Medical Chemistry

Graduate School of Medical Science
Kyoto Prefectural University of Medicine

Hidetomo YOKOO

Hidetomo YOKOO

Hidetomo YOKOO

Appointment
Assistant Professor
Medical Chemistry, Graduate School of Medical Science, Kyoto Prefectural University of Medicine
E-mail:

Researchmap

Education

2014 B.S., Department of Chemistry, Faculty of Science, Saitama University
2016 M.S., Graduate School of Mdical and Dental Sciencies, Tokyo Medical and Dental University
2019 Ph.D., Graduate School of Mdical and Dental Sciencies, Tokyo Medical and Dental University

Positions and Employments

2019-2020 Postdoctoral Fellow, Division of Organic Chemistry, National Institute of Health Sciences
2019-2020 Visiting Researcher, Yokohama City University Graduate School of Medical Life Science
2019 Postdoctoral Fellow, Division of Chemistry, The Scripps Research Institute
2020-2021 Researcher, Division of Organic Chemistry, National Institute of Health Sciences
2021-present Assistant Professor, Graduate School of Medical Science, Kyoto Prefectural University of Medicine
2021-present Visiting Researcher, Division of Organic Chemistry, National Institute of Health Sciences

Awards

2022 Seiren award
2021 ENT M Dr. Asano Noboru & Teruko Fund Medical Basic Research Grant
2018 3rd International Symposium on Biomedical Engineering Young Researchers Poster Award
2018 Student presentation award at 138th annual meeting of the pharmaceutical society of Japan 

