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  1. Article ; Online: Development of a bis-pyrene phospholipid probe for fluorometric detection of phospholipase A

    Sagar, Ruhani / Lou, Jinchao / Best, Michael D

    Bioorganic & medicinal chemistry

    2023  Volume 87, Page(s) 117301

    Abstract: In this work, we report the design, synthesis, and application of a bis-pyrene phospholipid probe for detection of phospholipase ... ...

    Abstract In this work, we report the design, synthesis, and application of a bis-pyrene phospholipid probe for detection of phospholipase A
    MeSH term(s) Hydrolysis ; Phospholipases/analysis ; Phospholipases A2/chemistry ; Phospholipids ; Pyrenes
    Chemical Substances Phospholipases (EC 3.1.-) ; Phospholipases A2 (EC 3.1.1.4) ; Phospholipids ; pyrene (9E0T7WFW93) ; Pyrenes ; 4-bromophenacyl bromide (PN0FRW1G4Z) ; p-bromo phenacylbromide
    Language English
    Publishing date 2023-04-30
    Publishing country England
    Document type Journal Article ; Research Support, N.I.H., Extramural
    ZDB-ID 1161284-8
    ISSN 1464-3391 ; 0968-0896
    ISSN (online) 1464-3391
    ISSN 0968-0896
    DOI 10.1016/j.bmc.2023.117301
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Cologne/Königswinter

    Zs.A 3815: Show issues Location:
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    Jg. 1995 - 2021: Lesesall (2.OG)
    ab Jg. 2022: Lesesaal (EG)

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  2. Article ; Online: Probing Glycerolipid Metabolism using a Caged Clickable Glycerol-3-Phosphate Probe.

    Lou, Jinchao / Ancajas, Christelle F / Zhou, Yue / Lane, Nicolas S / Reynolds, Todd B / Best, Michael D

    Chembiochem : a European journal of chemical biology

    2024  , Page(s) e202300853

    Abstract: In this study, we present the probe SATE-G3P-N3 as a novel tool for metabolic labeling of glycerolipids (GLs) to investigate lipid metabolism in yeast cells. By introducing a clickable azide handle onto the glycerol backbone, this probe enables general ... ...

    Abstract In this study, we present the probe SATE-G3P-N3 as a novel tool for metabolic labeling of glycerolipids (GLs) to investigate lipid metabolism in yeast cells. By introducing a clickable azide handle onto the glycerol backbone, this probe enables general labeling of glycerolipids. Additionally, this probe contains a caged phosphate moiety at the glycerol sn-3 position to not only facilitate probe uptake by masking negative charge but also to bypass the phosphorylation step crucial for initiating phospholipid synthesis, thereby enhancing phospholipid labeling. The metabolic labeling activity of the probe was thoroughly assessed through cellular fluorescence microscopy, mass spectrometry (MS), and thin-layer chromatography (TLC) experiments. Fluorescence microscopy analysis demonstrated successful incorporation of the probe into yeast cells, with labeling predominantly localized at the plasma membrane. LCMS analysis confirmed metabolic labeling of various phospholipid species (PC, PS, PA, PI, and PG) and neutral lipids (MAG, DAG, and TAG), and GL labeling was corroborated by TLC. These results showcased the potential of the SATE-G3P-N3 probe in studying GL metabolism, offering a versatile and valuable approach to explore the intricate dynamics of lipids in yeast cells.
    Language English
    Publishing date 2024-05-05
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 2020469-3
    ISSN 1439-7633 ; 1439-4227
    ISSN (online) 1439-7633
    ISSN 1439-4227
    DOI 10.1002/cbic.202300853
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  3. Article: Liposome triggered content release through molecular recognition of inositol trisphosphate

    Bottcher, Sydney E. / Lou, Jinchao / Best, Michael D.

    Chemical communications. 2022 Apr. 5, v. 58, no. 28

    2022  

    Abstract: A stimuli-responsive liposomal platform that is selectively activated by inositol 1,4,5-trisphosphate (IP₃) over eleven other phosphorylated metabolites is reported. Dye release assays validated dose-dependent release of both hydrophilic and hydrophobic ... ...

