Updated on 2024/09/11

写真a

 
TAKEHARA Munenori
 
Organization
Faculty of Advanced Engineering
Department
School of Engineering Department of Materials Chemistry
Title
Lecturer
URL
http://www.mat.usp.ac.jp/environ-materials/index_j.html
External link

Degree

  • 博士（農学） ( 2013.3   京都大学 )

Research Field

  • Applied Microbiology, Genetic Engineering, Biotechnology

Research Experience

  • The University of Shiga Prefecture   School of Engineering Department of Materials Science   Lecturer

    2019.4

  • The University of Shiga Prefecture   School of Engineering Department of Materials Science   Assistant Professor

    2007.4 - 2019.3

  • The University of Shiga Prefecture   School of Engineering Department of Materials Science   Research Assistant

    1995.4 - 2007.3

Association Memberships

  • 日本生物工学会

    2018.5

  • American Chemical Society

    2008.4

  • 日本化学会

    2008.4

  • 日本農芸化学会

    2008.4

Research Areas

  • Life Science / Applied microbiology

Available Technology

  • 生分解性の多機能性ポリマーの微生物による生産 および環境負荷物質の微生物酵素による分解

Papers

  • Characterization of an L-α,β-diaminopropionic acid polymer with comb-like structure isolated from a poly(ε-L-lysine)-producing Streptomyces sp. Reviewed

    1. Takehara, M., Saimura, M., Inaba, H., Kato, Y., Muro, S., Matsunaga, T., Yamanaka, K.

    Applied Microbiology and Biotechnology   105 ( 8 )   3145 - 3157   2021.4

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    Language：English   Publishing type：Research paper (scientific journal)   Publisher：Springer   Participation form：Joint(The main charge)  

    Polymers of basic amino acids function as polycationic compounds under physiological conditions and exhibit intriguing biological properties, such as antimicrobial and antiviral activities, immunopotentiating ability, and DNA binding activity. Poly(ε-L-lysine) (ε-PL) produced by some strains of Streptomyces spp. is a cationic homopolymer of L-lysine linking between ε-amino and α-carboxylic acid functional groups, and has been used as a food preservative based on its biocompatibility and biodegradability. An ε-PL producing strain of Streptomyces sp. USE-33 was found to secrete a novel polycationic substance into its culture broth along with ε-PL. High-performance liquid chromatography analyses and one- and two-dimensional 1H and 13C nuclear magnetic resonance (NMR) experiments, accompanied by NMR titration studies, revealed that the secreted substance was poly[β-(L-diaminopropionyl-L-diaminopropionic acid)], PAP, characterized by an isopeptide backbone linking between the β-amino and α-carboxylic acid groups of L-α,β-diaminopropionic acid (L-Dpr) with pendent L-Dpr residues. PAP had a molecular weight of 500 to 1400, and copolymers composed of the two amino acids L-Dpr and L-lysine were not detected in the producer strain USE-33. The strain coproduced high levels of the two poly(amino acid)s in the presence of glycerol, citrate, and ammonium sulfate at pH 4.0 in a two-stage cultivation procedure. PAP exhibited strong inhibitory activities against several yeasts and weaker activities against bacteria than ε-PL. PAP may share a number of biological functions with ε-PL, and the use of PAP along with ε-PL has potential as a specific and advanced material for technical applications in various fields.

    DOI： 10.1007/s00253-021-11257-3

    Other Link： https://pubmed.ncbi.nlm.nih.gov/33846822/

  • The Stereocontrolled Biosynthesis of Mirror-Symmetric 2,4-Diaminobutyric Acid Homopolymers Is Critically Governed by Adenylation Activations Reviewed

    Yamanaka, K., Fukumoto, H., Takehara, M., Hamano, Y., Oikawa, T.

    ACS Chemical Biology   15 ( 7 )   1964 - 1973   2020.6

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    Language：English   Publishing type：Research paper (scientific journal)   Publisher：ACS Publications   Participation form：Joint(The vice charge)  

    Among the four bioactive cationic homo-poly(amino acids) discovered in nature, two are mirror-image isomers of poly(2,4-diaminobutyric acid) (poly-Dab) whose biosynthesis has long been unexplained. Their structural analogy plausibly suggested that they could share a common biosynthetic pathway utilizing ε-poly(l-lysine) synthetase-like enzymology but with an unprecedented process for enantiomeric inversion of polymer building blocks. To investigate this possibility, we comparatively explored the biosynthesis of poly-l-Dab and its mirror-image isomer poly-d-Dab in Streptomyces celluloflavus USE31 and Streptoalloteichus hindustanus NBRC15115, respectively, through genome mining, genetic inactivation, and heterologous expression combined with biochemical assays. While they shared the same biosynthetic pathway, the poly-d-Dab biosynthetic gene cluster additionally harbored the racemase gene. The critical finding that poly-d-Dab synthetase, in contrast to the synthetase generating the l-isomer, selectively activated d-Dab through adenylation conclusively demonstrated that free diffusible d-Dab preactivationally generated by the racemase is directly activated to be incorporated into the polymer. Our study thus represents the first demonstration of the stereoselective biosynthesis of a nonribosomal peptide governed by adenylation activity for a d-amino acid other than alanine. In silico sequence comparison between poly-Dab synthetases allowed us to identify amino acid residues potentially responsible for the discrimination of Dab enantiomers. Our results will provide significant insight not only for the future discovery of novel bioactive cationic poly(amino acids) but also for the creation of designer nonribosomal peptides with d-configuration.

    DOI： 10.1021/acschembio.0c00321

    Other Link： https://pubs.acs.org/doi/10.1021/acschembio.0c00321

  • Microwave-Accelerated Z-Isomerization of (all-E)-Lycopene in Tomato Oleoresin and Enhancement of the Conversion by Vegetable Oils Containing Disulfide Compounds Reviewed

    Honda M., Sato H., Takehara M., Inoue Y., Kitamura C., Takemura R., Fukaya T., Wahyudiono, Kanda H., Goto M.

