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  1. Article: Nitrenium ions as new versatile reagents for electrophilic amination.

    Avigdori, Idan / Singh, Kuldeep / Fridman, Natalia / Gandelman, Mark

    Chemical science

    2023  Volume 14, Issue 43, Page(s) 12034–12040

    Abstract: Herein we report the utilization of N-heterocyclic nitrenium ions - easily prepared, bench-stable and non-oxidating nitrogen sources for the efficient electrophilic amination of aliphatic and aromatic organometallic nucleophiles, towards the facile and ... ...

    Abstract Herein we report the utilization of N-heterocyclic nitrenium ions - easily prepared, bench-stable and non-oxidating nitrogen sources for the efficient electrophilic amination of aliphatic and aromatic organometallic nucleophiles, towards the facile and general preparation of primary amines. To this end, a plethora of abundant organolithium and organomagnesium reagents were combined with nitrenium salts to generate a variety of previously unexplored
    Language English
    Publishing date 2023-09-30
    Publishing country England
    Document type Journal Article
    ZDB-ID 2559110-1
    ISSN 2041-6539 ; 2041-6520
    ISSN (online) 2041-6539
    ISSN 2041-6520
    DOI 10.1039/d3sc04268e
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: CD46 expression in the central nervous system of male and female pubescent mice.

    Esposito, Pasquale / Rodriguez, Cloudia / Gandelman, Michelle / Liang, Jacky / Ismail, Nafissa

    Journal of neuroimmunology

    2023  Volume 385, Page(s) 578234

    Abstract: CD46 is a complementary regulatory protein ubiquitously expressed in human cells, controlling complement system activation. CD46 has further been identified to have several other functions including regulatory T cell induction and intestinal epithelial ( ... ...

    Abstract CD46 is a complementary regulatory protein ubiquitously expressed in human cells, controlling complement system activation. CD46 has further been identified to have several other functions including regulatory T cell induction and intestinal epithelial (IEC) barrier regulation. Activation of CD46 in the IEC can impact intestinal barrier permeability and immune system functioning. CD46 has only been identified in the spermatozoa and retina of mice. In other murine cells, the homologue CRRY is identified to function as the complementary regulator. Due to the identification of CRRY across other wild-type mouse cells and the development of mouse strains transgenic for human CD46, no recent research has been conducted to determine if CD46 is present in non-transgenic mouse strains. Therefore, the current study investigated if CD46 is expressed in the substantia nigra (SN) and caudate putamen (CP) of pubescent CD1 mice and examined the acute effects of pubertal antimicrobial and lipopolysaccharide (LPS) treatment on CD46 expression in the brain. As of 5 weeks of age, mice were administered mixed antimicrobial solution or water with oral gavage twice daily for 7 days. At 6 weeks of age, mice received an intraperitoneal injection of LPS or saline. Mice were euthanized 8 h post-injection and brain samples were collected. Our results indicate that pubescent CD-1 mice express CD46 in the SN and CP. However, LPS-treated mice displayed significantly less CD46 expression in the SN in comparison to saline-treated mice. Furthermore, males displayed more CD46 in the CP compared to females, regardless of LPS and antimicrobial treatments. Our data suggest CD46 is present in CD1 mice and that LPS and antimicrobial treatments impact CD46 protein expression in a sex-dependent manner. These results have important implications for the expression of CD46 in the mouse brain and the understanding of its role in immune system regulation.
    MeSH term(s) Animals ; Female ; Humans ; Infant, Newborn ; Male ; Mice ; Anti-Infective Agents/pharmacology ; Brain/metabolism ; Lipopolysaccharides/pharmacology ; Membrane Cofactor Protein/genetics ; Membrane Cofactor Protein/metabolism ; Membrane Glycoproteins ; Mice, Inbred Strains
    Chemical Substances Anti-Infective Agents ; Lipopolysaccharides ; Membrane Cofactor Protein ; Membrane Glycoproteins ; Mcp protein, mouse
    Language English
    Publishing date 2023-11-04
    Publishing country Netherlands
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 8335-5
    ISSN 1872-8421 ; 0165-5728
    ISSN (online) 1872-8421
    ISSN 0165-5728
    DOI 10.1016/j.jneuroim.2023.578234
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    In stock of ZB MED Cologne/Königswinter

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  3. Article ; Online: The acute effects of antimicrobials and lipopolysaccharide on the cellular mechanisms associated with neurodegeneration in pubertal male and female CD1 mice.

    Esposito, Pasquale / Gandelman, Michelle / Rodriguez, Cloudia / Liang, Jacky / Ismail, Nafissa

    Brain, behavior, & immunity - health

    2022  Volume 26, Page(s) 100543

    Abstract: Exposure to stressors during puberty can cause enduring effects on brain functioning and behaviours related to neurodegeneration. However, the mechanisms underlying these effects remain unclear. The gut microbiome is a complex and dynamic system that ... ...

