Publications

2024年

  1. “Fine bubble technology for the green synthesis of fairy chemicals”
    A. K. Manna, M. Doi, K. Matsuo, H. Sakurai, C. Subrahamayam, K. Sato, T. Narumi, N. Mase
    Org. Biomol. Chem. 2024, in press. (doi: 10.1039/D4OB00237G)
  2. “Late-stage derivatization of oleanolic acid-based anti-HIV-1 compounds”
    R. Takeuchi, J. Fujimoto, Y. Taguchi, R. Ide, R. Kyan, K. Sato, N. Mase, M. Yokoyama, S. Harada, T. Narumi
    Chem. Pharm. Bull. 2024, 72, 330–335. (doi: 10.1248/cpb.c23-00891)
  3. “Amide-to-Chloroalkene Substitution for Overcoming Intramolecular Acyl Transfer Challenges in Hexapeptidic Neuromedin U Receptor 2 Agonists”
    T. Narumi, D. Toyama, J. Fujimoto, R. Kyan, K. Sato, K. Mori, J. T. Pearson, N. Mase, K. Takayama
    Chem. Commun. 2024, 60, 3563–3566. (doi: 10.1039/D3CC06197C)

2023年

  1. “Late-stage diversification strategy for the synthesis of peptide acids and amides using hydrazides”
    S. Tanaka, M. Kanno, Y. Tashiro, T. Narumi, N. Mase, K. Sato
    Explor. Drug Sci. 2023, 1, 322–335. (doi: 10.37349/eds.2023.00023)
  2. “Rapid identification of enamine-based organocatalysts for quaternary carbon-containing aldol reactions via fluorescence-based screening”
    H. Ito, Y. Yoshida, T. Masuda, A. Sasaki, K. Imoto, K. Sato, T. Narumi, N. Mase
    Asian J. Org. Chem. 2023, 12, e202300236. (doi: 10.1002/ajoc.202300236)
  3. “Semi-Synthetic CoA-α-Synuclein Constructs Trap N-Terminal Acetyltransferase NatB for Binding Mechanism Studies”
    B. Pan, S. M. Gardner, K. Schultz, R. M. Perez, S. Deng, M. Shimogawa, K. Sato, E. Rhoades, R. Marmorstein, E. J. Petersson
    J. Am. Chem. Soc. 2023, 145, 14019–14030. (doi: 10.1021/jacs.3c03887)
  4. “Enhancing Multiphase Reactions by Boosting Local Gas Concentration with Ultrafine Bubbles”
    T. Kozuka, T. Iio, S. Suzuki, K. Kakiuchi, G. Tadano, K. Sato, T. Narumi, N. Mase
    Bull. Chem. Soc. Jpn. 2023, 96, 752–758. (doi: 10.1246/bcsj.20230110)

2022年

  1. “Hydrazide-mediated solubilizing strategy for poorly soluble peptides using a dialkoxybenzaldehyde linker”
    S. Tanaka, T. Narumi, N. Mase, K. Sato
    Chem. Pharm. Bull. 2022, 70, 707–715. (doi: 10.1248/cpb.c22-00501)
    Selected as Cover Picture, Featured Paper, and Highlighted Paper.
  2. “Synthesis of Benzylated Amine-Substituted Xanthone Derivatives and Their Antioxidant and Anti-Inflammatory Activities”
    K. W. Wong, S. S. Teh, K. P. Law, I. S. Ismail, K. Sato, N. Mase, S. H. Mah
    Arch. Pharm. 2023, 356, 2200418. (doi: 10.1002/ardp.202200418)
  3. “Low Surface Potential with Glycoconjugates Determines Insect Cell Adhesion at Room Temperature”
    T. Matsuzaki, D. Terutsuki, S. Sato, K. Ikarashi, K. Sato, H. Mitsuno, R. Okumura, Y. Yoshimura, S. Usami, Y. Mori, M. Fujii, S. Takemi, S. Nakabayashi, H. Y. Yoshikawa, R. Kanzaki
    J. Phys. Chem. Lett. 2022, 13, 9494–9500. (doi: 10.1021/acs.jpclett.2c01673)
  4. “Design, synthesis, and bio-evaluation of novel triterpenoid derivatives as anti-HIV-1 compounds”
    R. Takeuchi, K. Ogihara, J. Fujimoto, K. Sato, N. Mase, K. Yoshimura, S. Harada, T. Narumi
    Bioorg. Med. Chem. 2022, 69, 128768. (doi: 10.1016/j.bmcl.2022.128768)
  5. “Synthesis and Structural Characterization of β-Turn Mimics Containing (Z)-Chloroalkene Dipeptide Isosteres”
    Y. Kodama, S. Takeo, J. Fujimoto, K. Sato, N. Mase, T. Narumi
    J. Org. Chem. 2022, 87, 2167–2177. (doi: 10.1021/acs.joc.1c03115)

