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  1. Article: Advances in Selected Heterocyclization Methods.

    Rivas, Mónica / Gevorgyan, Vladimir

    Synlett : accounts and rapid communications in synthetic organic chemistry

    2023  Volume 34, Issue 13, Page(s) 1554–1562

    Abstract: This Account summarizes efforts in our group toward synthesis of heterocycles in the past decade. Selected examples of transannulative heterocyclizations, intermediate construction of reactive ... ...

    Abstract This Account summarizes efforts in our group toward synthesis of heterocycles in the past decade. Selected examples of transannulative heterocyclizations, intermediate construction of reactive compounds
    Language English
    Publishing date 2023-03-10
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 2042012-2
    ISSN 1437-2096 ; 0936-5214
    ISSN (online) 1437-2096
    ISSN 0936-5214
    DOI 10.1055/s-0042-1751429
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article: Advances in Selected Heterocyclization Methods

    Rivas, Mónica / Gevorgyan, Vladimir

    Synlett

    2023  Volume 34, Issue 13, Page(s) 1554–1562

    Abstract: This Account summarizes efforts in our group toward synthesis of heterocycles in the past decade. Selected examples of transannulative heterocyclizations, intermediate construction of reactive compounds en route to these important motifs, and newer ... ...

    Abstract This Account summarizes efforts in our group toward synthesis of heterocycles in the past decade. Selected examples of transannulative heterocyclizations, intermediate construction of reactive compounds en route to these important motifs, and newer developments of a radical approach are outlined. 1

    Introduction 2

    Transannulative Heterocyclization 2.1

    Rhodium-Catalyzed Transannulative Heterocyclization 2.2

    Copper-Catalyzed Transannulative Heterocyclization 3

    Synthesis of Heterocycles from Reactive Precursors 3.1

    Synthesis of Heterocycles from Diazo Compounds 3.2

    Synthesis of Heterocycles from Alkynones 4

    Radical Heterocyclization 4.1

    Light-Induced Radical Heterocyclization 4.2

    Light-Free Radical Heterocyclization 7

    Conclusion
    Keywords transannulative heterocyclization ; heterocycles ; radical heterocyclization ; transition-metal-catalyzed heterocyclization.
    Language English
    Publishing date 2023-03-10
    Publisher Georg Thieme Verlag KG
    Publishing place Stuttgart ; New York
    Document type Article
    ZDB-ID 2042012-2
    ISSN 1437-2096 ; 0936-5214
    ISSN (online) 1437-2096
    ISSN 0936-5214
    DOI 10.1055/s-0042-1751429
    Database Thieme publisher's database

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  3. Article: Recent advances in visible light-induced C(

    Rivas, Mónica / Palchykov, Vitalii / Jia, Xiangqing / Gevorgyan, Vladimir

    Nature reviews. Chemistry

    2022  Volume 6, Issue 8, Page(s) 544–561

    Abstract: Synthetic chemists have long focused on selective C( ...

    Abstract Synthetic chemists have long focused on selective C(
    Language English
    Publishing date 2022-07-11
    Publishing country England
    Document type Journal Article
    ISSN 2397-3358
    ISSN 2397-3358
    DOI 10.1038/s41570-022-00403-8
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article ; Online: One-Pot Formal Carboradiofluorination of Alkenes: A Toolkit for Positron Emission Tomography Imaging Probe Development.

    Rivas, Mónica / Debnath, Sashi / Giri, Sachin / Noffel, Yusuf M / Sun, Xiankai / Gevorgyan, Vladimir

    Journal of the American Chemical Society

    2023  Volume 145, Issue 35, Page(s) 19265–19273

    Abstract: We report the first one-pot formal alkene carboradiofluorination reaction employing easily accessible alkenes as both prosthetic group precursors and coupling partners. The methodology features rapid sequential Markovnikov-selective iodofluorination and ... ...