    Abstract Exposure to stressors during puberty can cause enduring effects on brain functioning and behaviours related to neurodegeneration. However, the mechanisms underlying these effects remain unclear. The gut microbiome is a complex and dynamic system that could serve as a possible mechanism through which early life stress may increase the predisposition to neurodegeneration. Therefore, the current study was designed to examine the acute effects of pubertal antimicrobial and lipopolysaccharide (LPS) treatments on the cellular mechanisms associated with neurodegenerative disorders in male and female mice. At five weeks of age, male and female CD-1 mice received 200 μL of broad-spectrum antimicrobials or water, through oral gavage, twice daily for seven days. Mice received an intraperitoneal (i.p.) injection of either saline or LPS at 6 weeks of age (i.e., pubertal period). Sickness behaviours were recorded and mice were euthanized 8 h post-injection. Following euthanasia, brains and blood samples were collected. The results indicated that puberal antimicrobial and LPS treatment induced sex-dependent changes in biomarkers related to sickness behaviour, peripheral inflammation, intestinal permeability, and neurodegeneration. The findings suggest that pubertal LPS and antimicrobial treatment may increase susceptibility to neurodegenerative diseases later in life, particularly in males.
    Language English
    Publishing date 2022-10-28
    Publishing country United States
    Document type Journal Article
    ISSN 2666-3546
    ISSN (online) 2666-3546
    DOI 10.1016/j.bbih.2022.100543
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  4. Article ; Online: Organotitanium Nucleophiles in Asymmetric Cross-Coupling Reaction: Stereoconvergent Synthesis of Chiral α-CF

    Varenikov, Andrii / Gandelman, Mark

    Journal of the American Chemical Society

    2019  Volume 141, Issue 28, Page(s) 10994–10999

    Abstract: Asymmetric Ni-catalyzed cross-coupling reactions have become a very attractive tool for the stereoselective construction of valuable organic chiral materials. While various nucleophiles are used in such transformation, organotitanium(IV) has not been ... ...

    Abstract Asymmetric Ni-catalyzed cross-coupling reactions have become a very attractive tool for the stereoselective construction of valuable organic chiral materials. While various nucleophiles are used in such transformation, organotitanium(IV) has not been used before. Herein we demonstrate, for the first time, that organotitanium species can serve as efficient coupling partners in asymmetric cross-couplings, which have proven to be beneficial, compared to the commonly used organomagnesium and organozinc counterparts. This principle is exemplified by the first asymmetric catalytic synthesis of CF
    Language English
    Publishing date 2019-07-05
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 3155-0
    ISSN 1520-5126 ; 0002-7863
    ISSN (online) 1520-5126
    ISSN 0002-7863
    DOI 10.1021/jacs.9b05671
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Bonn / Germany

    Z 4' 55/32: Show issues
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  5. Article ; Online: Synthesis of chiral α-trifluoromethyl alcohols and ethers via enantioselective Hiyama cross-couplings of bisfunctionalized electrophiles.

    Varenikov, Andrii / Gandelman, Mark

    Nature communications

    2018  Volume 9, Issue 1, Page(s) 3566

    Abstract: Methods for synthesis of chiral organic compounds bearing trifluoromethyl-substituted stereocenters are of great interest for agrochemical and pharmaceutical labs and industries in their search for new bioactive materials. We report on employment of ... ...

    Abstract Methods for synthesis of chiral organic compounds bearing trifluoromethyl-substituted stereocenters are of great interest for agrochemical and pharmaceutical labs and industries in their search for new bioactive materials. We report on employment of bisfunctionalized electrophiles, bearing both a trifluoromethyl and a functional group as direct substituents of the reactive center, in cross-coupling reactions. We exemplify this concept in the asymmetric synthesis of enantioenriched α-trifluoromethyl- and perfluoroalkyl-containing benzylic and allylic ethers and alcohols by nickel-catalyzed stereoconvergent Hiyama cross-coupling reaction. Substrate electrophiles are conveniently prepared in few steps from trifluoroacetic acid. The method represents a conceptually different approach to chiral CF
    Language English
    Publishing date 2018-09-03
    Publishing country England
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 2553671-0
    ISSN 2041-1723 ; 2041-1723
    ISSN (online) 2041-1723
    ISSN 2041-1723
    DOI 10.1038/s41467-018-05946-3
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  6. Article ; Online: Decarboxylative Halogenation of Organic Compounds.

    Varenikov, Andrii / Shapiro, Evgeny / Gandelman, Mark

    Chemical reviews

    2020  Volume 121, Issue 1, Page(s) 412–484

    Abstract: Decarboxylative halogenation, or halodecarboxylation, represents one of the fundamental key methods for the synthesis of ubiquitous organic halides. The method is based on conversion of carboxylic acids to the corresponding organic halides via selective ... ...