2021年

  1. “Stereoselective synthesis of highly functionalized (Z)-chloroalkene dipeptide isosteres containing an α,α-disubstituted amino acid”
    Y. Kodama, S. Imai, J. Fujimoto, K. Sato, N. Mase, T. Narumi
    Chem. Commun. 2021, 57, 6915–6918. (doi: 10.1039/D1CC02952E)
  2. “β,γ-trans-Selective γ-butyrolactone formation via homoenolate cross-annulation of enals and aldehydes catalyzed by sterically hindered N-heterocyclic carbene”
    R. Kyan, Y. Kitagawa, R. Ide, K. Sato, N. Mase, T. Narumi
    Tetrahedron 2021, 91, 132191. (doi: 10.1016/j.tet.2021.132191)
  3. “Late-Stage Solubilization of Poorly Soluble Peptides Using Hydrazide Chemistry”
    K. Sato, S. Tanaka, J. Wang, K. Ishikawa, S. Tsuda, T. Narumi, T. Yoshiya, N. Mase
    Org. Lett. 2021, 23, 1653–1658. (doi: 10.1021/acs.orglett.1c00074)

2020年

  1. “Conversion of levoglucosan into glucose by the coordination of four enzymes through oxidation, elimination, hydration, and reduction”
    Y. Kuritani, K. Sato, H. Dohra, S. Umemura, M. Kitaoka, S. Fushinobu, N. Yoshida
    Sci. Rep. 2020, 10, 20066. (doi: 10.1038/s41598-020-77133-8)
  2. “Fine bubble–slug flow hydrogenation of multiple bonds and phenols”
    T. Iio, K. Nagai, T. Kozuka, A. M. Sammi, K. Sato, T. Narumi, N. Mase
    Synlett 2020, 31, 1919–1924. (doi: 10.1055/s-0040-1705948)
  3. “Highly effective volatile organic compound dissolving strategy based on mist atomization for odorant biosensors”
    D. Terutsuki, H. Mitsuno, K. Sato, T. Sakurai, N. Mase, R. Kanzaki
    Anal. Chim. Acta 2020, 1139, 178–188. (doi: 10.1016/j.aca.2020.09.043)
  4. “Stereoselective synthesis of Gly-Gly-type (E)- methylalkene and (Z)-chloroalkene dipeptide isosteres and their application to 14-mer RGG peptidomimetics”
    H. Okita, Y. Kato, T. Masuzawa, K. Arai, S. Takeo, K. Sato, N. Mase, T. Oyoshi, T. Narumi
    RSC Adv. 2020, 10, 29373–29377. (doi: 10.1039/D0RA06554D)
  5. “Pendant Alkoxy Groups on N-Aryl Substitutions Drive the Efficiency of Imidazolylidene Catalysts for Homoenolate Annulation from Enal and Aldehyde”
    R. Kyan, K. Sato, N. Mase, T. Narumi
    Angew. Chem. Int. Ed. 2020, 59, 19031–19036. (doi: 10.1002/anie.202008631)

