Faculty Profiles - TANAKA Nao

写真a

TANAKA Nao

Organization

Faculty of Science and Engineering Research Associate

Contact information

The inquiry by e-mail is 《here》

External link

Degree

博士（理学） ( 上智大学 )
修士（理学） ( 上智大学 )

Education

2021.3

Sophia University doctor course completed
2018.3

Sophia University master course completed
2016.3

Sophia University graduated

Research History

2025.4 - Now

Chuo University Faculty of Science and Technology Assistant Professor
2024.4 - 2025.3

Sophia University Faculty of Science and Technology Postdoctral Researcher
2022.2 - 2024.1

Northwestern University Chemistry Postdoctral Researcher
2021.4 - 2022.1

Sophia University Faculty of Science and Technology Postdoctral Researcher

Professional Memberships

2024.3 - Now

有機合成化学協会
2020.3 - Now

日本薬学会
2016.3 - Now

日本化学会

Research Areas

Nanotechnology/Materials / Synthetic organic chemistry

Papers

Combined Photocatalysis and Lewis Acid Catalysis Strategy for the Oxa-Pictet–Spengler Reactions of Ethers Reviewed

Nao Tanaka, Sophia R. Mitton-Fry, Meemie U. Hwang, Joshua L. Zhu, Karl A. Scheidt

ACS Catalysis 14 ( 10 ) 7949 - 7955 2024.5

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Authorship：Lead author Language：English Publishing type：Research paper (scientific journal) Publisher：American Chemical Society (ACS)

DOI： 10.1021/acscatal.4c01595

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Cooperative Carbene Photocatalysis for β-Amino Ester Synthesis Reviewed

Nao Tanaka, Joshua Zhu, Oniya L. Valencia, Cullen R. Schull, Karl Scheidt

Journal of the American Chemical Society 2023.10

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Authorship：Lead author Language：English Publishing type：Research paper (scientific journal) Publisher：American Chemical Society ({ACS})

DOI： 10.1021/jacs.3c09875

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Can Heteroarenes/Arenes Be Hydrogenated Over Catalytic Pd/C Under Ambient Conditions? Reviewed

Nao Tanaka, Toyonobu Usuki

European Journal of Organic Chemistry 2020 ( 34 ) 5514 - 5522 2020.9

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Authorship：Lead author Language：English Publishing type：Research paper (scientific journal) Publisher：Wiley

DOI： 10.1002/ejoc.202000695

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Other Link： https://onlinelibrary.wiley.com/doi/full-xml/10.1002/ejoc.202000695
Chichibabin and IsoChichibabin Pyridinium Syntheses of Isodesmosine, Desmosine, and their Derivatives Reviewed

Nao Tanaka, Manami Kurita, Yuko Murakami, Toyonobu Usuki

European Journal of Organic Chemistry 2018 ( 43 ) 6002 - 6009 2018.11

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Authorship：Lead author Language：English Publishing type：Research paper (scientific journal) Publisher：Wiley

DOI： 10.1002/ejoc.201801156

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Total synthesis of ma'edamines E and F via Chichibabin pyridinium synthesis Reviewed

Meiichiro Koyoshi, Hitoshi Yamashita, Nao Tanaka, Toyonobu Usuki

Tetrahedron Letters 2025.10

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Authorship：Corresponding author Language：English Publishing type：Research paper (scientific journal)

DOI： 10.1016/j.tetlet.2025.155762

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Total Synthesis of Deoxypyridinoline and Deoxypyridinoline-13C2,15N1 Reviewed

Toyonobu Usuki, Hiroaki Ishii, Nao Tanaka, Ryosuke Shigeta, Saki Kondo

Synthesis 2025.7

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Language：English Publishing type：Research paper (scientific journal)

<jats:title>Abstract</jats:title><jats:p>Collagen fibers, which make up 30% of all proteins in vertebrates, are extracellular matrix proteins that provide mechanical strength to connective tissues such as skin and bone, forming the structural foundation of the body. Deoxypyridinoline, a collagen cross-linking amino acid first isolated from bovine bone in 1982, is released into the bloodstream during bone metabolism alongside degraded bone tissue. This makes it a promising biomarker for quantitatively assessing diseases associated with abnormal bone resorption. In this study, we achieved the total synthesis of deoxypyridinoline from commercially available amino acids in five steps with an overall yield of 20%. This synthetic method provides a scalable alternative to isolating the compound from natural sources. As part of ongoing research into its use as a biomarker, we also synthesized isotopically labeled deoxypyridinoline-13C2,15N1, which can be used as an internal standard for quantitative analysis.</jats:p>

DOI： 10.1055/s-0043-1775486

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Total synthesis of merodesmosine Reviewed

Kaho Oishi, Nao Tanaka, Toyonobu Usuki

Tetrahedron Letters 107 154106 - 154106 2022.9

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Publishing type：Research paper (scientific journal) Publisher：Elsevier BV