    Abstract Decarboxylative halogenation, or halodecarboxylation, represents one of the fundamental key methods for the synthesis of ubiquitous organic halides. The method is based on conversion of carboxylic acids to the corresponding organic halides via selective cleavage of a carbon-carbon bond between the skeleton of the molecule and the carboxylic group and the liberation of carbon dioxide. In this review, we discuss and analyze major approaches for the conversion of alkanoic, alkenoic, acetylenic, and (hetero)aromatic acids to the corresponding alkyl, alkenyl, alkynyl, and (hetero)aryl halides. These methods include the preparation of families of valuable organic iodides, bromides, chlorides, and fluorides. The historic and modern methods for halodecarboxylation reactions are broadly discussed, including analysis of their advantages and drawbacks. We critically address the features, reaction selectivity, substrate scopes, and limitations of the approaches. In the available cases, mechanistic details of the reactions are presented, and the generality and uniqueness of the different mechanistic pathways are highlighted. The challenges, opportunities, and future directions in the field of decarboxylative halogenation are provided.
    Language English
    Publishing date 2020-11-17
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 207949-5
    ISSN 1520-6890 ; 0009-2665
    ISSN (online) 1520-6890
    ISSN 0009-2665
    DOI 10.1021/acs.chemrev.0c00813
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Bonn / Germany

    Z 4' 49/78: Show issues
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  7. Article ; Online: Synthesis of Chiral α-CF

    Varenikov, Andrii / Shapiro, Evgeny / Gandelman, Mark

    Organic letters

    2020  Volume 22, Issue 23, Page(s) 9386–9391

    Abstract: We describe a highly efficient approach toward α- ... ...

    Abstract We describe a highly efficient approach toward α-CF
    Language English
    Publishing date 2020-11-19
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ISSN 1523-7052
    ISSN (online) 1523-7052
    DOI 10.1021/acs.orglett.0c03673
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  8. Book ; Online: Treeplication

    Gandelman, Michael / Cassuto, Yuval

    An Erasure Code for Distributed Full Recovery under the Random Multiset Channel

    2020  

    Abstract: This paper presents a new erasure code called Treeplication designed for distributed recovery of the full information word, while most prior work in coding for distributed storage only supports distributed repair of individual symbols. A Treeplication ... ...

    Abstract This paper presents a new erasure code called Treeplication designed for distributed recovery of the full information word, while most prior work in coding for distributed storage only supports distributed repair of individual symbols. A Treeplication code for $k$ information symbols is defined on a binary tree with $2k-1$ vertices, along with a distribution for selecting code symbols from the tree layers. We analyze and optimize the code under a random-multiset model, which captures the system property that the nodes available for recovery are drawn randomly from the nodes storing the code symbols. Treeplication codes are shown to have full-recovery communication-cost comparable to replication, while offering much better recoverability.
    Keywords Computer Science - Information Theory
    Publishing date 2020-02-23
    Publishing country us
    Document type Book ; Online
    Database BASE - Bielefeld Academic Search Engine (life sciences selection)

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  9. Article: Enantioselective assembly of tertiary stereocenters

    Jiang, X / Kulbitski, K / Nisnevich, G / Gandelman, M

    Chemical science

    2016  Volume 7, Issue 4, Page(s) 2762–2767

    Abstract: Tertiary stereocenters represent a ubiquitous and highly important motif in many pharmaceutically active compounds and natural products. Development of efficient and straightforward approaches to their enantioselective construction from readily available ...

    Abstract Tertiary stereocenters represent a ubiquitous and highly important motif in many pharmaceutically active compounds and natural products. Development of efficient and straightforward approaches to their enantioselective construction from readily available simple substrates is an important yet challenging goal for synthetic chemistry. Herein we describe an efficient, versatile and facile method for the highly enantioselective construction of tertiary stereocenters
    Language English
    Publishing date 2016-01-06
    Publishing country England
    Document type Journal Article
    ZDB-ID 2559110-1
    ISSN 2041-6539 ; 2041-6520
    ISSN (online) 2041-6539
    ISSN 2041-6520
    DOI 10.1039/c5sc04378f
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  10. Article ; Online: Triazolium Salts as Lewis Acid Catalysts.

    Ranolia, Deepak / Avigdori, Idan / Singh, Kuldeep / Koronatov, Aleksandr / Fridman, Natalia / Gandelman, Mark

    Organic letters

    2022  Volume 24, Issue 22, Page(s) 3915–3919

    Abstract: We describe a new type of nitrenium-based Lewis acids: tetraaryl-1,2,3-triazolium salts. These were fully characterized by NMR and X-ray crystallography. The Gutmann-Beckett acidity numbers were determined to be up to 35.6, which is high compared to ... ...

    Abstract We describe a new type of nitrenium-based Lewis acids: tetraaryl-1,2,3-triazolium salts. These were fully characterized by NMR and X-ray crystallography. The Gutmann-Beckett acidity numbers were determined to be up to 35.6, which is high compared to those of previously studied nitrenium salts. These salts catalyze the facile hydrosilylation-deoxygenation of ketones, aldehydes, acetals, alcohols, ethers, and silyl ethers under mild conditions in excellent yields. To our knowledge, this represents a first example of triazolium ions used as Lewis acid catalysts.
    Language English
    Publishing date 2022-05-26
    Publishing country United States
    Document type Journal Article
    ISSN 1523-7052
    ISSN (online) 1523-7052
    DOI 10.1021/acs.orglett.2c01108
    Database MEDical Literature Analysis and Retrieval System OnLINE

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