2019年

  1. “Chemoselective Umpolung of Enals for Asymmetric Homoenolate Cross-Annulation of Enals and Aldehydes Catalyzed by N-Heterocyclic Carbene”
    R. Ide, R. Kyan, T. P. Le, Y. Kitagawa, K. Sato, N. Mase, T. Narumi
    Org. Lett. 2019, 21, 9119–9123. (doi: 10.1021/acs.orglett.9b03509)
  2. “Epimerization-suppressed organocatalytic synthesis of poly-L-lactide in supercritical carbon dioxide under plasticizing conditions”
    N. Mase, Moniruzzaman, S. Yamamoto, K. Sato, T. Narumi, H. Yanai
    Tetrahedron Lett. 2019, 60, 150987. (doi: 10.1016/j.tetlet.2019.150987)

2018年

  1. “Organocatalytic ring-opening polymerization of l-lactide in supercritical carbon dioxide under plasticizing conditions”
    N. Mase, Moniruzzaman, S. Mori, J. Ishizuka, F. Kumazawa, S. Yamamoto, K. Sato, T. Narumi
    Tetrahedron Lett. 2018, 59, 4329–4396. (doi: 10.1016/j.tetlet.2018.10.065)
  2. “Improvement of chemical stability of conjugated dienes by chlorine substitution”
    T. Narumi, T. Nishizawa, T. Imai, R. Kyan, H. Taniguchi, K. Sato, N. Mase
    Tetrahedron 2018, 74, 6527–6533. (doi: 10.1016/j.tet.2018.09.030)
  3. “Rapid Optimization of Reaction Conditions Based on Comprehensive Reaction Analysis Using a Continuous Flow Microwave Reactor”
    P. Vámosi, K. Matsuo, T. Masuda, K. Sato, T. Narumi, K. Takeda, N. Mase
    Chem. Rec. 2019, 19, 77–84. (doi: 10.1002/tcr.201800048)
  4. “7-Hydroxy-N-Methylquinolinium Chromophore: A Photolabile Protecting Group for Blue-Light Uncaging”
    T. Narumi, K. Miyata, A. Nii, K. Sato, N. Mase, T. Furuta
    Org. Lett. 2018, 20, 4178–4182. (doi: 10.1021/acs.orglett.8b01505)
  5. “Organocatalytic Stereoselective Cyclic Polylactide Synthesis in Supercritical Carbon Dioxide under Plasticizing Conditions”
    N. Mase, Moniruzzaman, S. Yamamoto, Y. Nakaya, K. Sato, T. Narumi
    Polymers 2018, 10, 713 (doi: 10.3390/polym10070713)
  6. “Direct synthesis of N-terminal thiazolidine-containing peptide thioesters from peptide hydrazides”
    K. Sato, S. Tanaka, K. Yamamoto, Y. Tashiro, T. Narumi, N. Mase
    Chem. Commun. 2018, 54, 9127–9130. (doi: 10.1039/C8CC03591A) and back cover (doi: 10.1039/C8CC90362J)

2017年

  1. “Fine-bubble-based strategy for the palladium-catalyzed hydrogenation of nitro groups: measurement of ultrafine bubbles in organic solvents”
    N. Mase, Y. Nishina, S. Isomura, K. Sato, T. Narumi, N. Watanabe
    Synlett 2017, 28, 2184–2188. (doi: 10.1055/s-0036-1588869)
  2. “Tuning the catalyst reactivity of imidazolylidene catalysts through substituent effects on the N-aryl groups”
    R. Kyan, K. Sato, N. Mase, N. Watanabe, T. Narumi
    Org. Lett. 2017, 19, 2750–2753. (doi: 10.1021/acs.orglett.7b01105)
  3. “The role of chemisorption for push-pull chromophores on SiO2surfaces in non-electrically poling host-guest NLO polymers”
    A. Sugita, K. Ito, Y. Sato, R. Suzuki, K. Sato, T. Narumi, N. Mase, Y. Takano, T. Matsushita, S. Tasaka, Y. Kawata
    J. Photochem. Photobiol., A 2017, 340, 35–45. (doi: 10.1016/j.jphotochem.2017.03.007)
  4. “Selective improvement of peptides imaging on tissue by supercritical fluid wash of lipids for matrix-assisted laser desorption/ionization mass spectrometry”
    S. Matsushita, N. Masaki, K. Sato, T. Hayasaka, E. Sugiyama, S.-P. Hui, H. Chiba, N. Mase, M. Setou
    Anal. Bioanal. Chem. 2017, 409, 1475–1480. (doi    : 10.1007/s00216-016-0119-3)