    European Journal of Lipid Science and Technology   120 ( 7 )   2018.7

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    Language：English   Publishing type：Research paper (scientific journal)   Publisher：European Journal of Lipid Science and Technology  

    © 2018 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim The effect of microwave irradiation on Z-isomerization of (all-E)-lycopene contained in tomato oleoresin is investigated, and the Z-isomerization efficiency is compared to that of the conventional oil-bath heating method. With a 4-min microwave treatment at 2450 MHz frequency and 500 W power, the total Z-isomer content of lycopene increased to approximately 70%, almost without decomposition, and the efficiency, at the same temperature, is higher than that with conventional heating. In both treatments, the (9Z)- and (13Z)-isomers are mainly formed. Moreover, the effect of addition of vegetable oils to the oleoresin on the Z-isomerization by microwave irradiation is examined. When roasted seed oils and garlic oil are added, the production of (5Z)-lycopene, an isomer having higher functionality and storage stability among the Z-isomers, is significantly increased. This work reveals that the promoting effect is probably caused by the presence of disulfide compounds existing commonly in the above oils: Thiyl radicals, produced from disulfide compounds by microwave irradiation, would act as a catalyst for the Z-isomerization reaction. Practical Applications: Z-Isomers of lycopene, which are the predominant forms in the human body, have higher bioavailability and antioxidant capacity than the all-E-isomer, which is the major configuration form in raw tomatoes. Thus, appropriate methods are required to achieve the efficient Z-isomerization of (all-E)-lycopene. This study has developed an efficient production method for lycopene Z-isomers by microwave irradiation of (all-E)-lycopene in edible vegetable oils containing disulfide compounds, in which neither organic solvents nor food additives are used. It would be practically feasible to utilize this procedure not only for food, drink, and dietary supplement manufacturing, but also for daily cooking. (all-E)-Lycopene in tomato oleoresin is efficiently isomerized to the Z-isomers by microwave irradiation and the Z-isomerization is accelerated by adding vegetable oils containing disulfide compounds.

    DOI： 10.1002/ejlt.201800060

    Scopus

    Other Link： https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85046735985&origin=inward

  • Isolation and spectral characterization of thermally generated multi-Z-isomers of lycopene and the theoretically preferred pathway to di-Z-isomers Reviewed

    Masaki Honda, Tatsuya Kudo, Takahiro Kuwa, Takuma Higashiura, Tetsuya Fukaya, Yoshinori Inoue, Chitoshi Kitamura, and Munenori Takehara

    Biocience, Biotechnology, and Biochemistry   81 ( 2 )   365 - 371   2017.1

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    Language：English   Publishing type：Research paper (scientific journal)   Participation form：Joint(The main charge)  

    Lycopene has a large number of geometric isomers caused by E/Z isomerization at arbitrary sites within the eleven conjugated double bonds, offering varying characteristics related to features such as antioxidant capacity and bioavailability. However, the geometric structures of only a few lycopene Z-isomers have been thoroughly identified from natural sources. In this study, seven multi-Z-isomers of lycopene, (9Z,13′Z)-, (5Z,13Z,9′Z)-, (9Z,9′Z)-, (5Z,13′Z)-, (5Z,9′Z)-, (5Z,9Z,5′Z)-, and (5Z,9Z)-lycopene, were obtained from tomato samples by thermal isomerization, and then isolated by elaborate chromatography, and fully assigned using proton nuclear magnetic resonance. Moreover, the theoretically preferred pathway from (all-E)-lycopene to di-Z-isomers was examined with a computational approach using a Gaussian program. Fine-tuning of the HPLC separation conditions led to the discovery of novel multi-Z-isomers, and whose formation was supported by advanced theoretical calculations.

    DOI： 10.1080/09168451.2016.1249454

  • Inhibitory action of linoleamide and oleamide toward sarco/endoplasmic reticulum Ca2+-ATPase Reviewed International journal

    Sachiko Yamamoto, Munenori Takehara, and Makoto Ushimaru

    Biochimica et Biophysica Acta   1861 ( 1 )   3399 - 3405   2017.1

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    Language：English   Publishing type：Research paper (scientific journal)   Publisher：Elsevier   Participation form：Joint(The vice charge)  

    Three major SERCA isoforms, rSERCA1a, hSERCA2b, and hSERCA3a, were individually overexpressed in COS-1 cells, and the inhibitory action of PFAAs on Ca2+-ATPase activity of SERCA was examined. The Ca2+-ATPase activity of each SERCA was inhibited in a concentration-dependent manner strongly by linoleamide (IC50 15–53 μM) and partially by oleamide (IC50 8.3–34 μM). Inhibition by other PFAAs, such as stearamide (18:0) and elaidamide (18:19-trans), was hardly or slightly observed. Linoleamide decreased apparent affinity for Ca2+ and maximum velocity of Ca2+-ATPase activity of all SERCA tested with increase in amide dose. Oleamide also lowered these values of hSERCA3a. Meanwhile, oleamide uniquely reduced the apparent Ca2+ affinity of rSERCA1a and hSERCA2b: the reduction was considerably attenuated above certain concentrations of oleamide. The dissociation constants for SERCA interaction varied from 6 to 45 μM in linoleamide and from 1 to 56 μM in oleamide depending on the isoform.