    Abstract A stimuli-responsive liposomal platform that is selectively activated by inositol 1,4,5-trisphosphate (IP₃) over eleven other phosphorylated metabolites is reported. Dye release assays validated dose-dependent release of both hydrophilic and hydrophobic cargo driven by IP₃, showcasing the potential of this platform for triggered release and sensing applications.
    Keywords dose response ; dyes ; hydrophilicity ; hydrophobicity ; inositols ; metabolites
    Language English
    Dates of publication 2022-0405
    Size p. 4520-4523.
    Publishing place The Royal Society of Chemistry
    Document type Article
    ZDB-ID 1472881-3
    ISSN 1364-548X ; 1359-7345 ; 0009-241X
    ISSN (online) 1364-548X
    ISSN 1359-7345 ; 0009-241X
    DOI 10.1039/d2cc00951j
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  4. Article ; Online: Copper-responsive liposomes for triggered cargo release employing a picolinamide-lipid conjugate.

    Sagar, Ruhani / Jaremba, Emily A / Lou, Jinchao / Best, Michael D

    Organic & biomolecular chemistry

    2023  Volume 21, Issue 5, Page(s) 955–959

    Abstract: In this work, we report triggered content release from liposomes brought about by copper chelation to a synthetic lipid switch containing a picolinamide headgroup. Fluorescence-based dye-leakage assays showcase release of carboxyfluorescein dye cargo ... ...

    Abstract In this work, we report triggered content release from liposomes brought about by copper chelation to a synthetic lipid switch containing a picolinamide headgroup. Fluorescence-based dye-leakage assays showcase release of carboxyfluorescein dye cargo upon copper treatment and control of liposomal release based on copper abundance. Our results additionally show that this platform is selective for copper and is accompanied by significant changes to liposome properties upon treatment with this ion.
    MeSH term(s) Liposomes ; Copper ; Picolinic Acids ; Fluorescent Dyes ; Lipids
    Chemical Substances Liposomes ; picolinamide (I3550CCL59) ; Copper (789U1901C5) ; Picolinic Acids ; Fluorescent Dyes ; Lipids
    Language English
    Publishing date 2023-02-01
    Publishing country England
    Document type Journal Article ; Research Support, U.S. Gov't, Non-P.H.S.
    ZDB-ID 2097583-1
    ISSN 1477-0539 ; 1477-0520
    ISSN (online) 1477-0539
    ISSN 1477-0520
    DOI 10.1039/d2ob01977a
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  5. Article ; Online: Development of GTP-responsive liposomes by exchanging the metal-DPA binding site in a synthetic lipid switch.

    Lou, Jinchao / Hudson, Macy M / Ancajas, Christelle F / Best, Michael D

    Chemical communications (Cambridge, England)

    2023  Volume 59, Issue 22, Page(s) 3285–3288

    Abstract: We report stimuli-responsive liposomes that selectively release encapsulated contents upon treatment with guanosine triphosphate (GTP) over a wide variety of phosphorylated metabolites, validated by fluorescence-based leakage assays. Significant changes ... ...

    Abstract We report stimuli-responsive liposomes that selectively release encapsulated contents upon treatment with guanosine triphosphate (GTP) over a wide variety of phosphorylated metabolites, validated by fluorescence-based leakage assays. Significant changes in liposome self-assembly properties were also observed. Our results showcase the potential of this platform for triggered release applications.
    MeSH term(s) Liposomes/chemistry ; Lipids/chemistry ; Binding Sites
    Chemical Substances Liposomes ; Lipids
    Language English
    Publishing date 2023-03-14
    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/d3cc00288h
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  6. Article ; Online: Liposome triggered content release through molecular recognition of inositol trisphosphate.

    Bottcher, Sydney E / Lou, Jinchao / Best, Michael D

    Chemical communications (Cambridge, England)

    2022  Volume 58, Issue 28, Page(s) 4520–4523

    Abstract: A stimuli-responsive liposomal platform that is selectively activated by inositol 1,4,5-trisphosphate ( ... ...

