tools have yielded fresh insights into mycobacterial growth and host interactions, provided new avenues for drug target discovery and characterization, and inspired innovative diagnostic and therapeutic strategies.
    MeSH term(s) Humans ; Lipids/chemistry ; Mycobacterium tuberculosis/metabolism ; Tuberculosis/microbiology
    Chemical Substances Lipids
    Language English
    Publishing date 2021-06-30
    Publishing country England
    Document type Journal Article ; Research Support, Non-U.S. Gov't ; Research Support, U.S. Gov't, Non-P.H.S. ; Review
    ZDB-ID 1439176-4
    ISSN 1879-0402 ; 1367-5931
    ISSN (online) 1879-0402
    ISSN 1367-5931
    DOI 10.1016/j.cbpa.2021.05.009
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Cologne/Königswinter

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    Jg. 1995 - 2021: Lesesall (2.OG)
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  4. Article ; Online: Chemical Reporters for Bacterial Glycans: Development and Applications.

    Banahene, Nicholas / Kavunja, Herbert W / Swarts, Benjamin M

    Chemical reviews

    2021  Volume 122, Issue 3, Page(s) 3336–3413

    Abstract: Bacteria possess an extraordinary repertoire of cell envelope glycans that have critical physiological functions. Pathogenic bacteria have glycans that are essential for growth and virulence but are absent from humans, making them high-priority targets ... ...

    Abstract Bacteria possess an extraordinary repertoire of cell envelope glycans that have critical physiological functions. Pathogenic bacteria have glycans that are essential for growth and virulence but are absent from humans, making them high-priority targets for antibiotic, vaccine, and diagnostic development. The advent of metabolic labeling with bioorthogonal chemical reporters and small-molecule fluorescent reporters has enabled the investigation and targeting of specific bacterial glycans in their native environments. These tools have opened the door to imaging glycan dynamics, assaying and inhibiting glycan biosynthesis, profiling glycoproteins and glycan-binding proteins, and targeting pathogens with diagnostic and therapeutic payload. These capabilities have been wielded in diverse commensal and pathogenic Gram-positive, Gram-negative, and mycobacterial species─including within live host organisms. Here, we review the development and applications of chemical reporters for bacterial glycans, including peptidoglycan, lipopolysaccharide, glycoproteins, teichoic acids, and capsular polysaccharides, as well as mycobacterial glycans, including trehalose glycolipids and arabinan-containing glycoconjugates. We cover in detail how bacteria-targeting chemical reporters are designed, synthesized, and evaluated, how they operate from a mechanistic standpoint, and how this information informs their judicious and innovative application. We also provide a perspective on the current state and future directions of the field, underscoring the need for interdisciplinary teams to create novel tools and extend existing tools to support fundamental and translational research on bacterial glycans.
    MeSH term(s) Bacteria/metabolism ; Cell Membrane/metabolism ; Glycoproteins ; Humans ; Lipopolysaccharides/metabolism ; Polysaccharides/chemistry
    Chemical Substances Glycoproteins ; Lipopolysaccharides ; Polysaccharides
    Language English
    Publishing date 2021-12-14
    Publishing country United States
    Document type Journal Article ; Research Support, N.I.H., Extramural ; Research Support, Non-U.S. Gov't ; Research Support, U.S. Gov't, Non-P.H.S. ; Review
    ZDB-ID 207949-5
    ISSN 1520-6890 ; 0009-2665
    ISSN (online) 1520-6890
    ISSN 0009-2665
    DOI 10.1021/acs.chemrev.1c00729
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Bonn / Germany

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  5. Article: Chemical Reporters for Bacterial Glycans: Development and Applications

    Banahene, Nicholas / Kavunja, Herbert W. / Swarts, Benjamin M.

    Chemical reviews. 2021 Dec. 14, v. 122, no. 3

    2021  

    Abstract: Bacteria possess an extraordinary repertoire of cell envelope glycans that have critical physiological functions. Pathogenic bacteria have glycans that are essential for growth and virulence but are absent from humans, making them high-priority targets ... ...