    DOI： 10.1016/ j.bbagen.2016.09.001

  • Vegetable oil-mediated thermal isomerization of (all-E)-lycopene: facile and efficient production of Z-isomers Reviewed International journal

    Masaki Honda, Ikumi Horiuchi, Hayato Hiramatsu, Yoshinori Inoue, Chitoshi Kitamura, Tetsuya Fukaya, and Munenori Takehara

    European Journal of Lipid Science and Technology   118 ( 10 )   1588 - 1592   2016.10

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    Language：English   Publishing type：Research paper (scientific journal)   Participation form：Joint(The main charge)  

    Thermal isomerization of (all-E)-lycopene to the corresponding Z-isomers was investigated in edible vegetable oils; perilla, linseed, grape seed, soybean, corn, sesame, rapeseed, rice bran, safflower seed, olive, and sunflower seed oil. Purified (all-E)-lycopene from tomato oleoresin was converted to Z-isomers in the range of 44.8 to 58.8% content, and the remaining ratio of total amount of lycopene isomers without decomposition were ranged from 38.8 to 79.6% after heating at 100 °C for 1 hour in the vegetable oils. Both values were exceedingly high in sesame oil; 58.8% of total Z-isomers content and 78.3% of remaining lycopene. In particular, (5Z)-lycopene, which has higher bioavailability and antioxidant capacity as well as greater storage stability among the Z-isomers, was notably increased in that oil; approximately threefold higher than the average of the other vegetable oils.

  • Identification of novel inhibitors of human SPCA2 Reviewed International journal

    Sachiko Yamamoto, Munenori Takehara, Yoshiki Kabashima, Toshiyuki Fukutomi, and Makoto Ushimaru

    Biochemical and Biophysical Research Communications   477 ( 2 )   266 - 270   2016.8

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    Language：English   Publishing type：Research paper (scientific journal)   Publisher：Elsevier   Participation form：Joint(The vice charge)  

    To identify specific inhibitors of the human secretary pathway Ca2+-ATPase 2 (hSPCA2), a recombinant hSPCA2 was expressed in Saccharomyces cerevisiae, and purified by Co2+-chelating chromatography. The isolated hSPCA2 catalyzed ATP hydrolysis in the presence of Ca2+ ions. The Ca2+ dissociation constant for ATPase activation was 25 nM. hSPCA2 activity was inhibited by thapsigargin, 2,20-methylenebis(6-tertbutyl-p-cresol), and 4-octylphenol in the low-micromolar concentration range. Unexpectedly, the organic solvent wash from standard laboratory polypropylene microtubes showed strong inhibitory potency toward hSPCA2 activity. The extract was found to comprise mainly primary fatty acid amides (PFAAs) by NMR analysis. Individual PFAAs, especially oleamide and linoleamide, almost completely inhibited hSPCA2 activity with IC50 values of 7.5 μM and 3.8 μM, respectively.

    DOI： 10.1016/j.bbrc.2016.06.055

  • 1,4-Dihydroxy-2,3-dinitro-9,10-anthraquinone Reviewed International journal

    Wataru Furukawa, Munenori Takehara, Yoshinori Inoue, and Chitoshi Kitamura

    IUCrDATA   1 ( 6 )   x160906   2016.6

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    In the title compound, C14 H6 N2 O8 , the anthraquinone unit is essentially planar [maximum deviation = 0.0645 (10) Å ], and there are two intramolecular O—H⋯ O hydrogen bonds forming S (6) motifs. The planes of the two nitro substituents make dihedral angles of 54.77 (8) and 55.60 (3)° with the anthraquinone ring system. In the crystal, molecules are linked by short intermolecular O⋯ O contacts, leading to a three-dimensional network structure

  • 4-(3-Bromo­prop­yl­oxy)-1-hy­dr­oxy-9,10-anthra­quinone Reviewed International journal

    Natsumi Ohira, Munenori Takehara, Yoshinori Inoue, and Chitoshi Kitamura

    IUCrDATA   1 ( 5 )   x160753   2016.5

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    In the mol­ecule of the title compound, C17H13BrO4, the anthra­quinone ring system is slightly bent, with a dihedral angle of 169.99 (7)° between the planes of the two benzene rings. The side chain (O—C—C—C—Br) has a gauche–gauche conformation, as indicated by the O—C—C—C and C—C—C—Br torsion angles of −66.9 (2) and −65.8 (2)°, respectively. In addition, there is an intra­molecular O—H⋯O hydrogen bond enclosing an S(6) ring motif. The hydrogen-bond donor is bifurcated; in the crystal, a pair of O—H⋯O hydrogen bonds connects two mol­ecules, forming an inversion dimer with an R22(12) ring motif.

  • Isolation and characterization of (15Z)-lycopene thermally generated from a natural source Reviewed International journal

    Munenori Takehara, Takahiro Kuwa, Yoshinori Inoue, Chitoshi Kitamura, and Masaki Honda

    Biochemical and Biophysical Research Communications   467 ( 1 )   58 - 62   2015.11

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    Language：English   Publishing type：Research paper (scientific journal)   Publisher：Elsevier   Participation form：Joint(The main charge)  

    (15Z)-Lycopene was prepared by thermal isomerization of (all-E)-lycopene derived from tomatoes, and isolated by using a series of chromatographies. The fine red crystalline powder of (15Z)-lycopene was obtained from 556 mg of (all-E)-lycopene with a yield of 0.6 mg (purity: reversed-phase HPLC, 97.2%; normal-phase HPLC, ≥99.9%), and 1H and 13C NMR spectra of the isomer were fully assigned. More refined computational analyses that considered differences in the energy levels of the conformers involved in isomerization have also determined the stabilities of (15Z)-lycopene and other geometric isomers, along with the activation energies during isomerization from the all-E form. The fine control of conditions for HPLC separation and an advanced theoretical insight into geometric isomerization have led to the discovery of the 15Z-isomer generated from a natural source.