    Abstract A stimuli-responsive liposomal platform that is selectively activated by inositol 1,4,5-trisphosphate (IP
    MeSH term(s) Calcium/metabolism ; Inositol 1,4,5-Trisphosphate/metabolism ; Inositol Phosphates ; Liposomes
    Chemical Substances Inositol Phosphates ; Liposomes ; Inositol 1,4,5-Trisphosphate (85166-31-0) ; Calcium (SY7Q814VUP)
    Language English
    Publishing date 2022-04-05
    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/d2cc00951j
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  7. Article ; Online: Metabolite-Responsive Liposomes Employing Synthetic Lipid Switches Driven by Molecular Recognition Principles.

    Lou, Jinchao / Sagar, Ruhani / Best, Michael D

    Accounts of chemical research

    2022  Volume 55, Issue 20, Page(s) 2882–2891

    Abstract: ConspectusThe ability to exert control over lipid properties, including structure, charge, function, and self-assembly characteristics is a powerful tool that can be implemented to achieve a wide range of biomedical applications. Examples in this arena ... ...

    Abstract ConspectusThe ability to exert control over lipid properties, including structure, charge, function, and self-assembly characteristics is a powerful tool that can be implemented to achieve a wide range of biomedical applications. Examples in this arena include the development of caged lipids for controlled activation of signaling properties, metabolic labeling strategies for tracking lipid biosynthesis, lipid activity probes for identifying cognate binding partners, approaches for
    MeSH term(s) Adenosine Triphosphate ; Calcium/chemistry ; Inositol ; Lipids/chemistry ; Liposomes/chemistry ; Zinc
    Chemical Substances Lipids ; Liposomes ; Inositol (4L6452S749) ; Adenosine Triphosphate (8L70Q75FXE) ; Zinc (J41CSQ7QDS) ; Calcium (SY7Q814VUP)
    Language English
    Publishing date 2022-09-29
    Publishing country United States
    Document type Journal Article
    ZDB-ID 1483291-4
    ISSN 1520-4898 ; 0001-4842
    ISSN (online) 1520-4898
    ISSN 0001-4842
    DOI 10.1021/acs.accounts.2c00446
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  8. Article ; Online: Sticking the Landing: Enhancing Liposomal Cell Delivery using Reversible Covalent Chemistry and Caged Targeting Groups.

    Lou, Jinchao / Qualls, Megan L / Best, Michael D

    Chembiochem : a European journal of chemical biology

    2022  Volume 24, Issue 2, Page(s) e202200436

    Abstract: Liposomes are highly effective nanocarriers for encapsulating and delivering a wide range of therapeutic cargo. While advancements in liposome design have improved several pharmacological characteristics, an important area that would benefit from further ...

    Abstract Liposomes are highly effective nanocarriers for encapsulating and delivering a wide range of therapeutic cargo. While advancements in liposome design have improved several pharmacological characteristics, an important area that would benefit from further progress involves cellular targeting and entry. In this concept article, we will focus on recent progress utilizing strategies including reversible covalent bonding and caging groups to activate liposomal cell entry. These approaches take advantage of advancements that have been made in complementary fields including molecular sensing and chemical biology and direct this technology toward controlling liposome cell delivery properties. The decoration of liposomes with groups including boronic acids and cyclic disulfides is presented as a means for driving delivery through reaction with functional groups on cell surfaces. Additionally, caging groups can be exploited to activate cell delivery only upon encountering a target stimulus. These approaches provide promising new avenues for controlling cell delivery in the development of next-generation liposomal therapeutic nanocarriers.
    MeSH term(s) Liposomes/chemistry ; Drug Delivery Systems ; Drug Carriers/chemistry ; Cell Membrane ; Disulfides
    Chemical Substances Liposomes ; Drug Carriers ; Disulfides
    Language English
    Publishing date 2022-10-18
    Publishing country Germany
    Document type Journal Article ; Research Support, N.I.H., Extramural ; Research Support, U.S. Gov't, Non-P.H.S.
    ZDB-ID 2020469-3
    ISSN 1439-7633 ; 1439-4227
    ISSN (online) 1439-7633
    ISSN 1439-4227
    DOI 10.1002/cbic.202200436
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  9. Article ; Online: Reactive Oxygen Species-Responsive Liposomes via Boronate-Caged Phosphatidylethanolamine.

