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  1. Article ; Online: Nucleophilic Radiofluorination Using Tri-

    Oh, Young-Ho / Shinde, Sandip S / Lee, Sungyul

    Molecules (Basel, Switzerland)

    2022  Volume 27, Issue 3

    Abstract: We present a quantum chemical analysis of ... ...

    Abstract We present a quantum chemical analysis of the
    Language English
    Publishing date 2022-02-03
    Publishing country Switzerland
    Document type Journal Article
    ZDB-ID 1413402-0
    ISSN 1420-3049 ; 1431-5165 ; 1420-3049
    ISSN (online) 1420-3049
    ISSN 1431-5165 ; 1420-3049
    DOI 10.3390/molecules27031044
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    Zs.MO 81: Show issues

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  2. Article ; Online: Origin of Salt Effects in S

    Oh, Young-Ho / Lee, Sungyul

    Molecules (Basel, Switzerland)

    2021  Volume 26, Issue 19

    Abstract: Quantum chemical analysis is presented, motivated by Grée and co-workers' observation of salt effects [Adv. Synth. Catal. 2006, 348, 1149-1153] for ... ...

    Abstract Quantum chemical analysis is presented, motivated by Grée and co-workers' observation of salt effects [Adv. Synth. Catal. 2006, 348, 1149-1153] for S
    Language English
    Publishing date 2021-09-22
    Publishing country Switzerland
    Document type Journal Article
    ZDB-ID 1413402-0
    ISSN 1420-3049 ; 1431-5165 ; 1420-3049
    ISSN (online) 1420-3049
    ISSN 1431-5165 ; 1420-3049
    DOI 10.3390/molecules26195738
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  3. Article ; Online: Brain somatic mutations as RNA therapeutic targets in neurological disorders.

    Lee, Sungyul / Lee, Jeong Ho

    Annals of the New York Academy of Sciences

    2022  Volume 1514, Issue 1, Page(s) 11–20

    Abstract: Research into the genetic etiology of a neurological disorder can provide directions for genetic diagnosis and targeted therapy. In the past, germline mutations, which are transmitted from parents or newly arise from parental germ cells, were considered ... ...

    Abstract Research into the genetic etiology of a neurological disorder can provide directions for genetic diagnosis and targeted therapy. In the past, germline mutations, which are transmitted from parents or newly arise from parental germ cells, were considered as major genetic causes of neurological disorders. However, recent evidence has shown that somatic mutations in the brain, which can arise from neural stem cells during development or over aging, account for a significant number of brain disorders, ranging from neurodevelopmental, neurodegenerative, and neuropsychiatric to neoplastic disease. Moreover, the identification of disease-causing somatic mutations or mutated genes has provided new insights into molecular pathogenesis and unveiled potential therapeutic targets for treating neurological disorders that have few, or no, therapeutic options. RNA therapeutics, including antisense oligonucleotide (ASO) and small interfering RNA (siRNA), are emerging as promising therapeutic tools for treating genetic neurological disorders. As the number of approved and investigational ASO and siRNA drugs for neurological disorders associated with germline mutations increases, they may also prove to be attractive modalities for treating neurologic disorders resulting from somatic mutations. In this perspective, we highlight several neurological diseases caused by brain somatic mutations and discuss the potential role of RNA therapeutics in these conditions.
    MeSH term(s) Brain/pathology ; Humans ; Mutation ; Nervous System Diseases/genetics ; Nervous System Diseases/pathology ; Nervous System Diseases/therapy ; Oligonucleotides ; Oligonucleotides, Antisense ; RNA, Small Interfering/genetics ; RNA, Small Interfering/therapeutic use
    Chemical Substances Oligonucleotides ; Oligonucleotides, Antisense ; RNA, Small Interfering
    Language English
    Publishing date 2022-05-08
    Publishing country United States
    Document type Journal Article ; Review ; Research Support, Non-U.S. Gov't
    ZDB-ID 211003-9
    ISSN 1749-6632 ; 0077-8923
    ISSN (online) 1749-6632
    ISSN 0077-8923
    DOI 10.1111/nyas.14786
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    bis Jg. 2021: Bestellungen von Artikeln über das Online-Bestellformular
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  4. Article ; Online: Distinguishing gas phase lactose and lactulose complexed with sodiated L-arginine by IRMPD spectroscopy and DFT calculations.

    Kou, Min / Oh, Young-Ho / Lee, Sungyul / Kong, Xianglei

    Physical chemistry chemical physics : PCCP

    2023  Volume 25, Issue 37, Page(s) 25116–25121

    Abstract: We present the origin of the observed differentiation of lactose and lactulose achieved by complexation with sodiated L-arginine ( ... ...