    DOI： 10.1016/j.bbrc.2015.09.122

  • Enhanced E/Z isomerization of (all-E)-lycopene by employing iron(III) chloride as a catalyst Reviewed International journal

    Masaki Honda, Takahiro Kawana, Munenori Takehara, and Yoshinori Inoue

    Journal of Food Science   80 ( 7 )   C1453 - C1459   2015.7

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    Catalytic isomerization of (all-E)-lycopene to Z-isomers using iron(III) chloride was investigated and optimized under various conditions of solvents, concentrations of iron(III) chloride, and reaction temperatures. The total contents of Z-isomers converted were higher in the order of CH2Cl2 (78.4%) > benzene (61.4%) > acetone (51.5%) > ethyl acetate (50.8%) at 20 °C for 3 h using 1.0 × 10−3 mg/mL iron(III) chloride for 0.1 mg/mL (all-E)-lycopene. However, the decomposition of lycopene was markedly accelerated in CH2Cl2: the remaining lycopene after the reaction for 3 h and 12 h was only 79.4% and 47.5%, respectively. As the concentration of catalyst increased in acetone, the Z-isomerization ratio of lycopene increased to more than 80%, followed by rapid degradation of lycopene to undetectable levels using > 4.0 × 10−3 mg/mL iron(III) chloride with the above concentration of (all-E)-lycopene. Finally, greater isomerization (79.9%) was attained at 60 °C in acetone for 3 h in the presence of 1.0 × 10−3 mg/mL iron(III) chloride, largely without decomposition of lycopene (remaining ratio of total amount of lycopene isomers after the reaction, 96.5%).

  • Crystal structure of 1,4-diethoxy-9,10-anthraquinone Reviewed International journal

    Kitamura, C., Li, S., Takehara, M., Inoue, Y., Ono, K., and Kawase, T.

    Acta Crystallographica Section E   71   o504   2015.7

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  • Solid-state optical properties and crystal structures of 1,4-dipropoxy-9,10-anthraquinone polymorphs Reviewed

    Kitamura, C., Li, S., Takehara, M., Inoue, Y., Ono, K., Kawase, T., and Fujimoto, K.J.

    Bulletin of the Chemical Society of Japan   88 ( 5 )   713 - 715   2015.5

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    Recrystallization of 1,4-dipropoxy-9,10-anthraquinone from hexane solution afforded two polymorphs: red prisms and yellow needles. X-ray crystallographic analyses revealed that the molecular arrangement was an anti-parallel orientation for red solids and a slipped-parallel orientation for yellow solids. The difference in solid-state color was analyzed by TD-DFT calculations of their multimers.

  • Spectral characterization of Z-isomers of lycopene formed during heat treatment and solvent effects on the E/Z isomerization process Reviewed International journal

    Masaki Honda, Naoto Takahashi, Takahiro Kuwa, Munenori Takehara, Yoshinori Inoue, and Tsutomu Kumagai

    Food Chemistry   171   323 - 329   2015.3

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    Language：English   Publishing type：Research paper (scientific journal)   Publisher：Elsevier   Participation form：Joint(The vice charge)  

    The geometric isomerisation of (all-E)-lycopene, purified from tomato paste, was investigated in various organic solvents. Isomerisation ratios to the Z-isomers of lycopene in CH2Cl2 and CHCl3 over 24 h were calculated to be 19.7% and 11.4% at 4 ºC and 77.8% and 48.4% at 50 ºC, respectively. In CH2Br2, more than 60% was attained in the first several hours, independent of temperature. The predominant Z-isomers obtained thermally, (9Z)-lycopene and (13Z)-lycopene, were purified and their absorption maxima and molar extinction coefficients in hexane were determined for the first time. Absorption values at 460 nm were also measured for both Z-isomers along with (all-E)-lycopene to accurately evaluate their concentrations by HPLC analysis. This approach successfully revealed that (13Z)-lycopene formed predominantly in benzene or CHCl3 at 50 ºC; in contrast, the 5Z-isomer was preferentially obtained in CH2Cl2 or CH2Br2.

  • Photosensitized E/Z isomerization of (all-E)-lycopene aiming at practical applications Reviewed International journal

    Masaki Honda, Haruyuki Igami, Takahiro Kawana, Kento Hayashi, Munenori Takehara, Yoshinori Inoue, and Chitoshi Kitamura

    Journal of Agricultural and Food Chemistry   62 ( 47 )   11353 - 11356   2014.11

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    Language：English   Publishing type：Research paper (scientific journal)   Publisher：ACS Publications   Participation form：Joint(The vice charge)  

    Photoisomerization of (all-E)-lycopene to the corresponding Z-isomers was investigated under visible to middle-infrared light irradiation in the presence of several sensitizers, including edible ones. Highly purified (all-E)-lycopene from tomato paste was isomerized to Z-isomers to the extent of 46.4–57.4% after irradiation with the sensitizers for 60 min in acetone, in which a thermodynamically-stable isomer of (5Z)-lycopene was predominantly generated, while kinetically-preferable (9Z)- and (13Z)-lycopene were dominant without sensitizer. Examination of the time course of photoisomerization demonstrated that the highest isomerization efficiency (80.4%) was attained using erythrosine as the sensitizer under 480–600 nm light irradiation in hexane for 60 min, a protocol which successfully suppressed the degradation of lycopene. (5Z)-Lycopene, reported as a more bioavailable isomer, was again predominantly produced with erythrosine and rose bengal in each solvent.

  • Crystal structure of 2-bromo-1,4-dihydroxy-9,10-anthraquinone Reviewed International journal

    Wataru Furukawa, Munenori Takehara, Yoshinri Inoue, and Chitoshi Kitamura

    Acta Crystallographica Section E   70   o1130   2014.10

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    Language：English   Publishing type：Research paper (scientific journal)   Publisher：Wiley   Participation form：Joint(The vice charge)  

    In an attempt to brominate 1,4-dipropoxy-9,10-anthra-quinone, a mixture of products, including the title compound, C14H7BrO4, was obtained. The molecule is essentially planar (r.m.s. deviation = 0.029 A˚ ) and two intramolecular O—H···O hydrogen bonds occur. In the crystal, the molecules are linked by weak C—H·O hydrogen bonds, Br··O contacts [3.240 (5) A˚ ], and π–π stacking interactions [shortest centroid–centroid separation = 3.562 (4) A˚ ], generating a three-dimensional network.