2016年

  1. “Development of an anilide-type scaffold for the thioester precursor N-Sulfanylethylcoumarinyl amide”
    M. Eto, N. Naruse, K. Morimoto, K. Yamaoka, K. Sato, K. Tsuji, T. Inokuma, A. Shigenaga, A. Otaka
    Org. Lett. 2016, 18, 4416–4419. (doi: 10.1021/acs.orglett.6b02207)
  2. “Tailored synthesis of 162-residue S-monoglycosylated GM2-activator protein (GM2AP) analogues that allows facile access to protein library”
    T. Nakamura, K. Sato, N. Naruse, K. Kitakaze, T. Inokuma, T. Hirokawa, A. Shigenaga, K. Itoh, A. Otaka
    ChemBioChem 2016, 17, 1986–1992. (doi: 10.1002/cbic.201600400) and inside cover (doi: 10.1002/cbic.201600521)
  3. “Labelling of endogenous target protein via N-S acyl transfer-mediated activation of N-sulfanylethylanilide”
    M. Denda, T. Morisaki, T. Kohiki, J. Yamamoto, K. Sato, I. Sagawa, T. Inokuma, Y. Sato, A. Yamauchi, A. Shigenaga, A. Otaka
    Org. Biomol. Chem. 2016, 14, 6244–6251. (doi: 10.1039/C6OB01014H)
    Highlighted in Current Hot Articles in Organic & Biomolecular Chemistry
  4. “Protease-resistant modified human β-hexosaminidase B ameliorates symptoms in GM2 gangliosidosis model”
    K. Kitakaze, Y. Mizutani, E. Sugiyama, C. Tasaki, D. Tsuji, N. Maita, T. Hirokawa, D. Asanuma, M. Kamiya, K. Sato, M. Setou, Y. Urano, T. Togawa, A. Otaka, H. Sakuraba, K. Itoh
    J. Clin. Invest. 2016, 126, 1691–1703. (doi: 10.1172/JCI85300)
  5. “Synthesis of a self-assembling gold nanoparticle-supported organocatalyst for enamine-based asymmetric aldol reactions”
    P. L. Sóti, H. Yamashita, K. Sato, T. Narumi, M. Toda, N. Watanabe, G. Marosi, N. Mase
    Tetrahedron 2016, 72, 1984–1990. (doi: 10.1016/j.tet.2016.02.065)
  6. “Facile synthesis of C-terminal peptide thioacids under mild conditions from N-sulfanylethylanilide peptides”
    T. Shimizu, R. Miyajima, K. Sato, K. Sakamoto, N. Naruse, M. Kita, A. Shigenaga, A. Otaka
    Tetrahedron 2016, 72, 992–998. (doi: 10.1016/j.tet.2015.12.070)
  7. “Characteristic fluctuations in glycosidically bound volatiles during tea processing and identification of their unstable derivatives”
    J. Cui, T. Katsuno, K. Totsuka, T. Ohnishi, H. Takemoto, N. Mase, M. Toda, T. Narumi, K. Sato, T. Matsuo, K. Mizutani, Z. Yang, N. Watanabe, H. Tong
    J. Agric. Food Chem. 2016, 64, 1151–1157. (doi: 10.1021/acs.jafc.5b05072)