    Abstract We present the origin of the observed differentiation of lactose and lactulose achieved by complexation with sodiated L-arginine (ArgNa
    Language English
    Publishing date 2023-09-27
    Publishing country England
    Document type Journal Article
    ZDB-ID 1476244-4
    ISSN 1463-9084 ; 1463-9076
    ISSN (online) 1463-9084
    ISSN 1463-9076
    DOI 10.1039/d3cp03406b
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  5. Article ; Online: Origin of Salt Effects in S N 2 Fluorination Using KF Promoted by Ionic Liquids

    Young-Ho Oh / Sungyul Lee

    Molecules, Vol 26, Iss 5738, p

    Quantum Chemical Analysis

    2021  Volume 5738

    Abstract: Quantum chemical analysis is presented, motivated by Grée and co-workers’ observation of salt effects [Adv. Synth. Catal. 2006, 348, 1149–1153] for S N 2 fluorination of KF in ionic liquids (ILs). We examine the relative promoting capacity of KF in [bmim] ...

    Abstract Quantum chemical analysis is presented, motivated by Grée and co-workers’ observation of salt effects [Adv. Synth. Catal. 2006, 348, 1149–1153] for S N 2 fluorination of KF in ionic liquids (ILs). We examine the relative promoting capacity of KF in [bmim]PF 6 vs. [bmim]Cl by comparing the activation barriers of the reaction in the two ILs. We also elucidate the origin of the experimentally observed additional rate acceleration in IL [bmim]PF 6 achieved by adding KPF 6 . We find that the anion PF 6 − in the added salt acts as an extra Lewis base binding to the counter-cation K + to alleviate the strong Coulomb attractive force on the nucleophile F − , decreasing the Gibbs free energy of activation as compared with that in its absence, which is in good agreement with experimental observations of rate enhancement. We also predict that using 2 eq. KF together with an eq. KPF 6 would further activate S N 2 fluorination
    Keywords S N 2 fluorination ; salt effect ; ionic liquid ; mechanism ; Organic chemistry ; QD241-441
    Subject code 333 ; 290
    Language English
    Publishing date 2021-09-01T00:00:00Z
    Publisher MDPI AG
    Document type Article ; Online
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  6. Article ; Online: Nucleophilic Radiofluorination Using Tri- tert -Butanol Ammonium as a Bifunctional Organocatalyst

    Young-Ho Oh / Sandip S. Shinde / Sungyul Lee

    Molecules, Vol 27, Iss 1044, p

    Mechanism and Energetics

    2022  Volume 1044

    Abstract: We present a quantum chemical analysis of the 18 F-fluorination of 1,3-ditosylpropane, promoted by a quaternary ammonium salt (tri-( tert -butanol)-methylammonium iodide (TBMA-I) with moderate to good radiochemical yields (RCYs), experimentally observed ... ...

    Abstract We present a quantum chemical analysis of the 18 F-fluorination of 1,3-ditosylpropane, promoted by a quaternary ammonium salt (tri-( tert -butanol)-methylammonium iodide (TBMA-I) with moderate to good radiochemical yields (RCYs), experimentally observed by Shinde et al. We obtained the mechanism of the S N 2 process, focusing on the role of the –OH functional groups facilitating the reactions. We found that the counter-cation TBMA + acts as a bifunctional promoter: the –OH groups function as a bidentate ‘anchor’ bridging the nucleophile [ 18 F]F − and the –OTs leaving group or the third –OH. These electrostatic interactions cooperate for the formation of the transition states of a very compact configuration for facile S N 2 18 F-fluorination.
    Keywords 18 F-fluorination ; tri- tert -butanol ammonium ; organocatalysis ; mechanism ; Organic chemistry ; QD241-441
    Subject code 333
    Language English
    Publishing date 2022-02-01T00:00:00Z
    Publisher MDPI AG
    Document type Article ; Online
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  7. Article ; Online: Ionic Liquids as Organocatalysts for Nucleophilic Fluorination

    Young-Ho Oh / Dong Wook Kim / Sungyul Lee

    Molecules, Vol 27, Iss 5702, p

    Concepts and Perspectives

    2022  Volume 5702

    Abstract: Besides their extremely useful properties as solvent, ionic liquids (ILs) are now considered to be highly instructive tools for enhancing the rates of chemical reactions. The ionic nature of the IL anion and cation seems to be the origin of this ... ...

    Abstract Besides their extremely useful properties as solvent, ionic liquids (ILs) are now considered to be highly instructive tools for enhancing the rates of chemical reactions. The ionic nature of the IL anion and cation seems to be the origin of this fascinating function of ILs as organocatalyst/promoter through their strong Coulombic forces on other ionic species in the reaction and also through the formation of hydrogen bonds with various functional groups in substrates. It is now possible to tailor-make ILs for specific purposes as solvent/promoters in a variety of situations by carefully monitoring these interactions. Despite the enormous potentiality, it seems that the application of ILs as organocatalysts/promoters for chemical reactions have not been fully achieved so far. Herein, we review recent developments of ILs for promoting the nucleophilic reactions, focusing on fluorination. Various aspects of the processes, such as organocatalytic capability, reaction mechanisms and salt effects, are discussed.
    Keywords ionic liquids ; organocatalysis ; nucleophilic fluorination ; Organic chemistry ; QD241-441
    Subject code 660
    Language English
    Publishing date 2022-09-01T00:00:00Z
    Publisher MDPI AG
    Document type Article ; Online
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  8. Article ; Online: Ionic Liquids as Organocatalysts for Nucleophilic Fluorination: Concepts and Perspectives.