Accomplishments

Original Papers

  1. Hidetomo Yokoo, Norihito Shibata*, Yusuke Demizu*,
    In silico design, synthesis and evaluation of PROTAC against hematopoietic prostaglandin D synthase
    Methods Mol. Biol. accepted.
  2. Hidetomo Yokoo#, Seiji Tanaka#, Eiichi Yamamoto, Genichiro Tsuji, Yosuke Demizu*, Nahoko Uchiyama*,
    Advanced solid-state NMR analysis of two crystal forms of ranitidine hydrochloride: Detection of 1H-14N intra-/intermolecular correlations.
    Chem. Pharm. Bull. In press
  3. Yuki Murakami#, Hinata Osawa#, Takashi Kurohara#, Yuta Yanase, Takahito Ito,Hidetomo Yokoo, Norihito. Shibata, Mikihiko Naito, Kosuke Aritake, Yosuke Demizu*,
    Structure–Activity Relationship Study of PROTACs against Hematopoietic Prostaglandin D2 Synthase.
    RSC Med. Chem. Advance Article (2022)
    DOI:10.1039/D2MD00284A
  4. Hidetomo Yokoo#, Takashi Misawa#, Takuma Kato, Masakazu Tanaka, Yosuke Demizu*, Makoto Oba*,
    Development of delivery carriers for plasmid DNA by conjugation of a helical template to oligoarginine.
    Bioorg. Med. Chem. In press.
    DOI:10.1016/j.bmc.2022.116997
  5. Hanqiao Xu#, Takashi Kurohara#, R. Takano, Hidetomo Yokoo, Norihito Shibata, Nobumichi Ohoka, Takao Inoue, Mikihiko Naito, Yosuke Demizu*,
    Development of rapid and facile solid-phase synthesis of PROTACs via a variety of binding styles.
    ChemistryOpen 11 e202200131 (2022)
    DOI:10.1002/open.202200131
  6. Michihiko Aoyama*, Minoru Tada, Hidetomo Yokoo, Yosuke Demizu, Akiko Ishii-Watabe,
    Fcγ Receptor-Dependent Internalization and Off-Target Cytotoxicity of Antibody-Drug Conjugate Aggregates.
    Pharm. Res. 39 89-103 (2022)
    DOI:10.1007/s11095-021-03158-x
  7. Takashi Kurohara, Takahito Ito, Genichiro Tsuji*, Takashi Misawa*, Hidetomo Yokoo, Yuta Yanase, Takuji Shoda, Takatoshi Sakai, Junko Hosoe, Nahoko Uchiyama, Hiroshi Akiyama, Yosuke Demizu
    Synthesis of Norgestomet and its 17β-isomer and evaluation of their agonistic activities against progesterone receptor.
    Bioorg. Med. Chem. 49 116425 (2021)
    DOI:10.1016/j.bmc.2021.116425
  8. Hidetomo Yokoo#, Nobumichi Ohoka#, Mami Takyo, Takahito Ito, Keisuke Tsuchiya, Takashi Kurohara, Kiyoshi Fukuhara, Takao Inoue, Mikihiko Naito, Yosuke Demizu*
    Peptide Stapling Improves the Sustainability of a Peptide-Based Chimeric Molecule That Induces Targeted Protein Degradation.
    Int. J. Mol. Sci. 22 8772 (2021)
    DOI:10.3390/ijms22168772
  9. Nobumichi Ohoka#, Hidetomo Yokoo#, Keiichiro Okuhira, Yosuke Demizu, Mikihiko Naito*
    Molecular design, synthesis and evaluation of SNIPER(ER) that induces targeted protein degradation of ERα.
    Methods Mol. Biol. 2418, 363-382 (2022).
  10. Hidetomo Yokoo*, Motoharu Hirano, Nobumichi Ohoka, Takashi Misawa, Yosuke Demizu*
    Structure-activity relationship study of amphipathic antimicrobial peptides using helix-destabilizing sarcosine.
    J. Pept. Sci. e3360 (2021).
    DOI:10.1002/psc.3360
  11. Hidetomo Yokoo, Norihito Shibata*, Akinori Endo, Takahito Ito, Yuta Yanase, Yuki Murakami, Kiyonaga Fujii, Yasushi Saeki, Mikihiko Naito*, Kosuke Aritake*, Yosuke Demizu*
    Discovery of a highly potent and selective degrader targeting hematopoietic prostaglandin D synthase via in silico design.
    J. Med. Chem. 64, 15868-15882 (2021).
    Selected as Supplementary Cover.
    ChemRxiv
    DOI: 10.26434/chemrxiv.14739486.v1
  12. Hidetomo Yokoo, Eiichi Yamamoto*, Sayaka Masada, Nahoko Uchiyama,Genichiro Tsuji, Takashi Hakamatsuka, Yosuke Demizu, Ken-ichi Izutsu, Yukihiro Goda
    N-Nitrosodimethylamine (NDMA) Formation from Ranitidine Impurities: Possible Root Causes of the Presence of NDMA in Ranitidine Hydrochloride.
    Chem. Pharm. Bull. 69 872-876 (2021).
  13. Yuto Yamaberi, Ryo Eto, Tomohiro Umeno, Takuma Kato, Mitsunobu Doi, Hidetomo Yokoo, Makoto Oba*, Masakazu Tanaka*
    Synthesis of (S)-(–)-cucurbitine and conformation of its homopeptides.
    Org. Lett. 23 4358-4362 (2021).
    Selected as Supplementary Cover.
    DOI:10.1021/acs.orglett.1c01291
  14. Hanqiao Xu, Nobumichi Ohoka, Hidetomo Yokoo, Kanako Nemoto, Takashi Ohtsuki, Hiroshi Matsufuji, Mikihiko Naito, Takao Inoue, Genichiro Tsuji*, Yousuke Demizu*
    Development of agonist-based PROTACs targeting liver X receptor.
    Front. Chem. 9 674967 (2021)
  15. Yoshinori Tsukumo, Genichiro Tsuji, Hidetomo Yokoo, Norihito Shibata, Nobumichi Ohoka, Yusuke Demizu, Mikihiko Naito*
    Protocols for synthesis of SNIPERs and the methods to evaluate the anticancer effects.
    Methods Mol. Biol. 2365 331-347 (2021).
  16. Hidetomo Yokoo, Norihito Shibata, Miyako Naganuma, Takahito Ito, Kosuke Aritake,* Mikihiko Naito,* Yosuke Demizu*
    Development of hematopoietic prostaglandin D synthase-degradation inducer.
    ACS Med. Chem. Lett. 12 236–241 (2021)
    Selected as Supplementary Cover.
    DOI: 10.1021/acsmedchemlett.0c00605
    ChemRxiv DOI:10.26434/chemrxiv.13040723.v1.
  17. Motoharu Hirano, Chihiro Saito, Satoshi Uchida, Chihiro Goto, R. Kawano, Takashi Misawa,* Yosuke Demizu*
    Development of Antimicrobial Stapled Peptides Based on Magainin 2 Sequence.
    Molecules 26 444 (2021)
    DOI:10.3390/molecules26020444.
  18. R. Terui, Y. Yanase, Hidetomo Yokoo, Yoshitomo Suhara, Makoto Makishima, Yosuke Demizu,* Takashi Misawa*
    Development of Selective TGR5 Ligands Based on the 5,6,7,8-Tetrahydro-5,5,8,8-tetramethylnaphthalene Skeleton
    ChemMedChem 330 317-328 (2021)
    DOI: 10.1002/cmdc.202000567
    Selected as Front Cover.
  19. Motoharu Hirano, Chihiro Saito, Chihiro Goto, Hidetomo Yokoo, Ryuji Kawano, Takashi Misawa,* Yosuke Demizu*
    Rational Design of Helix-stabilized Antimicrobial Peptide Foldamers Containing α,α-Disubstituted Amino Acids or Side-Chain Stapling.
    ChemPlusChem 85, 2731-2736 (2020).
    DOI:10.1002/cplu.202000749
  20. Yasuhiro. Abe, Eiichi Yamamoto, Hiroyuki Yoshida, Akiko Usui, Naomi Tomita, Hitomi Kanno, Sayaka Masada, H Yokoo, Genichiro Tsuji, Nahoko Uchiyama, T. Hakamatsuka, Yosuke Demizu, K. Izutsu, Y. Goda, H. Okuda
    Temperature-dependent formation of N-nitrosodimethylamine during the storage of ranitidine reagent powders and tablets.
    Chem Pram Bull 68 1008-1012 (2020)
    DOI:10.1248/cpb.c20-00431
  21. Hidetomo Yokoo, N. Ohoka, Mikihiko Naito, Yosuke Demizu*
    Design and synthesis of peptide-based chimeric molecules to induce degradation of the estrogen and androgen receptors.
    Bioorg. Med. Chem. 28, 115595 (2020)
    DOI: 10.1016/j.bmc.2020.115595
  22. Genichiro Tsuji, M. Yusaa, Sayaka Masadaa, Hidetomo Yokoo, J. Hosoe, T. Hakamatsuka, Yosuke Demizu, Nahoko Uchiyama*
    Facile synthesis of kwakhurin, a marker compound of Pueraria mirifica and its quantitative NMR analysis for standardization as a reagent.
    Chem. Pharm. Bull. 68 797-801 (2020).
    DOI: 10.1248/cpb.c20-00346
  23. Miyako Naganuma, Hidetomo Yokoo, Takashi Misawa, Kenji. Matsuno, Genichiro Tsuji*, Yosuke Demizu*
    Design and synthesis of 4-(2-pyrrolyl)-4-phenylheptane derivatives as estrogen receptor antagonists.
    Heterocycles 101, 429-434 (2020)
    DOI: 10.3987/COM-19-14121
  24. Keisuke Tsuchiya, Tomohiro Umeno, Genichiro Tsuji, Hidetomo Yokoo, Masakazu Tanaka, Kiyoshi Fukuhara, Yosuke Demizu, Takashi Misawa*
    Development of photoswitchable estrogen receptor ligands
    Chem. Pharm. Bull. 68, 398-402 (2020).
    DOI:10.1248/cpb.c19-01108
  25. Hidetomo Yokoo, Hiroyuki Kagechika, Ayumi Ohsaki, Tomoya Hirano*
    A Polarity-Sensitive Fluorescent Amino Acid and its Incorporation into Peptides for the Ratiometric Detection of Biomolecular Interactions.
    ChemPlusChem 84 1716-1719 (2019)
    DOI:10.1002/cplu.201900489
  26. Hidetomo Yokoo, Ayumi Ohsaki, Hiroyuki Kagechika, Tomoya Hirano*
    Unique properties of 1,5-naphthyridin-2(1H)-one derivatives as environmental-polarity-sensitive fluorescent dyes.
    Eur. J. Org. Chem. 5 679-687 (2018)
    DOI:10.1002/ejoc.201701609
    Selected as Outstanding Organics. (Highlight)
  27. Hidetomo Yokoo, Ayumi Ohsaki, Hiroyuki Kagechika, Tomoya Hirano*
    Structural development of canthin-5,6-dione moiety as a fluorescent dye and its application to novel fluorescent sensors.
    Tetrahedron 72, 5872-5879 (2016)
    DOI: 10.1016/j.tet.2016.08.014

