研究者詳細 - 荘司　長三

論文 - 荘司　長三

分割表示 83 件中 1 - 20 件目／全件表示 >>

A Heme-Acquisition Protein Reconstructed with a Cobalt 5-Oxaporphyrinium Cation and Its Growth-Inhibition Activity Toward Multidrug-Resistant Pseudomonas aeruginosa

Takiguchi Asahi, Sakakibara Erika, Sugimoto Hiroshi, Shoji Osami, Shinokubo Hiroshi

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 61 巻 ( 7 ) 2022年2月

The Power of Deception: Using Decoy Molecules to Manipulate P450BM3 Biotransformations

Stanfield Joshua Kyle, Shoji Osami

CHEMISTRY LETTERS 50 巻 ( 12 ) 頁： 2025 - 2031 2021年12月

Exploring hitherto uninvestigated reactions of the fatty acid peroxygenase CYP152A1: catalase reaction and Compound I formation

Onoda Hiroki, Tanaka Shota, Watanabe Yoshihito, Shoji Osami

FARADAY DISCUSSIONS 2021年10月

C9orf72-derived arginine-rich poly-dipeptides impede phase modifiers

Nanaura Hitoki, Kawamukai Honoka, Fujiwara Ayano, Uehara Takeru, Aiba Yuichiro, Nakanishi Mari, Shiota Tomo, Hibino Masaki, Wiriyasermkul Pattama, Kikuchi Sotaro, Nagata Riko, Matsubayashi Masaya, Shinkai Yoichi, Niwa Tatsuya, Mannen Taro, Morikawa Naritaka, Iguchi Naohiko, Kiriyama Takao, Morishima Ken, Inoue Rintaro, Sugiyama Masaaki, Oda Takashi, Kodera Noriyuki, Toma-Fukai Sachiko, Sato Mamoru, Taguchi Hideki, Nagamori Shushi, Shoji Osami, Ishimori Koichiro, Matsumura Hiroyoshi, Sugie Kazuma, Saio Tomohide, Yoshizawa Takuya, Mori Eiichiro

NATURE COMMUNICATIONS 12 巻 ( 1 ) 2021年9月

Short-lived intermediate in N2O generation by P450 NO reductase captured by time-resolved IR spectroscopy and XFEL crystallography

Nomura Takashi, Kimura Tetsunari, Kanematsu Yusuke, Yamada Daichi, Yamashita Keitaro, Hirata Kunio, Ueno Go, Murakami Hironori, Hisano Tamao, Yamagiwa Raika, Takeda Hanae, Gopalasingam Chai, Kousaka Ryota, Yanagisawa Sachiko, Shoji Osami, Kumasaka Takashi, Yamamoto Masaki, Takano Yu, Sugimoto Hiroshi, Tosha Takehiko, Kubo Minoru, Shiro Yoshitsugu

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA 118 巻 ( 21 ) 2021年5月

Influence of Solvents on Catalytic C–H Bond Oxidation by a Copper(II)–Alkylperoxo Complex

Yuri Lee, Bohee Kim, Seonghan Kim, Elvis Wang Hei Ng, Shinya Ariyasu, Osami Shoji, Sungho Yoon, Hajime Hirao, Jaeheung Cho

ACS Catalysis 14 巻 ( 5 ) 頁： 3524 - 3532 2024年2月

Heme-substituted protein assembly bridged by synthetic porphyrin: achieving controlled configuration while maintaining rotational freedom

Hiroaki Inaba, Yuma Shisaka, Shinya Ariyasu, Erika Sakakibara, Garyo Ueda, Yuichiro Aiba, Nobutaka Shimizu, Hiroshi Sugimoto, Osami Shoji

RSC Advances 14 巻 ( 13 ) 頁： 8829 - 8836 2024年

Investigating the applicability of the CYP102A1-decoy-molecule system to other members of the CYP102A subfamily

Joshua Kyle Stanfield, Hiroki Onoda, Shinya Ariyasu, Chie Kasai, Eleanor Mary Burfoot, Hiroshi Sugimoto, Osami Shoji

Journal of Inorganic Biochemistry 245 巻頁： 112235 - 112235 2023年8月

Catalytic Oxidation of Methane by Wild-Type Cytochrome P450BM3 with Chemically Evolved Decoy Molecules

Shinya Ariyasu, Kai Yonemura, Chie Kasai, Yuichiro Aiba, Hiroki Onoda, Yuma Shisaka, Hiroshi Sugimoto, Takehiko Tosha, Minoru Kubo, Takashi Kamachi, Kazunari Yoshizawa, Osami Shoji

ACS Catalysis 頁： 8613 - 8623 2023年6月

Construction of Biocatalysts Using the P450 Scaffold for the Synthesis of Indigo from Indole. 国際誌