    Abstract Bacteria possess an extraordinary repertoire of cell envelope glycans that have critical physiological functions. Pathogenic bacteria have glycans that are essential for growth and virulence but are absent from humans, making them high-priority targets for antibiotic, vaccine, and diagnostic development. The advent of metabolic labeling with bioorthogonal chemical reporters and small-molecule fluorescent reporters has enabled the investigation and targeting of specific bacterial glycans in their native environments. These tools have opened the door to imaging glycan dynamics, assaying and inhibiting glycan biosynthesis, profiling glycoproteins and glycan-binding proteins, and targeting pathogens with diagnostic and therapeutic payload. These capabilities have been wielded in diverse commensal and pathogenic Gram-positive, Gram-negative, and mycobacterial species─including within live host organisms. Here, we review the development and applications of chemical reporters for bacterial glycans, including peptidoglycan, lipopolysaccharide, glycoproteins, teichoic acids, and capsular polysaccharides, as well as mycobacterial glycans, including trehalose glycolipids and arabinan-containing glycoconjugates. We cover in detail how bacteria-targeting chemical reporters are designed, synthesized, and evaluated, how they operate from a mechanistic standpoint, and how this information informs their judicious and innovative application. We also provide a perspective on the current state and future directions of the field, underscoring the need for interdisciplinary teams to create novel tools and extend existing tools to support fundamental and translational research on bacterial glycans.
    Keywords antibiotics ; biosynthesis ; fluorescence ; glycolipids ; glycoproteins ; lipopolysaccharides ; peptidoglycans ; therapeutics ; trehalose ; vaccines ; virulence
    Language English
    Dates of publication 2021-1214
    Size p. 3336-3413.
    Publishing place American Chemical Society
    Document type Article
    ZDB-ID 207949-5
    ISSN 1520-6890 ; 0009-2665
    ISSN (online) 1520-6890
    ISSN 0009-2665
    DOI 10.1021/acs.chemrev.1c00729
    Database NAL-Catalogue (AGRICOLA)

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    In stock of ZB MED Bonn / Germany

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  6. Article ; Online: Immune Targeting of Mycobacteria through Cell Surface Glycan Engineering.

    Dzigba, Priscilla / Rylski, Adrian K / Angera, Isaac J / Banahene, Nicholas / Kavunja, Herbert W / Greenlee-Wacker, Mallary C / Swarts, Benjamin M

    ACS chemical biology

    2023  Volume 18, Issue 7, Page(s) 1548–1556

    Abstract: Mycobacteria and other organisms in the order Mycobacteriales cause a range of significant human diseases, including tuberculosis, leprosy, diphtheria, Buruli ulcer, and non-tuberculous mycobacterial (NTM) disease. However, the intrinsic drug tolerance ... ...

    Abstract Mycobacteria and other organisms in the order Mycobacteriales cause a range of significant human diseases, including tuberculosis, leprosy, diphtheria, Buruli ulcer, and non-tuberculous mycobacterial (NTM) disease. However, the intrinsic drug tolerance engendered by the mycobacterial cell envelope undermines conventional antibiotic treatment and contributes to acquired drug resistance. Motivated by the need to augment antibiotics with novel therapeutic approaches, we developed a strategy to specifically decorate mycobacterial cell surface glycans with antibody-recruiting molecules (ARMs), which flag bacteria for binding to human-endogenous antibodies that enhance macrophage effector functions. Mycobacterium-specific ARMs consisting of a trehalose targeting moiety and a dinitrophenyl hapten (Tre-DNPs) were synthesized and shown to specifically incorporate into outer-membrane glycolipids of
    MeSH term(s) Humans ; Trehalose ; Mycobacterium ; Mycobacterium smegmatis ; Cell Membrane ; Tuberculosis ; Mycobacterium tuberculosis/chemistry
    Chemical Substances Trehalose (B8WCK70T7I)
    Language English
    Publishing date 2023-06-12
    Publishing country United States
    Document type Journal Article ; Research Support, U.S. Gov't, Non-P.H.S. ; Research Support, N.I.H., Extramural
    ISSN 1554-8937
    ISSN (online) 1554-8937
    DOI 10.1021/acschembio.3c00155
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  7. Article ; Online: Chemical remodeling of the mycomembrane with chain-truncated lipids sensitizes mycobacteria to rifampicin.

    Gaidhane, Ishani V / Biegas, Kyle J / Erickson, Helen E / Agarwal, Prachi / Chhonker, Yashpal S / Ronning, Donald R / Swarts, Benjamin M

    Chemical communications (Cambridge, England)

    2023  Volume 59, Issue 93, Page(s) 13859–13862

    Abstract: The outer mycomembrane ... ...