    Abstract We report the first one-pot formal alkene carboradiofluorination reaction employing easily accessible alkenes as both prosthetic group precursors and coupling partners. The methodology features rapid sequential Markovnikov-selective iodofluorination and photoinduced Pd(0/I/II)-catalyzed alkyl Heck reaction as a mild and robust fluorine-18 (
    MeSH term(s) Alkenes ; Electrons ; Positron-Emission Tomography ; Radiochemistry ; Radiopharmaceuticals
    Chemical Substances Alkenes ; Radiopharmaceuticals
    Language English
    Publishing date 2023-08-25
    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.
    ZDB-ID 3155-0
    ISSN 1520-5126 ; 0002-7863
    ISSN (online) 1520-5126
    ISSN 0002-7863
    DOI 10.1021/jacs.3c04548
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  5. Article ; Online: Denitrogenative Transformations of Pyridotriazoles and Related Compounds: Synthesis of

    Yadagiri, Dongari / Rivas, Mónica / Gevorgyan, Vladimir

    The Journal of organic chemistry

    2020  Volume 85, Issue 17, Page(s) 11030–11046

    Abstract: The high demand for new and efficient routes toward synthesis of nitrogen-containing heterocyclic scaffolds has inspired organic chemists to discover several methodologies over recent years. This Perspective highlights one standout approach, which ... ...

    Abstract The high demand for new and efficient routes toward synthesis of nitrogen-containing heterocyclic scaffolds has inspired organic chemists to discover several methodologies over recent years. This Perspective highlights one standout approach, which involves the use of pyridotriazoles and related compounds in denitrogenative transformations. Readily available pyridotriazoles undergo ring-chain isomerization to produce uniquely reactive α-diazoimines. Such reactivity, enabled by metal catalysts, additives, or visible-light irradiation, can be applied in transannulation, insertion, cyclopropanation, and many other transformations.
    Language English
    Publishing date 2020-08-21
    Publishing country United States
    Document type Journal Article
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.0c01652
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  6. Article: Denitrogenative Transformations of Pyridotriazoles and Related Compounds: Synthesis of N-Containing Heterocyclic Compounds and Beyond

    Yadagiri, Dongari / Rivas, Mónica / Gevorgyan, Vladimir

    Journal of organic chemistry. 2020 Aug. 05, v. 85, no. 17

    2020  

    Abstract: The high demand for new and efficient routes toward synthesis of nitrogen-containing heterocyclic scaffolds has inspired organic chemists to discover several methodologies over recent years. This Perspective highlights one standout approach, which ... ...

    Abstract The high demand for new and efficient routes toward synthesis of nitrogen-containing heterocyclic scaffolds has inspired organic chemists to discover several methodologies over recent years. This Perspective highlights one standout approach, which involves the use of pyridotriazoles and related compounds in denitrogenative transformations. Readily available pyridotriazoles undergo ring–chain isomerization to produce uniquely reactive α-diazoimines. Such reactivity, enabled by metal catalysts, additives, or visible-light irradiation, can be applied in transannulation, insertion, cyclopropanation, and many other transformations.
    Keywords irradiation ; isomerization ; light ; organic chemistry
    Language English
    Dates of publication 2020-0805
    Size p. 11030-11046.
    Publishing place American Chemical Society
    Document type Article
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.0c01652
    Database NAL-Catalogue (AGRICOLA)

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  7. Article ; Online: Hemolytic anemia and macrothrombocytopenia: A lipid problem?

    Risinger, Mary / Kim, Phyllis S / Rodriguez, Roberto X / Narvaez Rivas, Monica / Setchell, Kenneth D R / Zhang, Wenying / Kalfa, Theodosia A

    American journal of hematology

    2023  Volume 98, Issue 8, Page(s) 1335–1340

    MeSH term(s) Humans ; Anemia, Hemolytic/diagnosis ; Anemia, Hemolytic/etiology ; Thrombocytopenia/diagnosis ; Thrombocytopenia/etiology ; Hematologic Diseases ; Lipids
    Chemical Substances Lipids
    Language English
    Publishing date 2023-04-08
    Publishing country United States
    Document type Case Reports ; Research Support, N.I.H., Extramural
    ZDB-ID 196767-8
    ISSN 1096-8652 ; 0361-8609
    ISSN (online) 1096-8652
    ISSN 0361-8609
    DOI 10.1002/ajh.26916
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  8. Article: A lipopeptidomimetic of transcriptional activation domains selectively disrupts Med25 PPIs.

    Pattelli, Olivia N / Valdivia, Estefanía Martínez / Beyersdorf, Matthew S / Regan, Clint S / Rivas, Mónica / Merajver, Sofia D / Cierpicki, Tomasz / Mapp, Anna K

    bioRxiv : the preprint server for biology

    2023  

    Abstract: Short amphipathic peptides are capable of binding to transcriptional coactivators, often targeting the same binding surfaces as native transcriptional activation domains. However, they do so with modest affinity and generally poor selectivity, limiting ... ...