Yanqing Li, Yingwu Lin, Fang Wang, Jinghan Wang, Osami Shoji, Jiakun Xu

International journal of molecular sciences 24 巻 ( 3 ) 2023年1月

記述言語：英語掲載種別：研究論文（学術雑誌）

With the increasing demand for blue dyes, it is of vital importance to develop a green and efficient biocatalyst to produce indigo. This study constructed a hydrogen peroxide-dependent catalytic system for the direct conversion of indole to indigo using P450BM3 with the assistance of dual-functional small molecules (DFSM). The arrangements of amino acids at 78, 87, and 268 positions influenced the catalytic activity. F87G/T268V mutant gave the highest catalytic activity with kcat of 1402 min-1 and with a yield of 73%. F87A/T268V mutant was found to produce the indigo product with chemoselectivity as high as 80%. Moreover, F87G/T268A mutant was found to efficiently catalyze indole oxidation with higher activity (kcat/Km = 1388 mM-1 min-1) than other enzymes, such as the NADPH-dependent P450BM3 (2.4-fold), the Ngb (32-fold) and the Mb (117-fold). Computer simulation results indicate that the arrangements of amino acid residues in the active site can significantly affect the catalytic activity of the protein. The DFSM-facilitated P450BM3 peroxygenase system provides an alternative, simple approach for a key step in the bioproduction of indigo.

DOI： 10.3390/ijms24032395

PubMed

A Compound I Mimic Reveals the Transient Active Species of a Cytochrome P450 Enzyme: Insight into the Stereoselectivity of P450-Catalysed Oxidations

Kazuto Suzuki, Joshua Kyle Stanfield, Keita Omura, Yuma Shisaka, Shinya Ariyasu, Chie Kasai, Yuichiro Aiba, Hiroshi Sugimoto, Osami Shoji

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 2023年1月

記述言語：英語掲載種別：研究論文（学術雑誌）出版者・発行元：WILEY-V C H VERLAG GMBH

Catching the structure of cytochrome P450 enzymes in flagrante is crucial for the development of P450 biocatalysts, as most structures collected are found trapped in a precatalytic conformation. At the heart of P450 catalysis lies Cpd I, a short-lived, highly reactive intermediate, whose recalcitrant nature has thwarted most attempts at capturing catalytically relevant poses of P450s. We report the crystal structure of P450BM3 mimicking the state in the precise moment preceding epoxidation, which is in perfect agreement with the experimentally observed stereoselectivity. This structure was attained by incorporation of the stable Cpd I mimic oxomolybdenum mesoporphyrin IX into P450BM3 in the presence of styrene. The orientation of styrene to the Mo-oxo species in the crystal structures sheds light onto the dynamics involved in the rotation of styrene to present its vinyl group to Cpd I. This method serves as a powerful tool for predicting and modelling the stereoselectivity of P450 reactions.

DOI： 10.1002/anie.202215706

Web of Science

Tetraphenylporphyrin Enters the Ring: First Example of a Complex between Highly Bulky Porphyrins and a Protein. 国際誌

Yuma Shisaka, Erika Sakakibara, Kazuto Suzuki, Joshua Kyle Stanfield, Hiroki Onoda, Garyo Ueda, Miu Hatano, Hiroshi Sugimoto, Osami Shoji

Chembiochem : a European journal of chemical biology 23 巻 ( 14 ) 頁： e202200095 2022年7月

記述言語：英語掲載種別：研究論文（学術雑誌）

Tetraphenylporphyrin (TPP) is a symmetrically substituted synthetic porphyrin whose properties can be readily modified, providing it with significant advantages over naturally occurring porphyrins. Herein, we report the first example of a stable complex between a native biomolecule, the haemoprotein HasA, and TPP as well as its derivatives. The X-ray crystal structures of nine different HasA-TPP complexes were solved at high resolutions. HasA capturing TPP derivatives was also demonstrated to inhibit growth of the opportunistic pathogen Pseudomonas aeruginosa. Mutant variants of HasA binding FeTPP were shown to possess a different mode of coordination, permitting the cyclopropanation of styrene.

DOI： 10.1002/cbic.202200095

PubMed

Natural and artificial enzymes and medicinal aspects: general discussion. 国際誌

Philip Ash, Akhil R Chakravarty, Peter Comba, Abhishek Dey, Debabrata Goswami, Christof Martin Jäger, Kenneth Karlin, Subrata Kundu, Salvatore La Gatta, Rocío López Domene, Jean-Didier Maréchal, Shyamalava Mazumdar, Govindasamy Mugesh, Dimitrios Pantazis, Anca Pordea, Peter J Sadler, Volker Schünemann, Sayam Sen Gupta, Osami Shoji, Edward I Solomon, Paul Walton, Juliusz A Wolny