    Abstract The outer mycomembrane of
    MeSH term(s) Rifampin/pharmacology ; Cell Membrane/chemistry ; Cell Wall ; Mycobacterium tuberculosis/chemistry ; Lipids/analysis
    Chemical Substances Rifampin (VJT6J7R4TR) ; Lipids
    Language English
    Publishing date 2023-11-21
    Publishing country England
    Document type Journal Article
    ZDB-ID 1472881-3
    ISSN 1364-548X ; 1359-7345 ; 0009-241X
    ISSN (online) 1364-548X
    ISSN 1359-7345 ; 0009-241X
    DOI 10.1039/d3cc02364h
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  8. Article ; Online: Azido Inositol Probes Enable Metabolic Labeling of Inositol-Containing Glycans and Reveal an Inositol Importer in Mycobacteria.

    Hodges, Heather / Obeng, Kwaku / Avanzi, Charlotte / Ausmus, Alex P / Angala, Shiva Kumar / Kalera, Karishma / Palcekova, Zuzana / Swarts, Benjamin M / Jackson, Mary

    ACS chemical biology

    2023  Volume 18, Issue 3, Page(s) 595–604

    Abstract: Bacteria from the ... ...

    Abstract Bacteria from the genus
    MeSH term(s) Humans ; Mycobacterium/chemistry ; Lipopolysaccharides/metabolism ; Polysaccharides/metabolism ; Phosphatidylinositols/metabolism ; Inositol/chemistry ; Glycolipids/metabolism ; Mycobacterium tuberculosis/metabolism
    Chemical Substances Lipopolysaccharides ; inositol-glycan ; Polysaccharides ; Phosphatidylinositols ; Inositol (4L6452S749) ; Glycolipids
    Language English
    Publishing date 2023-03-01
    Publishing country United States
    Document type Journal Article ; Research Support, N.I.H., Extramural ; Research Support, U.S. Gov't, Non-P.H.S. ; Research Support, Non-U.S. Gov't
    ISSN 1554-8937
    ISSN (online) 1554-8937
    DOI 10.1021/acschembio.2c00912
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  9. Article ; Online: Targeting

    Kalera, Karishma / Liu, Rachel / Lim, Juhyeon / Pathirage, Rasangi / Swanson, Daniel H / Johnson, Ulysses G / Stothard, Alicyn I / Lee, Jae Jin / Poston, Anne W / Woodruff, Peter J / Ronning, Donald R / Eoh, Hyungjin / Swarts, Benjamin M

    ACS infectious diseases

    2024  Volume 10, Issue 4, Page(s) 1391–1404

    Abstract: Tuberculosis (TB), caused ... ...

    Abstract Tuberculosis (TB), caused by
    MeSH term(s) Humans ; Mycobacterium tuberculosis/metabolism ; Trehalose/chemistry ; Trehalose/metabolism ; Cryoelectron Microscopy ; Tuberculosis/microbiology ; Catalysis
    Chemical Substances Trehalose (B8WCK70T7I)
    Language English
    Publishing date 2024-03-14
    Publishing country United States
    Document type Journal Article
    ISSN 2373-8227
    ISSN (online) 2373-8227
    DOI 10.1021/acsinfecdis.4c00138
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  10. Article ; Online: Chemical Proteomics Strategies for Analyzing Protein Lipidation Reveal the Bacterial

    Banahene, Nicholas / Peters-Clarke, Trenton M / Biegas, Kyle J / Shishkova, Evgenia / Hart, Elizabeth M / McKitterick, Amelia C / Kambitsis, Nikolas H / Johnson, Ulysses G / Bernhardt, Thomas G / Coon, Joshua J / Swarts, Benjamin M

    Journal of the American Chemical Society

    2024  Volume 146, Issue 17, Page(s) 12138–12154

    Abstract: Protein lipidation dynamically controls protein localization and function within cellular membranes. A unique form of ... ...

    Abstract Protein lipidation dynamically controls protein localization and function within cellular membranes. A unique form of protein
    MeSH term(s) Proteomics/methods ; Bacterial Proteins/metabolism ; Bacterial Proteins/chemistry ; Corynebacterium glutamicum/metabolism ; Corynebacterium glutamicum/chemistry ; Mycolic Acids/metabolism ; Mycolic Acids/chemistry ; Tandem Mass Spectrometry ; Chromatography, Liquid ; Acylation ; Click Chemistry
    Chemical Substances Bacterial Proteins ; Mycolic Acids
    Language English
    Publishing date 2024-04-18
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't ; Research Support, N.I.H., Extramural
    ZDB-ID 3155-0
    ISSN 1520-5126 ; 0002-7863
    ISSN (online) 1520-5126
    ISSN 0002-7863
    DOI 10.1021/jacs.4c02278
    Database MEDical Literature Analysis and Retrieval System OnLINE

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