2015年

  1. “Efficient one-pot synthesis of CXCL14 and its derivative using an N-sulfanylethylanilide peptide as a peptide thioester equivalent and their biological evaluation”
    K. Tsuji, K. Tanegashima, K. Sato, K. Sakamoto, A. Shigenaga, T. Inokuma, T. Hara, A. Otaka
    Bioorg. Med. Chem. 2015, 23, 5909–5914. (doi: 10.1016/j.bmc.2015.06.064)
  2. “The total chemical synthesis of the monoglycosylated GM2 ganglioside activator using a novel cysteine surrogate”
    K. Sato, K. Kitakaze, T. Nakamura, N. Naruse, K. Aihara, A. Shigenaga, T. Inokuma, D. Tsuji, K. Itoh, A. Otaka
    Chem. Commun. 2015, 51, 9946–9948. (doi: 10.1039/C5CC02967H)
  3. “Photo-triggered fluorescent labelling of recombinant proteins in live cells”
    D. Jung, K. Sato, K. Min, A. Shigenaga, J. Jung, A. Otaka, Y. Kwon
    Chem. Commun. 2015, 51, 9670–9673. (doi: 10.1039/C5CC01067E)
  4. “Development of a chemical methodology for the preparation of peptide thioesters applicable to naturally occurring peptides using a sequential quadruple acyl transfer system”
    Y. Tsuda, A. Shigenaga, K. Tsuji, M. Denda, K. Sato, K. Kitakaze, T. Nakamura, T. Inokuma, K. Itoh, A. Otaka
    ChemistryOpen 2015, 4, 448–452. (doi: 10.1002/open.201500086)

2014年以前

  1. “Examination of native chemical ligation using peptidyl prolyl thioesters”
    T. Nakamura, A. Shigenaga, K. Sato, Y. Tsuda, K. Sakamoto, A. Otaka
    Chem. Commun. 2014, 50, 58–60. (doi: 10.1039/C3CC47228K)
  2. “Chemical synthesis of biologically active monoglycosylated GM2-activator protein analog using N-sulfanylethylanilide peptide”
    K. Sato, A. Shigenaga, K. Kitakaze, K. Sakamoto, D. Tsuji, K. Itoh, A. Otaka
    Angew. Chem. Int. Ed. 2013, 52, 7855–7859. (doi: 10.1002/anie.201303390)
  3. “Synthetic procedure for N-Fmoc amino acyl-N-sulfanylethylaniline linker as crypto-peptide thioester precursor with application to native chemical ligation”
    K. Sakamoto, K. Sato, A. Shigenaga, K. Tsuji, S. Tsuda, H. Hibino, Y. Nishiuchi, A. Otaka
    J Org. Chem. 2012, 77, 6948–6958. (doi: 10.1021/jo3011107)
  4. “Development of UV-responsive catch-and-release system of a cysteine protease model peptide”
    A. Shigenaga, K. Morishita, K. Yamaguchi, H. Ding, K. Ebisuno, K. Sato, J. Yamamoto, K. Akaji, A. Otaka
    Tetrahedron 2011, 67, 8879–8886. (doi: 10.1016/j.tet.2011.09.062)
  5. “Dual kinetically-controlled native chemical ligation using a combination of sulfanylproline and sulfanylethylanilide peptide”
    H. Ding, A. Shigenaga, K. Sato, K. Morishita, A. Otaka
    Org. Lett. 2011, 13, 5588–5591. (doi: 10.1021/ol202316v)
  6. “N-Sulfanylethylanilide Peptide as a Crypto-Thioester Peptide”
    K. Sato, A. Shigenaga, K. Tsuji, S. Tsuda, Y. Sumikawa, K. Sakamoto, A. Otaka
    ChemBioChem 2011, 12, 1840–1844. (doi: 10.1002/cbic.201100241)
  7. “Application of N-C- or C-N-directed sequential native chemical ligation to the preparation of CXCL14 analogs and their biological evaluation”
    K. Tsuji, A. Shigenaga, Y. Sumikawa, K. Tanegashima, K. Sato, K. Aihara, T. Hara, A. Otaka
    Bioorg. Med. Chem. 2011, 19, 4014–4020. (doi: 10.1016/j.bmc.2011.05.018)
  8. “Sequential native chemical ligation utilizing peptide thioacids derived from newly developed Fmoc-based synthetic method”
    A. Shigenaga, Y. Sumikawa, S. Tsuda, K. Sato, A. Otaka
    Tetrahedron 2010, 66, 3290–3296. (doi: 10.1016/j.tet.2010.03.016)