  • Characterization and thermal isomerization of (all-E)-lycopene Reviewed International journal

    Munenori Takehara, Masatoshi Nishimura, Takahiro Kuwa, Yoshinori Inoue, Chitoshi Kitamura, Tsutomu Kumagai, and Masaki Honda

    Journal of Agricultural and Food Chemistry   62 ( 1 )   264 - 269   2014.1

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    Language：English   Publishing type：Research paper (scientific journal)   Publisher：ACS Publications   Participation form：Joint(The main charge)  

    A large amount of (all-E)-lycopene was successfully purified from tomato paste using an improved method that included a procedure to wash crystalline powder with acetone. The total yield of the pure (all-E) form was at least 30%. The melting point of (all-E)-lycopene was determined to be 176.35 ºC by DSC measurements. Bathochromic shifts were observed in the absorption maxima of all solvents tested (at most a 36 nm shift for λ2 in carbon disulfide, as was observed in hexane), and were accompanied by absorbance decreases, namely a hypochromic effect, showing a higher correlation between the position and the intensity of the main absorption bands. This bathochromic shift was dependent on the polarizability of the solvent rather than its polarity. The rate constants of the decrease in (all-E)-lycopene with hexane and benzene were calculated to be 3.19 × 10−5 sec−1 and 3.55 × 10−5 sec−1, respectively.

  • A novel alkaline esterase from Sporosarcina sp. nov. strain eSP04 catalyzing the hydrolysis of a wide variety of aryl-carboxylic acid esters Reviewed

    Munenori Takehara, Kaori Kinoshita, Masahiro Miyamoto, and Hideo Hirohara

    Bioscience, Biotechnology, and Biochemistry   76 ( 9 )   1721 - 1727   2012.9

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    Language：English   Publishing type：Research paper (scientific journal)   Publisher：The Japan Society for Bioscience, Biotechnology, and Agrochemistry   Participation form：Joint(The main charge)  

    A novel esterase showing activity specific for esters of aryl-carboxylic acids was discovered in Sporosarcina sp. nov., which was identified by the 16S rDNA sequencing method in addition to morphological and physiological analyses. The aryl-carboxylesterase (named EstAC) was purified 780-fold from crude cell extracts by a 5-step procedure. EstAC was characterized as a monomeric protein with a molecular weight of 43,000, an optimum pH of around 9.0, and an optimum temperature of 40°C. The pH optimum and the effects of inhibitors together with an internal amino acid sequence suggested that EstAC is a member of family VIII esterases. EstAC was found to be highly active on a wide variety of substrates such as alkyl benzoates, alkyl phenylacetates, ethyl α- or β-substituted phenylpropionates, dialkyl terephthalates, dimethyl isophthalate, and ethylene glycol dibenzoate. However, monomethyl terephthalate was not hydrolyzed. It was suggested that EstAC had 4-hydroxybenzoyl and cinnamoyl esterase activities as well.

  • High-yield production of short chain length poly(ε-L-lysine) consisting of 5–20 residues by Streptomyces aureofaciens, and its antimicrobial activity Reviewed International journal

    Munenori Takehara, Atsushi Hibino, Masayuki Saimura, and Hideo Hirohara

    Biotechnology Letters   32 ( 9 )   1299 - 1303   2010.9

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    Language：English   Publishing type：Research paper (scientific journal)   Publisher：Springer   Participation form：Joint(The main charge)  

    Poly(e-L-lysine) (e-PL) is a naturallyoccurring
    L-lysine homopolymer having antimicrobial
    activity. A newly-isolated strain of Streptomyces
    aureofaciens produced a short chain length e-PL
    consisting of 5–20 residues at the highest production
    level of 4.5 g l–1. This e-PL had different spectra in
    terms of antimicrobial activity from the e-PL that is
    now used as a food preservative. The high productivity
    was based on multiple metabolic pathways for
    L-lysine synthesis, and a great flux from L-lysine to
    e-PL. The usefulness of this new e-PL and its
    producing strain was discussed.

  • Poly(gamma-L-diaminobutanoic acid), a novel poly(amino acid), coproduced with poly(epsilon-L-lysine b two strains of Streptomyces celluloflavus Reviewed International journal

    Takehara M, Saimura M, Inaba H & Hirohara H

    FEMS Microbiology Letters   286 ( 1 )   110 - 117   2008.9

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  • Substantially monodispersed poly(epsilon-L-lysine)s frequently occurred in newly isolated strains of Streptomyces sp. Reviewed International journal

    Hirohara H, Saimura M, Takehara M, Miyamoto M & Ikezaki A

    Applied Microbiology and Biotechnology   76 ( 5 )   1009 - 1016   2007.10

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  • Biosynthesis of poly(epsilon-L-lysine)s in two newly isolated strains of Streptomyces sp. Reviewed International journal

    Hirohara H, Takehara M, Saimura M, Ikezaki A & Miyamoto M

    Applied Microbiology and Biotechnology   73 ( 2 )   321 - 331   2006.11

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  • Nucleotide sequences of two contiguous and highly homologous xylanase genes xynA and xynB and characterization of XynA from Clostridium thermocellum Reviewed International journal

    Hayashi H, Takehara M, Hattori T, Kimura T, Karita S, Sakka K & Ohmiya K

    Applied Microbiology and Biotechnology   51   348 - 357   1999.3

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  • Molecular cloning and nucleotide sequence of purine nucleoside phosphorylase and uridine phosphorylase genes from Klebsiella sp. Reviewed