    Oh, Young-Ho / Kim, Dong Wook / Lee, Sungyul

    Molecules (Basel, Switzerland)

    2022  Volume 27, Issue 17

    Abstract: Besides their extremely useful properties as solvent, ionic liquids (ILs) are now considered to be highly instructive tools for enhancing the rates of chemical reactions. The ionic nature of the IL anion and cation seems to be the origin of this ... ...

    Abstract Besides their extremely useful properties as solvent, ionic liquids (ILs) are now considered to be highly instructive tools for enhancing the rates of chemical reactions. The ionic nature of the IL anion and cation seems to be the origin of this fascinating function of ILs as organocatalyst/promoter through their strong Coulombic forces on other ionic species in the reaction and also through the formation of hydrogen bonds with various functional groups in substrates. It is now possible to tailor-make ILs for specific purposes as solvent/promoters in a variety of situations by carefully monitoring these interactions. Despite the enormous potentiality, it seems that the application of ILs as organocatalysts/promoters for chemical reactions have not been fully achieved so far. Herein, we review recent developments of ILs for promoting the nucleophilic reactions, focusing on fluorination. Various aspects of the processes, such as organocatalytic capability, reaction mechanisms and salt effects, are discussed.
    MeSH term(s) Anions/chemistry ; Halogenation ; Hydrogen Bonding ; Ionic Liquids/chemistry ; Solvents/chemistry
    Chemical Substances Anions ; Ionic Liquids ; Solvents
    Language English
    Publishing date 2022-09-04
    Publishing country Switzerland
    Document type Journal Article ; Review
    ZDB-ID 1413402-0
    ISSN 1420-3049 ; 1431-5165 ; 1420-3049
    ISSN (online) 1420-3049
    ISSN 1431-5165 ; 1420-3049
    DOI 10.3390/molecules27175702
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  9. Article ; Online: Nucleophilic Reactions Using Alkali Metal Fluorides Activated by Crown Ethers and Derivatives

    Young-Ho Oh / Ju Gyeong Jeong / Dong Wook Kim / Sungyul Lee

    Catalysts, Vol 13, Iss 479, p

    2023  Volume 479

    Abstract: We review crown ether-facilitated nucleophilic reactions using metal salts, presenting the studies using kinetic measurements and quantum chemical methods. We focus on the mechanistic features, specifically on the contact ion-pair (CIP) mechanism of ... ...

    Abstract We review crown ether-facilitated nucleophilic reactions using metal salts, presenting the studies using kinetic measurements and quantum chemical methods. We focus on the mechanistic features, specifically on the contact ion-pair (CIP) mechanism of metal salts for nucleophilic processes promoted by crown ethers and derivatives. Experimental verification of the CIP form of the metal salt CsF complexed with [18-Crown-6] by H-NMR spectroscopy is described. The use of chiral crown ethers and derivatives for enantioselective nucleophilic processes is also discussed.
    Keywords crown ether ; nucleophilic reaction ; CIP mechanism ; chiral phase-transfer catalyst ; Chemical technology ; TP1-1185 ; Chemistry ; QD1-999
    Language English
    Publishing date 2023-02-01T00:00:00Z
    Publisher MDPI AG
    Document type Article ; Online
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  10. Article ; Online: Unveiling host-guest-solvent interactions in solution by identifying highly unstable host-guest configurations in thermal non-equilibrium gas phase.

    Choi, Hyoju / Oh, Young-Ho / Park, Soojin / Lee, Sung-Sik / Oh, Han Bin / Lee, Sungyul

    Scientific reports

    2022  Volume 12, Issue 1, Page(s) 8169

    Abstract: We propose a novel scheme of examining the host-guest-solvent interactions in solution from their gas phase structures. By adopting the permethylated β-cyclodextrin (perm β-CD)-protonated L-Lysine non-covalent complex as a prototypical system, we present ...

    Abstract We propose a novel scheme of examining the host-guest-solvent interactions in solution from their gas phase structures. By adopting the permethylated β-cyclodextrin (perm β-CD)-protonated L-Lysine non-covalent complex as a prototypical system, we present the infrared multiple photon dissociation (IRMPD) spectrum of the gas phase complex produced by electrospray ionization technique. In order to elucidate the structure of perm β-CD)/LysH
    Language English
    Publishing date 2022-05-17
    Publishing country England
    Document type Journal Article
    ZDB-ID 2615211-3
    ISSN 2045-2322 ; 2045-2322
    ISSN (online) 2045-2322
    ISSN 2045-2322
    DOI 10.1038/s41598-022-12226-0
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