DOI： 10.1016/j.tetlet.2022.154106

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Middle-Scale IsoChichibabin Desmosine Synthesis Reviewed

Toyonobu Usuki, Takahiro Suzuki, Nao Tanaka, Hiroaki Tanaka

HETEROCYCLES 104 ( 5 ) 961 - 961 2022

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Publishing type：Research paper (scientific journal) Publisher：The Japan Institute of Heterocyclic Chemistry

DOI： 10.3987/com-22-14620

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IsoChichibabin desmosine-13C3,15N1 synthesis and quantitative LC-MS/MS analysis of desmosine and isodesmosine in human skin. Reviewed International journal

Mika Hirose, Toyoaki Kobayashi, Nao Tanaka, Ayame Mikagi, Hiroshi Wachi, Yuki Mizutani, Toyonobu Usuki

Bioorganic & medicinal chemistry 52 116519 - 116519 2021.12

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Language：English Publishing type：Research paper (scientific journal)

Desmosine and isodesmosine are crosslinking amino acids of elastin, which is an essential component of the dermal extracellular matrix protein. Quantitative analysis of crosslinker desmosines in human skin dermis has not been fully achieved due to the insoluble nature of elastin protein. In the present study, chemical synthesis of isotopically labeled desmosine, desmosine-13C3,15N1, was carried out via isoChichibabin pyridinium synthesis starting from corresponding isotopically labeled amino acids. Isotope-dilution LC-MS/MS analysis of desmosine and isodesmosine utilizing synthetic desmosine-13C3,15N1 enabled the quantitative analysis of desmosines in human skin for the first time. Thus, ca. 1.43 μg of desmosines was detected from analysis of 1 mg of dry human skin.

DOI： 10.1016/j.bmc.2021.116519

PubMed

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Pd/C-catalyzed one-pot Suzuki-Miyaura cross-coupling/hydrogenation of pyridine derivatives Reviewed

Dinda B. Pitna, Nao Tanaka, Toyonobu Usuki

Journal of Heterocyclic Chemistry 2021.7

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Language：English Publishing type：Research paper (scientific journal) Publisher：Wiley

DOI： 10.1002/jhet.4341

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Chichibabin/isoChichibabin pyridinium synthesis of ma’edamines C and D Reviewed

Mika Hirose, Nao Tanaka, Toyonobu Usuki

Bioorganic & Medicinal Chemistry Letters 128165 - 128165 2021.5

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Language：English Publishing type：Research paper (scientific journal) Publisher：Elsevier BV

DOI： 10.1016/j.bmcl.2021.128165

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Cover Feature: Can Heteroarenes/Arenes Be Hydrogenated Over Catalytic Pd/C Under Ambient Conditions? (Eur. J. Org. Chem. 34/2020)

Nao Tanaka, Toyonobu Usuki

European Journal of Organic Chemistry 2020 ( 34 ) 5472 - 5472 2020.9

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Language：English Publishing type：Research paper (scientific journal) Publisher：Wiley

DOI： 10.1002/ejoc.202001151

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Preparation of isodesmosine‐KLH conjugate for ELISA system Reviewed

Daria A. Baut, Nao Tanaka, Reiko Yokoo, Toyonobu Usuki

Chirality 32 ( 4 ) 431 - 436 2020.4

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Language：English Publishing type：Research paper (scientific journal) Publisher：Wiley

DOI： 10.1002/chir.23175

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Other Link： https://onlinelibrary.wiley.com/doi/full-xml/10.1002/chir.23175
Preparation of Protected 13Cn-Labeled Isodesmosines: Mechanistic Insight of Isodesmosine Formation Reviewed

Nao Tanaka, Toyonobu Usuki

Natural Product Communications 14 ( 6 ) 1934578X1984996 - 1934578X1984996 2019.6

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Authorship：Lead author Language：English Publishing type：Research paper (scientific journal) Publisher：SAGE Publications

DOI： 10.1177/1934578x19849967

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Other Link： http://journals.sagepub.com/doi/full-xml/10.1177/1934578X19849967
Chichibabin “isodesmopyridine” synthesis Reviewed

Wakana Fuse, Akiho Imura, Nao Tanaka, Toyonobu Usuki

Tetrahedron Letters 60 ( 13 ) 928 - 930 2019.3

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Language：English Publishing type：Research paper (scientific journal) Publisher：Elsevier BV

DOI： 10.1016/j.tetlet.2019.02.038

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Chichibabin pyridinium synthesis Reviewed

Akiho Imura, Nao Tanaka, Toyonobu Usuki

Tetrahedron Letters 60 ( 6 ) 489 - 492 2019.2

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Language：English Publishing type：Research paper (scientific journal) Publisher：Elsevier BV

DOI： 10.1016/j.tetlet.2019.01.011

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Presentations

Chichibabinピリジン合成によるピリジン系天然物の合成研究

田中尚, 臼杵豊展

第57回天然物化学談話会 2024.7

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Language：Japanese Presentation type：Poster presentation