    Takehara M, Ling F, Izawa S, Inoue Y & Kimura A

    Bioscience, Biotechnology, and Biochemistry   59 ( 10 )   1987 - 1990   1995.10

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Books etc

  • ゲノム微生物学

    井沢真吾, 井上善晴, 木村光, 竹原宗範, 他12名（ Role： Joint author）

    シュプリンガー・フェアラーク東京  1999.9  （ ISBN:4-431-70840-5 ）

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    Total pages：241   Language：Japanese   Book type：Scholarly book

MISC

  • Occurrence and Production of Poly-Epsilon-L-Lysine in Microorganisms Invited Reviewed

    Munenori Takehara and Hideo Hirohara

    Microbiology Monographs   15   1 - 22   2010.7

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    Language：English   Publishing type：Rapid communication, short report, research note, etc. (scientific journal)   Publisher：Springer-Verlag   Participation form：Joint(The main charge)  

    The presence of e-PL, first discovered from a strain among 2,000 actinomycetes, was found quite frequently in various strains of Streptomyces by novel screening methods, including the two-stage culture of cell growth and e-PL production cultures. Using the newly isolated producer strains of Streptomyces, their production behaviors were studied not only in terms of the time course of several production factors and effect of culture medium components, but also other aspects of the release of synthesized e-PL into the culture broth and of the simultaneous development of e-PL hydrolase activity with the e-PL-producing machinery. The e-PLs obtained were evaluated structurally. The results revealed that the polymers had a nearly monodispersed structure, and could be classified into five groups based on their chain lengths. The cell density-dependent control of the
    production of e-PL, the chain length shortening by aliphatic hydroxy-compounds, and the coproduction of novel amino acid homopolymers with e-PL are also discussed.

    DOI： 10.1007/978-3-642-12453-2_1

  • Biosynthesis of nearly monodispersed poly(epsioln-L-lysine) in Streptomyces species Reviewed

    Saimura M, Takehara M, Mizukami S, Kataoka K, Hirohara H

    Biotechnology Letters   30 ( 3 )   377 - 385   2008.3

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    Language：English   Publishing type：Rapid communication, short report, research note, etc. (scientific journal)   Publisher：Springer   Participation form：Joint(The vice charge)  

Research Projects

  • 微生物および微生物酵素による機能性ポリアミノ酸の合成

    1995.4

    基礎科学研究  ポリアミノ酸

  • 微生物酵素によるエステル化合物の分解

    1995.4

    基礎科学研究  エステラーゼ

Presentations

  • Enhanced thermostability of aryl-carboxylesterase EstAC by introduction of disulfide bonds

    Saho Azuma, Ryosuke Maruyama, Katsunori Sugiyama, Munenori Takehara

    2024.9  The Society for Biotechnology, Japan

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    Event date： 2024.9

    Language：Japanese   Presentation type：Oral presentation (general)  

    Country：Japan  

  • Evaluation of antifungal action of L-α,β-diaminopropionic acid polymer with a comb-like structure against Saccharomyces cerevisiae

    Koki Tanaka, Yoshinao Kato, Amane Tanimura, Munenori Takehara, Yoshiharu Inoue

    2024.9  The Society for Biotechnology, Japan

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    Event date： 2024.9

    Language：Japanese   Presentation type：Oral presentation (general)  

    Country：Japan  

  • 環境水の定期調査による藻類のエストロゲン様活性の再評価

    片岡純, 肥田嘉文, 竹原宗範

    第58回日本水環境学会年会  2024.3 

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    Event date： 2024.3

    Language：Japanese   Presentation type：Oral presentation (general)  

  • Exploration of a novel pathway to activate Pkc1 in the budding yeast probing with a food additive ε-poly-L-lysine

    Yui Takahashi, Kayo Ikeda, Wataru Nomura, Munenori Takehara, Yoshiharu Inoue

    2023.12  The Molecular Biology Society of Japan

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    Event date： 2023.12

    Language：Japanese   Presentation type：Poster presentation  

    Country：Japan  

  • Evaluation of enantioselectivity of an aryl-carboxylesterase EstAC and identification of the substrate binding site

    Ryosuke Maruyama, Yuya Nakai, Yusuke Kishi, Yoshika Yamada, Katsunori Sugiyama, Yoshitaka Kumagai, Munenori Takehara

    2023.9  The Society for Biotechnology, Japan

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    Event date： 2023.9

    Language：Japanese   Presentation type：Oral presentation (general)  

    Country：Japan  

  • Antifungal action of poly(epsilon-L-lysine)s with different chain lengths against Saccharomyces cerevisiae

    Amane Tanimura, Osamu Yoshida, Akihiro Matsui, Munenori Takehara

    2023.9  The Society for Biotechnology, Japan

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    Event date： 2023.9

    Language：Japanese   Presentation type：Oral presentation (general)  

    Country：Japan  

  • 異なる回収方法による藻類のエストロゲン活性の再評価 —野外定期調査による 検討—

    片岡純, 肥田嘉文, 竹原宗範

    第57回日本水環境学会年会  2023.3 

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    Language：Japanese   Presentation type：Oral presentation (general)  

  • ε-ポリ-L-リジンによる酵母 Mpk1 MAP キナーゼの活性化と抗真菌活性の相関性

    栗原 優紀, 福井 健人, 池田 佳代, 野村 亘, 竹原 宗範, 井上 善晴

    第74回日本生物工学会大会  2022.10 

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    Language：Japanese   Presentation type：Oral presentation (general)  

  • Streptomyces celluloflavusを宿主とした膜貫通型ホモポリアミノ酸合成酵素発現系の構築

    植嶋啓太, 竹原宗範, 濱野吉十, 老川典夫, 山中 一也

    2022年度 (第36回) 日本放線菌学会大会  2022.9 

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    Language：Japanese   Presentation type：Oral presentation (general)  