Reviews

  1. Hidetomo Yokoo*, Miyako Naganuma, Makoto Oba, Yosuke Demizu*,
    Recent Advances in PROTAC Technology toward New Therapeutic Modalities.
    Chem. Biodivers. e202200828 (2022)
    DOI: 10.1002/cbdv.2022008288
  2. Hidetomo Yokoo, Makoto Oba*, Satoshi Uchida*
    Cell-penetrating peptides: emerging tools for mRNA delivery.
    Pharmaceutics 14 78 (2022)
    DOI: 10.3390/pharmaceutics14010078
  3. Hidetomo Yokoo, Motoharu Hirano, Takashi Misawa, Yosuke Demizu*
    Helical antimicrobial peptide foldamers containing non-proteinogenic amino acids
    ChemMedChem 17 3654-3684 (2020)
    DOI:10.1002/cmdc.202000940
  4. Hidetomo Yokoo, Takashi Misawa*, Yosuke Demizu*
    De novo Design of Cell-penetrating Foldamers.
    Chem. Rec. 20 912-921 (2020)
    DOI: 10.1002/tcr.202000047
  5. Selected as Front Cover.

Books

  1. Tomoya Hirano, Hidetomo Yokoo, Ayumi Ohsaki, Hiroyuki Kagechika
    Development of Novel Fluorescent Sensors Based on Fluorescent Natural Compounds.
    Biomedical Engineering
    Jenny Stanford Publishing, Chapter6 (2021)
  2. Hidetomo Yokoo,Yosuke Demizu
    Organic chemistry-based approach for TPD drug
    Farumashia 2021
  3. Hidetomo Yokoo,Yosuke Demizu
    Design and synthetic strategies for TPD drug discovery
    The CELL Vol.53 No.3, 2021 Targeted Protein Degradation  16-19