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光−NHC協奏的触媒系によるβ-アミノエステル合成法

田中尚, Joshua L. Zhu, Oniya L. Valencia, Cullen R. Schull、Karl A. Scheid

第124回有機合成シンポジウム 2024.6

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Language：Japanese Presentation type：Poster presentation

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Mild Pd/C-mediated Dearomatic Hydrogenation of Heteroarenes: Synthesis of Anti-Alzheimer's Drug Donepezil

Nao Tanaka, Toyonobu Usuki

13th AFMC International Medicinal Chemistry Symposium 2021.11

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Language：English Presentation type：Oral presentation (general)

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Chichibabinピリジニウム合成によるma'edamine CおよびDの全合成

田中尚, 広瀬美香, 臼杵豊展

第63回天然有機化合物討論会 2021.9

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Language：Japanese Presentation type：Poster presentation

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Construction and Hydrogenation of Pyridine Rings Invited

Nao Tanaka, Toyonobu Usuki

MIRAI 2.0 Research and Innovation week (online) 2021.6

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Event date： 2021.6 　　

Language：English Presentation type：Oral presentation (invited, special)

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Pd/Cによる芳香族化合物の温和な接触水素化反応

田中尚, 臼杵豊展

日本薬学会第141年会 2021.3

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Language：Japanese Presentation type：Oral presentation (general)

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芳香族化合物の温和な接触水素化反応の開発

田中尚, 臼杵豊展

日本化学会第101春季年会 2021.3

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Language：Japanese Presentation type：Oral presentation (general)

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Pd/Cによる芳香族化合物の温和な接触水素化反応の開発

田中尚, 臼杵豊展

日本化学会第10回CSJ化学フェスタ 2020.10

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Language：Japanese Presentation type：Poster presentation

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アルキニルピリジンの水素添加反応

田中尚, 臼杵豊展

第54回天然物化学談話会 2019.7

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Language：Japanese Presentation type：Poster presentation

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Chichibabinアイソデスモピリジン合成

田中尚, 布施若菜, 井村礼歩, 臼杵豊展

第77回有機合成化学協会関東支部シンポジウム 2019.5

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Language：Japanese Presentation type：Oral presentation (general)

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エラスチン架橋部位の生体模倣反応の開発

田中尚, 臼杵豊展

日本農芸化学会2019年度大会 2019.3

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Language：Japanese Presentation type：Oral presentation (general)

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Chichibabin/IsoChichibabin Pyridinium Syntheses of Isodesmosine, Desmosine, and their Derivatives

Nao Tanaka, Manami Kurita, Yuko Murakami, Toyonobu Usuki

The 14th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-14) 2018.11

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Presentation type：Poster presentation

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Isodesmosineおよびdesmosineとその誘導体のChichibabin/isoChichibabinピリジニウム合成

田中尚, 栗田麻菜美, 村上祐子, 臼杵豊展

日本化学会第８回CSJ化学フェスタ 2018.10

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Language：Japanese Presentation type：Poster presentation

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Isodesmosineおよびdesmosineとその誘導体のChichibabin/isoChichibabinピリジニウム合成

田中尚, 栗田麻菜美, 村上祐子, 臼杵豊展

第35回有機合成化学セミナー 2018.9

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Language：Japanese Presentation type：Poster presentation

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Isodesmosineおよびdesmosineの選択的Chichibabinピリジニウム合成

田中尚, 臼杵豊展

第75回有機合成化学協会関東支部シンポジウム 2018.5

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Language：Japanese Presentation type：Oral presentation (general)

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Selective Syntheses of Desmosines and their Derivatives via Chichibabin Pyridinium Synthesis

Nao Tanaka, Manami Kurita, Yuko Murakami, Toyonobu Usuki

日本化学会第98春季年会 2018.3

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Presentation type：Poster presentation

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エラスチン架橋アミノ酸isodesmosineのChichibabinピリジン合成

田中尚, 谷川貴寛, 臼杵豊展

2016.11

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Language：Japanese Presentation type：Poster presentation

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同位体標識isodesmosineの合成研究

田中尚, 谷川貴寛, 臼杵豊展

日本化学会第96春季年会 2016.3

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Language：Japanese Presentation type：Poster presentation

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Awards

Scholarship for fostering young researchers

2019.10 Sophia University
JASSO scholarship

2018.10 Sophia University Normally subject to return by student after graduation, the scholarship was granted without need to return, for excellent academic achievements.

Research Projects

未踏のアミノ酸地図を描く：光-NHC協奏触媒による次世代β-アミノ酸合成法の開発

Grant number：25K18600 2025.4 - 2028.3

日本学術振興会科学研究費助成事業若手研究上智大学

田中尚

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Grant amount： \4940000 （ Direct Cost: \3800000 、 Indirect Cost： \1140000 ）

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