  • アミノ酸を二次元方向に連結するNRPS様酵素の機能解析

    桐原一樹, 竹原宗範, 丸山千登勢, 濱野吉十, 老川典夫, 山中 一也

    2022年度 (第36回) 日本放線菌学会大会  2022.9 

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    Language：Japanese   Presentation type：Oral presentation (general)  

  • 放線菌由来のポリ(γ-L-ジアミノ酪酸)の構造解析と抗菌活性

    佐々木 摩帆, 吉田 修, 星山 貴文, 松井 旺大, 山中 一也, 竹原 宗範

    日本農芸化学会2022年度大会  2022.3 

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    Language：Japanese   Presentation type：Oral presentation (general)  

  • 藻類が過剰繁茂する環境水のエストロゲン活性の再評価

    片岡純, 上野智輝, 肥田嘉文, 竹原宗範

    第56回日本水環境学会年会  2022.3 

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    Language：Japanese   Presentation type：Oral presentation (general)  

  • 芳香族カルボン酸エステラーゼEstACの活性部位を構成するアミノ酸残基の同定と評価

    後藤 知, 井上 茂樹, 本田 拓也, 加藤 歩並, 堀口 芽衣, 竹原 宗範

    第73回日本生物工学会大会  2021.10 

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    Language：Japanese   Presentation type：Oral presentation (general)  

  • 放線菌Streptomyces albulusに見出した櫛形構造を有する新規カチオン性ホモポリアミノ酸生合成機構の解析

    桐原一樹, 竹原宗範, 濱野吉十, 老川典夫, 山中 一也

    2021年度 (第35回) 日本放線菌学会大会  2021.9 

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    Language：Japanese   Presentation type：Oral presentation (general)  

  • 藻類のエストロゲン活性の再評価

    上野智輝，太田瑞希，肥田嘉文，竹原宗範

    第55回日本水環境学会年会  2021.3 

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    Language：Japanese   Presentation type：Oral presentation (general)  

  • 放線菌由来の新規カチオン性ポリペプチド: ポリ(L-ジアミノプロピオン酸)の単離，構造決定と特性評価

    加藤芳尚, 稲葉悠, 室尚吾, 吉田修，竹原宗範

    日本農芸化学会2020年度大会  2020.3 

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  • 放線菌Streptomyces celluloflavusにおけるpoly-L-diaminobutyric acid生合成機構の解析

    山中一也, 轟万悦子, 竹原宗範, 濱野吉十, 老川典夫

    日本農芸化学会2020年度大会  2020.3 

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  • カチオン性ペプチドPoly(ε-L-lysine) のカルボジイミド架橋反応による修飾：構造解析および抗菌性分散剤としての特性評価

    武内正輝，竹原宗範

    第71回日本生物工学会大会  2019.9 

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    Language：Japanese   Presentation type：Oral presentation (general)  

  • N-アシル化ポリ(ε-L-リシン)誘導体の合成と抗菌活性の評価

    吉田修, 松井旺大, 永田智, 竹原宗範, 野村亘, 井上善晴

    第71回日本生物工学会大会  2019.9 

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  • Novel Basic Poly(amino acid) Coproduced with Poly(ε-L-lysine) by a Strain of Streptomyces sp.: Isolation and Characterization of Poly(diaminopropanoic acid)

    Yoshinao Kato, Haruka Inaba, Shogo Muro, Munenori Takehara

    日本化学会第99春季年会(2019)  2019.3 

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  • 吸光光度分析に向けた発色剤としての2,3-ジニトロキニザリンに関する研究

    中川秀美，加藤真一郎，竹原宗範，丸尾雅啓，北村千寿

    日本化学会第99春季年会(2019)  2019.3 

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    Language：Japanese   Presentation type：Poster presentation  

  • 培養藻類からのエストロゲン様活性物質の分離と構造解析—浮遊珪藻を対象として—

    戸田珠実，肥田嘉文，竹原宗範

    第53回日本水環境学会年会  2019.3 

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    Language：Japanese   Presentation type：Oral presentation (general)  

  • 放線菌由来の新規塩基性ポリアミノ酸: Poly(diaminopropanoic acid) の単離とキャラクタリゼーション

    加藤芳尚，稲葉悠，室尚吾，竹原宗範

    第70回日本生物工学会大会  2018.9 

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  • Poly(ε-L-lysine) の生分解可能なカチオン性分散剤への利用研究

    武内正輝，竹原宗範

    第70回日本生物工学会大会  2018.9 

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  • Streptomyces属放線菌由来のPoly(ε-L-lysine) が示す抗真菌作用機構の解析

    松井旺大，星山貴文，永田智，竹原宗範，野村亘，井上善晴

    第70回日本生物工学会大会  2018.9 

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  • 2,3-ジニトロキニザリンの金属カチオンの添加によるスペクトル変化

    中川秀美，竹原宗範，加藤真一郎，丸尾雅啓，北村千寿

    2018年光化学討論会  2018.9 

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    Language：Japanese   Presentation type：Poster presentation  

  • 2,3-ジニトロキニザリンによる金属カチオン応答性の検討

    中川秀美，竹原宗範，加藤真一郎，丸尾雅啓，北村千寿

    日本化学会第98春季年会(2018)  2018.3 

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  • Possible Novel Mechanism of Catalysis for Aryl-carboxylesterase EstAC, Having a Structural Homology to β-Lactamase

    Munenori Takehara, Shigeki Inoue, Takuya Honda, Honami Kato, Katsunori Sugiyama, Masatoshi Nishimura

    日本化学会第98春季年会(2018)  2018.3 

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    Language：English   Presentation type：Poster presentation  

  • 固相抽出法による藻類からのエストロゲン活性物質の分離と構造解析

    太田瑞希，本山真嗣，肥田嘉文，竹原宗範

    第51回日本水環境学会年会  2018.3 

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    Language：Japanese   Presentation type：Oral presentation (general)  