    Abstract Short amphipathic peptides are capable of binding to transcriptional coactivators, often targeting the same binding surfaces as native transcriptional activation domains. However, they do so with modest affinity and generally poor selectivity, limiting their utility as synthetic modulators. Here we show that incorporation of a medium-chain, branched fatty acid to the N-terminus of one such heptameric lipopeptidomimetic (34913-8) increases the affinity for the coactivator Med25 >10-fold (
    Language English
    Publishing date 2023-03-25
    Publishing country United States
    Document type Preprint
    DOI 10.1101/2023.03.24.534168
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  9. Article ; Online: A Lipopeptidomimetic of Transcriptional Activation Domains Selectively Disrupts the Coactivator Med25 Protein-Protein Interactions.

    Pattelli, Olivia N / Valdivia, Estefanía Martínez / Beyersdorf, Matthew S / Regan, Clint S / Rivas, Mónica / Hebert, Katherine A / Merajver, Sofia D / Cierpicki, Tomasz / Mapp, Anna K

    Angewandte Chemie (International ed. in English)

    2024  , Page(s) e202400781

    Abstract: Short amphipathic peptides are capable of binding to transcriptional coactivators, often targeting the same binding surfaces as native transcriptional activation domains. However, they do so with modest affinity and generally poor selectivity, limiting ... ...

    Abstract Short amphipathic peptides are capable of binding to transcriptional coactivators, often targeting the same binding surfaces as native transcriptional activation domains. However, they do so with modest affinity and generally poor selectivity, limiting their utility as synthetic modulators. Here we show that incorporation of a medium-chain, branched fatty acid to the N-terminus of one such heptameric lipopeptidomimetic (LPPM-8) increases the affinity for the coactivator Med25 >20-fold (Ki >100 μM to 4 μM), rendering it an effective inhibitor of Med25 protein-protein interactions (PPIs). The lipid structure, the peptide sequence, and the C-terminal functionalization of the lipopeptidomimetic each influence the structural propensity of LPPM-8 and its effectiveness as an inhibitor. LPPM-8 engages Med25 through interaction with the H2 face of its activator interaction domain and in doing so stabilizes full-length protein in the cellular proteome. Further, genes regulated by Med25-activator PPIs are inhibited in a cell model of triple-negative breast cancer. Thus, LPPM-8 is a useful tool for studying Med25 and mediator complex biology and the results indicate that lipopeptidomimetics may be a robust source of inhibitors for activator-coactivator complexes.
    Language English
    Publishing date 2024-03-25
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 2011836-3
    ISSN 1521-3773 ; 1433-7851
    ISSN (online) 1521-3773
    ISSN 1433-7851
    DOI 10.1002/anie.202400781
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  10. Article: Notes on Mexican Woodnymph (Eupherusa ridgwayi) Behavior and Nesting in Central-western Mexico

    Rosas-Espinoza, Verónica Carolina / Rivas, Mónica / Contreras-Martínez, Sarahy / Medina, Jeshael / Santiago-Pérez, Ana Luisa

    American midland naturalist. 2022 Apr. 21, v. 187, no. 2

    2022  

    Abstract: The Mexican Woodnymph (Eupherusa ridgwayi) is endemic to west-central Mexico with a narrow distribution range and relatively small population size. The species nest, nesting activities and nestling's characteristics were unknown until now. We generated a ...

    Abstract The Mexican Woodnymph (Eupherusa ridgwayi) is endemic to west-central Mexico with a narrow distribution range and relatively small population size. The species nest, nesting activities and nestling's characteristics were unknown until now. We generated a map of this species using data from BirdLife International, the Global Biodiversity Information Fund database, e-Bird, and the Naturalista. We used the Mexican Woodnymph records in Jalisco and projected them on a vegetation map. We documented a female constructing a nest, later nesting, until the nestlings flew out of the nest in the cloud forest in central-western Mexico: Jalisco state. The nest site was characterized and the materials used for the nest construction were determined. In addition, we documented several observations made on territorial and foraging behavior.
    Keywords biodiversity ; databases ; females ; nesting sites ; nests ; population size ; tropical montane cloud forests ; vegetation maps ; Mexico
    Language English
    Dates of publication 2022-0421
    Size p. 258-267.
    Publishing place University of Notre Dame
    Document type Article
    ZDB-ID 2052733-0
    ISSN 1938-4238 ; 0003-0031 ; 0271-6844
    ISSN (online) 1938-4238
    ISSN 0003-0031 ; 0271-6844
    DOI 10.1674/0003-0031-187.2.258
    Database NAL-Catalogue (AGRICOLA)

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