    Lou, Jinchao / Best, Michael D

    Bioconjugate chemistry

    2020  Volume 31, Issue 9, Page(s) 2220–2230

    Abstract: Liposomes have proven to be effective nanocarriers due to their ability to encapsulate and deliver a wide variety of therapeutic cargo. A key goal of liposome research is to enhance control over content release at diseased sites. Though a number of ... ...

    Abstract Liposomes have proven to be effective nanocarriers due to their ability to encapsulate and deliver a wide variety of therapeutic cargo. A key goal of liposome research is to enhance control over content release at diseased sites. Though a number of stimuli have been explored for triggering liposomal release, reactive oxygen species (ROS), which have received significantly less attention, provide excellent targets due to their key roles in biology and overabundance in diseased cells. Here, we report a ROS-responsive liposome platform through the inclusion of lipid
    MeSH term(s) Boron Compounds/chemistry ; Delayed-Action Preparations/chemistry ; Fluorescent Dyes/administration & dosage ; Indolequinones/chemistry ; Liposomes/chemistry ; Phosphatidylethanolamines/chemistry ; Reactive Oxygen Species/chemistry
    Chemical Substances Boron Compounds ; Delayed-Action Preparations ; Fluorescent Dyes ; Indolequinones ; Liposomes ; Phosphatidylethanolamines ; Reactive Oxygen Species ; quinone methide (138230-21-4) ; dioleoyl phosphatidylethanolamine (2462-63-7)
    Language English
    Publishing date 2020-09-02
    Publishing country United States
    Document type Journal Article ; Research Support, U.S. Gov't, Non-P.H.S.
    ZDB-ID 1024041-x
    ISSN 1520-4812 ; 1043-1802
    ISSN (online) 1520-4812
    ISSN 1043-1802
    DOI 10.1021/acs.bioconjchem.0c00397
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Cologne/Königswinter

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  10. Article ; Online: Strategies for altering lipid self-assembly to trigger liposome cargo release.

    Lou, Jinchao / Best, Michael D

    Chemistry and physics of lipids

    2020  Volume 232, Page(s) 104966

    Abstract: While liposomes have proven to be effective drug delivery nanocarriers, their therapeutic attributes could be improved through the development of clinically viable triggered release strategies in which encapsulated drug contents could be selectively ... ...

    Abstract While liposomes have proven to be effective drug delivery nanocarriers, their therapeutic attributes could be improved through the development of clinically viable triggered release strategies in which encapsulated drug contents could be selectively released at the sites of diseased cells. As such, a significant amount of research has been reported involving the development of stimuli-responsive liposomes and a broad range of strategies have been explored for driving content release. These have included the introduction of trigger groups at either the lipid headgroup or within the acyl chains that alter lipid self-assembly properties of known lipids as well as the rational design of lipid analogs programed to undergo conformational changes induced by events such as binding interactions. This review article describes advances in the design of stimuli-responsive liposome strategies with an eye towards emerging trends in the field.
    MeSH term(s) Acylation ; Drug Design ; Drug Liberation ; Lipids/chemistry ; Liposomes ; Molecular Conformation
    Chemical Substances Lipids ; Liposomes
    Language English
    Publishing date 2020-09-01
    Publishing country Ireland
    Document type Journal Article ; Research Support, Non-U.S. Gov't ; Research Support, U.S. Gov't, Non-P.H.S.
    ZDB-ID 213869-4
    ISSN 1873-2941 ; 0009-3084
    ISSN (online) 1873-2941
    ISSN 0009-3084
    DOI 10.1016/j.chemphyslip.2020.104966
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    In stock of ZB MED Cologne/Königswinter

    Zs.A 804: Show issues Location:
    Je nach Verfügbarkeit (siehe Angabe bei Bestand)
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