  • 2,3-ジニトロキニザリンの溶液中の光物性

    中川秀美，竹原宗範，加藤真一郎，丸尾雅啓，北村千寿

    第11回π電子系シンポジウム  2017.12 

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  • 2,3-ジニトロキニザリンの合成と溶媒依存光物性

    中川秀美，竹原宗範，加藤真一郎，丸尾雅啓，小野克彦，藤本和宏，北村千寿

    第28回基礎有機化学討論会  2017.9 

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  • 藻類が産生するエストロゲン活性物質の分離方法と安定性に関する検討

    本山真嗣, 肥田嘉文, 竹原宗範

    第51回日本水環境学会年会  2017.3  日本水環境学会

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    Language：Japanese   Presentation type：Oral presentation (general)  

    Venue：熊本大学  

  • 抗真菌性を示す塩基性ポリアミノ酸の生産とキャラクタリゼーション

    星山貴文, 室尚吾, 竹原宗範, 井上吉教, 北村千寿, 福井健人, 野村亘, 井上善晴

    日本化学会第97春季年会(2017)  2017.3 

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    Language：Japanese   Presentation type：Poster presentation  

  • 芳香族カルボン酸エステラーゼEstACの反応機構および基質結合部位の解析

    杉山勝紀, 熊谷吉峻, 竹原宗範, 井上吉教, 北村千寿

    日本化学会第97春季年会(2017)  2017.3 

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    Language：Japanese   Presentation type：Poster presentation  

  • 芳香族カルボン酸エステルを加水分解するアルカリ性エステラーゼの反応速度論と反応機構解析

    杉山勝紀, 西村昌敏, 竹原宗範, 井上吉教, 北村千寿

    日本化学会第96春季年会(2016)  2016.3 

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    Language：Japanese   Presentation type：Poster presentation  

  • 広い抗菌スペクトルを示す細菌由来の塩基性, ポリアミノ酸の分子構造

    星山貴文, 吉田 伊織, 李剣萍, 竹原宗範, 井上吉教, 北村千寿

    日本化学会第96春季年会(2016)  2016.3 

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  • 可溶性2-ブロモテトラセン誘導体の合成と性質

    本田匡, 竹原宗範, 井上吉教, 北村千寿, 川瀬毅

    日本化学会第96春季年会(2016)  2016.3  日本化学会

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  • アルコキシ基を有するアントラキノン/アントラセン二量体の合成と性質

    平松勇人, 古川渉, 竹原宗範, 井上吉教, 北村千寿, 西田純一, 川瀬毅, 小野克彦

    日本化学会第96春季年会(2016)  2016.3  日本化学会

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    Language：Japanese   Presentation type：Oral presentation (general)  

  • 藻類が繁茂する環境水および培養藻類のエストロゲン活性物質の特徴

    河村咲季, 肥田嘉文, 井上吉教, 竹原宗範, 北村千寿

    第50回日本水環境学会年会  2016.3  日本水環境学会

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    Language：Japanese   Presentation type：Oral presentation (general)  

    Venue：アスティとくしま  

  • Synthesis and properties of tetracene derivatives having diester groups on one terminal benzene ring International conference

    Miyako Tsumura, Munenori Takehara, Yoshinori Inoue, Chitoshi Kitamura, Takeshi Kawase, Takashi Kobayashi, Hiroyoshi Naito

    Pacifichem2015  2015.12 

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    Language：English   Presentation type：Poster presentation  

  • Solid-state optical properties and crystal structures of 1,4-dipropoxy-9,10-anthraquinone polymorphs International conference

    Chitoshi Kitamura, Sining Li, Munenori Takehara, Yoshinori Inoue, Katsuhiko Ono, Takeshi Kawase, Kazuhiro J. Fujimoto

    Pacifichem2015  2015.12 

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    Language：English   Presentation type：Poster presentation  

  • 末端にエステル基を有するテトラセン誘導体の合成と性質

    津村美也子，竹原宗範，井上吉教，北村千寿，川瀬毅，小林隆史，内藤裕義

    日本化学会第95春季年会(2015)  2015.3 

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  • (all-E)-lycopeneの計算化学とX線回折による構造研究

    北村千寿，久和孝大，井上吉教，竹原宗範

    日本化学会第95春季年会(2015)  2015.3 

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  • Characterization of Aryl-carboxylesterase EstAC and the Three-dimensional Structure Prediction by Homology Modeling Method

    2015.3 

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    A novel esterase showing activity for esters of aryl-carboxylic acids was discovered in a strain of Sporosarcina sp.1) and the encoding gene was cloned, sequenced, and expressed in Escherichia coli cells. The esterase, EstAC, was purified and characterized as a monomeric protein with a molecular weight of 43,000, an optimum pH of around 9.0, and an optimum temperature of 40 °C. The three-dimensional structures of the protein were built by a homology modeling method using highly homologous hydrolases as the template. A putative active site was suggested to contain the amino acid residues serine69, lysine72, and tyrosine180.

  • 部位特異的変異導入による芳香族カルボン酸エステラーゼEstACの活性部位の解析および触媒機構の提案

    西村昌敏，村島惇，井上茂樹，竹原宗範，井上吉教，北村千寿

    日本化学会第95春季年会(2015)  2015.3 

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    Language：Japanese   Presentation type：Poster presentation  

  • 緑藻または藍藻を含む環境水のエストロゲン活性物質の構造解析

    茨木美華, 肥田嘉文, 井上吉教, 竹原宗範

    第49回日本水環境学会年会  2015.3  日本水環境学会

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    Language：Japanese   Presentation type：Oral presentation (general)  

    Venue：金沢大学  

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Teaching Experience

  • 分析・環境化学実験

    2009.4 - 2010.3 Institution：滋賀県立大学

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    Level：Undergraduate (specialized)