総説・解説

  1. 「第2部 マイクロリアクター/フロー合成技術を用いた実用化事例；第3章 プロセスの連続化と反応条件の最適化事例」
    間瀬暢之、武田和宏、佐藤浩平
    マイクロリアクター/フロー合成による 反応条件を最適化した導入と目的に応じた実生産への適用 ～事例をふまえた現状と課題 / 不具合を避けるための設備設計～、サイエンス&テクノロジー株式会社 （2020年）
  2. “Chapter 5, Catalytic Green Organic Synthesis in Unique Reaction Environments”
    N. Mase, K. Sato
    Green Science and Technology, E. Y. Park, T. Saito, H. Kawagishi, M. Hara (eds.), CRC Press, 2019, 65–82.
  3. 「マイクロ波グリーン有機化学：デスクトッププラントを目指して」
    間瀬暢之、武田和宏、佐藤浩平
    ケミカルエンジニヤリング 2019, 64, 395–402.
  4. 「鏡の国のタンパク質」
    佐藤浩平
    生物工学会誌 2018, 96, 270.
  5. 「セレンの特性を生かしたペプチド化学の新展開」
    佐藤浩平
    有機合成化学協会誌 2017, 75, 768–769.
  6. 「論文紹介「気になった論文」」
    佐藤浩平
    生命化学研究レター 2017, 53, 15–17.
  7. 「ケミストによるタンパク質医薬品開発を目指して」
    佐藤浩平
    Peptide Newsletter Japan 2016, 101, 4–7.
  8. 「天然アミノ酸配列に適用可能な新規タンパク質チオエステル合成法の開発」
    津田雄介、重永 章、佐藤浩平、中村太寛、北風圭介、猪熊 翼、伊藤孝司、大高 章
    ケミカルバイオロジー 2016, 9, 7–10.
  9. “Chemical synthesis of proteins using N-sulfanylethylanilide peptides, based on N-S acyl transfer chemistry”
    A. Otaka, K. Sato, A. Shigenaga
    Top. Curr. Chem. 2015, 363, 33–56. (doi:10.1007/128_2014_586)
  10. 「タンパク性医薬品開発に向けたペプチド化学」
    中村太寛、佐藤浩平、大高 章
    化学工業 2014, 65, 842–848.
  11. 「ペプチド・タンパク質を基盤とする創薬展開への化学基盤の開拓」
    佐藤浩平、大高 章
    化学工業 2014, 65, 411–417.
  12. 「新規タンパク質選択的ラベル化試薬“SEAL-tag”の開発研究」
    傳田将也、山本 純、佐藤浩平、坂本 健、重永 章、佐藤陽一、吉村好之、山内あい子、大高 章
    ケミカルバイオロジー 2013, 6, 6–9.
  13. 「タンパク質合成化学が切り開くタンパク質医薬品開発の新展開」
    佐藤浩平
    ファルマシア 2013, 49, 445.
  14. “One-pot/sequential native chemical ligation using N-sulfanylethylanilide peptide”
    A. Otaka, K. Sato, H. Ding, A. Shigenaga. Chem. Rec. 2012, 12, 479–490. (doi: 10.1002/tcr.201200007)
  15. 「ペプチドチオエステル合成法の最近の進展」
    重永 章、佐藤浩平、大高 章
    有機合成化学協会誌 2010, 68, 911–919.
  16. 「十字路：セーフティーキャッチリンカー」
    重永 章、佐藤浩平、大高 章
    有機合成化学協会誌 2010, 68, 973.