Faraday discussions 234 巻頁： 367 - 387 2022年5月

Designer Outer Membrane Protein Facilitates Uptake of Decoy Molecules into a Cytochrome P450BM3-Based Whole-Cell Biocatalyst 国際誌

Karasawa Masayuki, Yonemura Kai, Stanfield Joshua Kyle, Suzuki Kazuto, Shoji Osami

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 61 巻 ( 7 ) 頁： e202111612 2022年2月

Heme-containing proteins: Structures, functions, and engineering

Osami Shoji, Yuichiro Aiba, Shinya Ariyasu, Hiroki Onoda

Reference Module in Chemistry, Molecular Sciences and Chemical Engineering 頁： 194 - 214 2022年

Gaseous Alkane Hydroxylation by Deceiving Cytochrome P450BM3 Using Decoy Molecules

Joshua Kyle Stanfield, Osami Shoji

JOURNAL OF THE JAPAN PETROLEUM INSTITUTE 65 巻 ( 3 ) 頁： 79 - 87 2022年

記述言語：英語出版者・発行元：JAPAN PETROLEUM INST

Cytochrome P450BM3 (P450BM3) catalyses the monooxygenation of fatty acids. However, in the case of non-native substrates possessing different structures from fatty acids, P450BM3 remains in an inactive state and catalysis does not proceed. This review will introduce a unique approach, wherein native substrate mimics (decoy molecules) are employed to trick P450BM3 into mistakenly hydroxylating non-native substrates. The decoy molecule system has the advantage that wild-type enzyme can be employed and catalytic activity improved by developing appropriate decoy molecules. With a focus on the hydroxylation of gaseous alkanes, key developments since the first discovery of decoy molecules to the present day will be covered briefly herein. Notably, ethane was efficiently hydroxylated by wild-type P450BM3 with assistance of the systematically evolved N-substituted dipeptidic decoy molecule N-enanthoyl-L-pipecolyl-L-phenylalanine (C7AMPipPhe), achieving a TOF of 82.7 min(-1) P450(-1), representing the highest TOF among reported values catalysed by P450s including engineered P450s.

DOI： 10.1627/jpi.65.79

Web of Science

TRICKING CYTOCHROME P450BM3: CATALYSIS OF VARIOUS NON-NATIVE SUBSTRATE TRANSFORMATIONS USING DECOY MOLECULES

Joshua K. Stanfield, Kazuto Suzuki, Kai Yonemura, Talita Malewschik, Osami Shoji

QUIMICA NOVA 44 巻 ( 8 ) 頁： 982 - 998 2021年

記述言語：ポルトガル語出版者・発行元：SOC BRASILEIRA QUIMICA

In order to accomplish a greener chemistry, enzymes, such as the fatty-acid hydroxylase cytochrome P450BM3, have garnered increasing attention as potential candidates for the development of potent biocatalysts in recent years. However, one of the biggest issues hampering the quick and efficient application of P450BM3 as a biocatalyst lies in its stringent substrate specificity. Consequently, diverse mutagenesis-based approaches have been successfully employed as a means to alter the substrate specificity of P450BM3, leading to the generation of a myriad of highly specialised mutant variants. Nevertheless, repeated exhaustive mutagenesis is a laborious process with no guarantee for success, thus, alternative methods to more easily alter the enzyme's substrate specificity have become increasingly desirable. In recent years, decoy molecules, which possess the ability to deceive wild-type P450BM3 into hydroxylating a range of non-native substrates, have emerged as such a "simpler" alternative. Within this review, focus will be placed upon the process underlying the development of these decoy molecules, which will be discussed in great detail. Furthermore, a summary of recent developments pertaining to the potential applications of decoy molecules from the development of a whole-cell biocatalyst to their use in crystallography will be discussed.

DOI： 10.21577/0100-4042.20170747

Web of Science

Investigation of the Characteristics of NLS-PNA: Influence of NLS Location on Invasion Efficiency 査読有り

Aiba Yuichiro, Urbina Gerardo, Shibata Masanari, Shoji Osami

APPLIED SCIENCES-BASEL 10 巻 ( 23 ) 頁： 8663 2020年12月

Expanding the applicability of cytochrome P450s and other haemoproteins 査読有り

Ariyasu Shinya, Stanfield Joshua Kyle, Aiba Yuichiro, Shoji Osami

CURRENT OPINION IN CHEMICAL BIOLOGY 59 巻頁： 155 - 163 2020年12月

Iron(III) 5,15-Diazaporphyrin Catalysts for the Direct Oxidation of C(sp(3))-H Bonds

Nishimura Tsubasa, Ikeue Takahisa, Shoji Osami, Shinokubo Hiroshi, Miyake Yoshihiro

INORGANIC CHEMISTRY 59 巻 ( 21 ) 頁： 15751 - 15756 2020年11月

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